Plants having increased tolerance to herbicides
Patent Information
- Application Number
- ZA202608140
- Authority / Receiving Office
- ZA · ZA
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2024-01-17
- Filing Date
- 2026-08-12
- Publication Date
- 2026-08-26
AI Technical Summary
Existing technologies have not effectively conferred tolerance to uracilpyridine herbicides in crop plants, limiting the use of these herbicides in areas with crop plants due to potential damage.
Introduce nucleic acids encoding mutated protoporphyrinogen oxidase (PPO) enzymes in crop plants that are resistant or tolerant to uracilpyridine herbicides, allowing for the application of these herbicides without harming the plants.
The method enhances the tolerance of crop plants to uracilpyridine herbicides, enabling effective weed control while protecting the crop plants from herbicide damage.
Abstract
Description
[0001] PLANTS HAVING INCREASED TOLERANCE TO HERBICIDES
[0002] FIELD OF THE INVENTION
[0003] The present invention relates in general to methods for conferring on plants agricultural level tolerance to herbicides. Particularly, the invention refers to plants having an increased tolerance to PPO-inhibiting herbicides. More specifically, the present invention relates to methods and plants obtained by mutagenesis and crossbreeding and transformation that have an increased tolerance to PPO-inhibiting herbicides.
[0004] BACKGROUND OF THE INVENTION
[0005] Herbicides that inhibit protoporphyrinogen oxidase (hereinafter referred to as Protox or PPO; EC: 1.3.3.4), a key enzyme in the biosynthesis of protoporphyrin IX, have been used for selective weed control since the 1960s. PPO catalyzes the last common step in chlorophyll and heme biosynthesis which is the oxidation of protoporphyrinogen IX to protoporphyrin IX. (Matringe et al. 1989. Biochem. 1. 260: 231). PPO-inhibiting herbicides include many different structural classes of molecules (Duke et al. 1991. Weed Sci. 39: 465; Nandihalli et al. 1992. Pesticide Biochem. Physiol. 43: 193; Matringe et al. 1989. FEBS Lett. 245: 35; Yanase and Andoh. 1989. Pesticide Biochem. Physiol. 35: 70). These herbicidal compounds include the diphenylethers {e.g. lactofen, (+-)-2-ethoxy-1 -methyl-2-oxoethyl 5-{2-chloro-4-(trifluoromethyl)phenoxy}-2-nitrobenzoate; acifluorfen, 5-{2-chloro-4-(trifluoromethyl)phenoxy}-2-nitrobenzoic acid; its methyl ester; or oxyfluorfen, 2-chloro- 1-(3-ethoxy-4-nitrophenoxy)-4-(trifluorobenzene)}, oxidiazoles, (e.g. oxidiazon, 3-{2,4-dichloro-5-(1- methylethoxy)phenyl}-5-(1,1-dimethylethyl)-1,3,4-oxadiazol-2-(3H)-one), cyclic imides (e.g. S-23142, N-(4- chloro-2-fluoro-5-propargyloxyphenyl)-3,4,5,6-tetrahydrophthalimide; chlorophthalim, N-(4-chlorophenyl)- 3,4,5,6-tetrahydrophthalimide), phenyl pyrazoles (e.g. TNPP-ethyl, ethyl 2-{1-(2,3,4-trichlorophenyl)-4- nitropyrazolyl-5-oxy}propionate; M&B 39279), pyridine derivatives (e.g. LS 82-556), and phenopylate and its 0- phenylpyrrolidino- and piperidinocarbamate analogs. Many of these compounds competitively inhibit the normal reaction catalyzed by the enzyme, apparently acting as substrate analogs.
[0006] Application of PPO-inhibiting herbicides results in the accumulation of protoporphyrinogen IX in rganelles containing PPO enzymel, which is believed to leak into the cytosol where it is oxidized by a peroxidase. When exposed to light, protoporphyrin IX causes formation of singlet oxygen in the cytosol and the formation of other reactive oxygen species, which can cause lipid peroxidation and membrane disruption leading to rapid cell death (Lee et al. 1993. Plant Physiol. 102: 881).
[0007] Not all PPO enzymes are sensitive to herbicides which inhibit plant PPO enzymes. Both the Escherichia coli and Bacillus subtilis PPO enzymes (Sasarmen et al. 1993. Can. J. Microbiol. 39: 1155; Dailey et al. 1994. J. Biol. Chem. 269: 813) are resistant to these herbicidal inhibitors.
[0008] Also many fungi including yeasts are insensitive to PPO type herbicides. Mutants of the unicellular alga Chlamydomonas reinhardtii resistant to the phenylimide herbicide S-23142 have been reported (Kataoka et al. 1990. J. Pesticide Sci. 15: 449; Shibata et al. 1992. In Research in Photosynthesis, Vol. Ill, N. Murata, ed. KluwenNetherlands. pp. 567-70). At least one of these mutants appears to have an altered PPO activity that is resistant not only to the herbicidal inhibitor on which the mutant was selected, but also to other classes of protox inhibitors (Oshio et al. 1993. Z. Naturforsch. 48c: 339; Sato et al. 1994. In ACS Symposium on Porphyric Pesticides, S. Duke, ed. ACS Press: Washington, D.C.). A mutant tobacco cell line has also been reported that is resistant to the inhibitor S-21432 (Che et al. 1993. Z. Naturforsch. 48c: 350). Auxotrophic E. coli mutants have been used to confirm the herbicide resistance of cloned plant PPO-inhibting herbicides. Three main strategies are available for making plants tolerant to herbicides, i.e. (1) detoxifying the herbicide with an enzyme which transforms the herbicide, or its active metabolite, into non-toxic products, such as, for example, the enzymes for tolerance to bromoxynil or to basta (EP242236, EP337899); (2) mutating the target enzyme into a functional enzyme which is less sensitive to the herbicide, or to its active metabolite, such as, for example, the enzymes for tolerance to glyphosate (EP293356, Padgette S. R. et al., J. Biol. Chem., 266, 33, 1991); or (3) overexpressing the sensitive enzyme so as to produce quantities of the target enzyme in the plant which are sufficient in relation to the herbicide, in view of the kinetic constants of this enzyme, so as to have enough of the functional enzyme available despite the presence of its inhibitor. The third strategy was described for successfully obtaining plants which were tolerant to PPO inhibitors (see e.g. US5,767,373 or US5,939,602, and patent family members thereof.). In addition, US 2010 / 0100988 and WO 2007 / 024739 discloses nucleotide sequences encoding amino acid sequences having enzymatic activity such that the amino acid sequences are resistant to PPO inhibitor herbicidal chemicals, in particular 3-phenyluracil inhibitor specific PPO mutants. A very recent approach described in WO2023199314 claims promoter changes in the isoenzyme gene of the PPX1 gene of soybean to confer tolerance to certain PPO type herbicides.
[0009] WO 2012 / 080975 discloses plants the tolerance of which to a PPO-inhibiting herbicide named (1 ,5-dimethyl-6- thioxo-3-(2,2,7-trifluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-1,3,5-triazinane-2,4- dione) had been increased by transforming said plants with nucleic acids encoding mutated PPO mutated enzymes. In particular, WO 2012 / 080975 discloses that the introduction of nucleic acids which code for a mutated PPO of an Amaranthus type II PPO in which the Arginine at position 128 had been replaced by a leucine, alanine, or valine, and the phenylalanine at position 420 had been replaced by a methionine, cysteine, isoleucine, leucine, or threonine, confers increased tolerance / resistance to a benzoxazinone-derivative herbicide. WO 2013 / 189984 discloses plants the tolerance of which to PPO inhibitors had been increased by transforming said plants with nucleic acids encoding mutated PPO enzymes, in which the Leucine corresponding to position 397 of an Amaranthus type II PPO had been replaced, and the phenylalanine corresponding to position 420 of an Amaranthus type II PPO had been replaced. WO2015 / 022636 discloses plants the tolerance of which to PPO inhibitors had been increased by transforming said plants with nucleic acids encoding mutated PPO enzymes, in which the Arginine corresponding to position 128 of an Amaranthus type II PPO had been replaced, and the phenylalanine corresponding to position 420 of an Amaranthus type II PPO had been replaced, but the replacement occurred with amino acids, which are different from those disclosed in WO 2012 / 080975. W02015 / 092706 describes PPO polypeptides from a plurality of organisms, which PPO polypeptides had been mutated to comprise the advantageous mutations employed for the Amaranthus type II PPO. WO2015 / 022640 discloses PPO polypeptides from Alopecurus myosuroides and mutants thereof, which confer tolerance to a broad spectrum of PPO inhibiting herbicides. WO2019 / 106568 describes that those types of mutants confer increased tolerance / resistance to a new class of PPO inhibitors, known as uracilpyridines or uracilpyridine herbicides.
[0010] Furthermore, WO2017 / 023778, WO2017 / 039969, WO2017 / 112589, WO2018 / 022777, WO2019 / 118726 disclose proteins having a protoporphyrinogen oxidase activity which is insensitive to a selection of PPO- inhibiting herbicides such as diphenylethers (e.g acifluorfen, aclonifen, bifenox, ethoxyfen, fluoronitrofen, furyloxyfen, halosafen, chlomethoxyfen, fluoroglycofen, lactofen, oxyfluorfen, and fomesafen,) thiadiazoles (e.g. fluthiacet-methyl and thidiazimin), pyrimidinediones or phenyluracils (e.g. benzfendizone, butafenacil, epyrifenacil, flupropacil, saflufenacil, and tiafenacil), phenylpyrazoles (such as fluazolate, pyraflufen and pyraflufen-ethyl), oxadiazoles (such as oxadiargyl and oxadiazon), triazolinones (such as azafenidin, bencarbazone, carfentrazone, and sulfentrazone); oxazolidinediones (such as pentoxazone), N- phenylphthalimides (such as cinidon-ethyl, flumiclorac, flumiclorac-penty I, and flumioxazin), benzoxazinone derivatives (e.g. trifludimoxazin), flufenpyr and flufenpyr-ethyl; pyraclonil; and profluazol.
[0011] The inventors of the present invention have now surprisingly found that some of PPO-like enzymes disclosed in WO2017 / 023778, WO2017 / 039969, WO2017 / 112589, WO2018 / 022777, WO2019 / 118726, are capable of conferring tolerance to a specific class of uracilpyridines when expressed in crop plants.
[0012] Thus, to date, the prior art has not described uracilpyridine tolerant plants containing the PPO enzymes according to the present invention, which are tolerant / resistant to a broad selection of uracilpyridines. Therefore, what is needed in the art are crop plants and crop plants having increased tolerance to uracilpyridines as described herein and containing at least one wildtype and / or mutated PPO enzyme as described herein. Also needed are methods for controlling weed growth in the vicinity of such crop plants or crop plants. These compositions and methods would allow for the use of spray over techniques when applying herbicides to areas containing crop plants or crop plants.
[0013] SUMMARY OF THE INVENTION
[0014] The problem is solved by the present invention which refers to a method for controlling undesired vegetation at a plant cultivation site, the method comprising the steps of: a) providing, at said site, a plant that comprises at least one nucleic acid comprising a nucleotide sequence encoding a protoporphyrinogen oxidase (PPO) polypeptide which is resistant or tolerant to a “PPO inhibiting herbicide”; b) applying to said site an effective amount of said herbicide, wherein the PPO inhibiting herbicide is a uracilpyridine of formula (I) wherein the substituents have the following meanings:
[0015] R1hydrogen, NH2, Ci-Ce-alkyl or Cs-Ce-alkynyl;
[0016] R2hydrogen, Ci-Ce-alkyl or Ci-Ce-haloalkyl;
[0017] R3hydrogen or Ci-Ce-alkyl;
[0018] R4H or halogen;
[0019] R5halogen, CN, NO2, NH2, CF3or C(=S)NH2;
[0020] R6H, halogen, CN, Ci-Cs-alkyl, Ci-Cs-haloalkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkoxy, Ci-Cs-alkylthio, (C1- C3-alkyl)amino, di(Ci-C3-alkyl)amino, Ci-Cs-alkoxy-Ci-Cs-alkyl, Ci-Cs-alkoxycarbonyl;
[0021] R7H, halogen, Ci-Cs-alkyl, Ci-Cs-alkoxy;
[0022] R8OR9, SR9, NR10R11, NR9OR9, NR9S(O)2R10or NR9S(O)2NR10R11, wherein
[0023] R9is hydrogen, Ci-Ce-alkyl, Cs-Ce-alkenyl, Cs-Ce-alkynyl, Ci-Ce-haloalkyl, Cs-Ce-haloalkenyl, Cs-Ce-haloalkynyl, Ci-Ce-cyanoalkyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkoxy-Ci-Ce-alkoxy- Ci-Ce-alkyl, di(Ci-C6-alkoxy)Ci-Ce-alkyl, Ci-Ce-haloalkoxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy-Ci- Ce-alkyl, Cs-Ce-haloalkenyloxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci- Ce-alkylthio-Ci-Ce-alkyl, Ci-Ce-alkylsulfinyl-Ci-Ce-alkyl, Ci-Ce-alkylsulfonyl-Ci-Ce-alkyl, Ci- Ce-alkylcarbonyl-Ci-Ce-alkyl, Ci-Ce-alkoxycarbonyl-Ci-Ce-alkyl, Ci-Ce-haloalkoxycarbonyl- Ci-Ce-alkyl, Cs-Ce-alkenyloxycarbonyl-Ci-Ce-alkyl, Cs-Ce-alkynyloxycarbonyl-Ci-Ce-alkyl, amino, (Ci-C6-alkyl)amino, di(Ci-C6-alkyl)amino, (Ci-C6-alkylcarbonyl)amino, amino-Ci-Ce- alkyl, (Ci-C6-alkyl)amino-Ci-C6-alkyl, di(Ci-C6-alkyl)amino-Ci-C6-alkyl, aminocarbonyl-Ci- Ce-alkyl, (Ci-C6-alkyl)aminocarbonyl-Ci-C6-alkyl, di(Ci-C6-alkyl)aminocarbonyl-Ci-C6-alkyl, -N=CR12R13, wherein R12and R13independently of one another are H, Ci-C4-alkyl or phenyl;
[0024] Cs-Cs-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Cs-Ce-heterocyclyl, Cs-Ce-heterocyclyl-Ci- Ce-alkyl, phenyl, phenyl-Ci-C4-alkyl or a 5- or 6 membered heteroaryl, wherein each cycloalkyl, heterocycly I, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R14or a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=O)-, -0- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14; wherein R14is halogen, NO2, CN, Ci-C4-alkyl, Ci-C4-haloalkyl, C1-C4- alkoxy or Ci-C4-alkoxycarbonyl;
[0025] R10, R11independently of one another are R9, or together form a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=0)-, -0- and -S- , and which carbocyclus is optionally substituted with one to four substituents selected from R14; n 1 to 3;
[0026] Q CH2, 0, S, SO, S02, NH or (Ci-C3-alkyl)N;
[0027] W 0 or S;
[0028] X NH, NCH3, O or S;
[0029] Y 0 or S;
[0030] Z phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy, Ci-Ce-haloalkoxy; including their agriculturally acceptable salts or derivatives, provided the compounds of formula (I) have a carboxyl group and wherein the effective amount of said herbicide does not kill or inhibit the growth of the herbicide-tolerant plant of a).
[0031] In one embodiment, the herbicide resistant or tolerant PPO polypeptide comprises the amino acid sequence of SEQ ID NO: 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 139, 143, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 184, 185, 186, 187, 188, 189, 190, 191, 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 346, 347, 348, 349, 350, 351, 352, 353, 354, 355, 356, 357, 358, 359, 360, 361, 362, 363, 364, 365,
[0032] 366, 409, 410, 411, 412, 413, 414, 415, 416, 417, 418, 419, 420, 421, 422, 423, 424, 425, 426, 427, 428, 470,
[0033] 471, 472, 473, 474, 544, 545, 546, 547, 548, 549, 550, 551, 552, 553, 554, 555, 556, 557, 558, 559, 560, 561,
[0034] 562, 563, 564, 565, 566, 567, 568, 569, 570, 571, 572, 573, 574, 575, 576, 577, 578, 579, 580, 581, 582, 583,
[0035] 584, 585, 586, 587, 588, 589, 590, 591, 592, 593, 594, 595, 596, 597, 598, 599, 600, 601, 602, 603, 604, 605,
[0036] 606, 607, 608, 609, 610, 611, 612, 613, 614, 615, 616, 617, 618, 619, 620, 621, 622, 623, 624, 625, 626, 627,
[0037] 628, 629, 630, 631, 632, 633, 634, 635, 636, 637, 638, 639, 640, 641, 642, 643, 644, 645, 646, 647, 648, 649,
[0038] 650, 651, 652, 653, 654, 655, 656, 657, 658, 659, 660, 661, 662, 663, 664, 665, 666, 667, 792, 793, 794, 795,
[0039] 796, 797, 798, 799, 800, 801, 802, 803, 804, 805, 806, 827, or 829, or a variant, homologue, or orthologue thereof.
[0040] In still another embodiment, the herbicide resistant or tolerant PPO polypeptide is encoded by a nucleic acid molecule comprising a sequence being, over the full length, at least 80% identical to the nucleic acid sequence of of SEQ ID NO: 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137, 138, 140, 141, 142, 144, 172, 173, 174, 175, 176, 177, 178, 179, 180, 181, 205, 206, 207, 208, 209, 210, 211, 212, 213, 214, 215, 216, 217, 218,
[0041] 219, 220, 221, 222, 223, 224, 225, 226, 227, 228, 229, 230, 231, 232, 233, 234, 235, 236, 237, 238, 239, 240,
[0042] 241, 242, 243, 244, 245, 246, 367, 368, 369, 370, 371, 372, 373, 374, 375, 376, 377, 378, 379, 380, 381, 382,
[0043] 383, 384, 385, 386, 387, 388, 389, 390, 391, 392, 393, 394, 395, 396, 397, 398, 399, 400, 401, 402, 403, 404,
[0044] 405, 406, 407, 408, 429, 430, 431, 432, 433, 434, 435, 436, 437, 438, 439, 440, 441, 442, 443, 444, 445, 446,
[0045] 447, 448, 449450, 451, 452, 453, 454, 455, 456, 457, 458, 459, 460, 461, 462, 463, 464, 465, 466, 467, 468, 469, 475, 476, 477, 478, 479, 480, 481, 668, 669, 670, 671, 672, 673, 674, 675, 676, 677, 678, 679, 680, 681,
[0046] 682, 683, 684, 685, 686, 687, 688, 689, 690, 691, 692, 693, 694, 695, 696, 697, 698, 699, 700, 701, 702, 703,
[0047] 704, 705, 706, 707, 708, 709, 710, 711, 712, 713, 714, 715, 716, 717, 718, 719, 720, 721, 722, 723, 724, 725,
[0048] 726, 727, 728, 729, 730731, 732, 733, 734, 735, 736, 737, 738, 739, 740, 741, 742, 743, 744, 745, 746, 747, 748, 749, 750, 751, 752, 753, 754, 755, 756, 757, 758, 759, 760, 761, 762, 763, 764, 765, 766, 767, 768, 769,
[0049] 770, 771, 772, 773, 774, 775, 776, 777, 778, 779, 780, 781, 782, 783, 784, 785, 786, 787, 788, 789, 790, 791,
[0050] 807, 808, 809, 810, 811, 812, 813, 814, 815, 816, 817, 818, 819, 820, 821, 826 or 828, or a variant, homologue, or orthologue thereof thereof.
[0051] Another object refers to a method of identifying a nucleotide sequence encoding a mutated PPO which is resistant or tolerant to a uracilpyridine herbicide, the method comprising: a) generating a library of mutated PPO-encoding nucleic acids, b) screening a population of the resulting mutated PPO-encoding nucleic acids by expressing each of said nucleic acids in a cell or plant and treating said cell or plant with a uracilpyridine, c) comparing the uracilpyridine herbicide-tolerance levels provided by said population of mutated PPO encoding nucleic acids with the uracilpyridine -tolerance level provided by a control PPO-encoding nucleic acid, d) selecting at least one mutated PPO-encoding nucleic acid that provides a significantly increased level of tolerance to a uracilpyridine as compared to that provided by the control PPO-encoding nucleic acid.
[0052] In a preferred embodiment, the mutated PPO-encoding nucleic acid selected in step d) provides at least 2-fold as much tolerance to a uracilpyridine as compared to that provided by the control PPO-encoding nucleic acid. The resistance or tolerance can be determined by generating a transgenic plant population comprising a nucleic acid sequence of the library of step a) and comparing said transgenic plant population with a control plant.
[0053] In another embodiment, the invention refers to a plant cell transformed by and expressing a PPO nucleic acid according to the present invention or a plant which has been mutated to obtain a plant expressing, preferably over-expressing a wild-type or a mutated PPO nucleic acid according to the present invention, wherein expression of said nucleic acid in the plant cell results in increased resistance or tolerance to a uracilpyridine as compared to a wild type variety of the plant cell.
[0054] In another embodiment, the invention refers to a plant that expresses a mutagenized or recombinant mutated PPO polypeptide, and wherein said mutated PPO polypeptide confers upon the plant increased uracilpyridine tolerance as compared to the corresponding wild-type variety of the plant when expressed therein.
[0055] In another embodiment, the invention refers to a transgenic plant comprising a plant cell according to the present invention, wherein expression of the nucleic acid in the plant results in the plant’s increased resistance to uracilpyridine herbicide as compared to a wild type variety of the plant.
[0056] Preferably, the expression of the nucleic acid of the invention in the plant results in the plants increased resistance to uracilpyridine herbicides as compared to a wild type variety of the plant.
[0057] In another embodiment, the invention refers to a method for growing the plant according to the present invention while controlling weeds in the vicinity of said plant, said method comprising the steps of: a) growing said plant ; and b) applying a herbicide composition comprising a uracilpyridine herbicide to the plant and weeds, wherein the herbicide normally inhibits protoporphyrinogen oxidase, at a level of the herbicide that would inhibit the growth of a corresponding wild-type plant.
[0058] In another embodiment, the invention refers to a seed produced by a transgenic plant comprising a plant cell of the present invention, or to a seed produced by the non-transgenic plant that expresses a mutagenized PPO polypeptide, wherein the seed is true breeding for an increased resistance to a uracilpyridine herbicide as compared to a wild type variety of the seed.
[0059] In another embodiment, the invention refers to a method of producing a transgenic plant cell with an increased resistance to a uracilpyridine herbicide as compared to a wild type variety of the plant cell comprising, transforming the plant cell with an expression cassette comprising a wild-type or a mutated PPO nucleic acid.
[0060] In another embodiment, the invention refers to a method of producing a transgenic plant comprising, (a) transforming a plant cell with an expression cassette comprising a wild-type or a mutated PPO nucleic acid, and (b) generating a plant with an increased resistance to uracilpyridine herbicide from the plant cell.
[0061] Preferably, the expression cassette further comprises a transcription initiation regulatory region and a translation initiation regulatory region that are functional in the plant.
[0062] In another embodiment, the invention relates to using the mutated PPO of the invention as selectable marker. The invention provides a method of identifying or selecting a transformed plant cell, plant tissue, plant or part thereof comprising a) providing a transformed plant cell, plant tissue, plant or part thereof, wherein said transformed plant cell, plant tissue, plant or part thereof comprises an isolated nucleic acid encoding a mutated PPO polypeptide of the invention as described hereinafter, wherein the polypeptide is used as a selection marker, and wherein said transformed plant cell, plant tissue, plant or part thereof may optionally comprise a further isolated nucleic acid of interest; b) contacting the transformed plant cell, plant tissue, plant or part thereof with at least one PPO-inhibiting inhibiting compound, preferably a uracilpyridine; c) determining whether the plant cell, plant tissue, plant or part thereof is affected by the inhibitor or inhibiting compound; and d) identifying or selecting the transformed plant cell, plant tissue, plant or part thereof.
[0063] The invention is also embodied in purified mutated PPO proteins that contain the mutations described herein, which are useful in molecular modeling studies to design further improvements to herbicide tolerance. Methods of protein purification are well known, and can be readily accomplished using commercially available products or specially designed methods, as set forth for example, in Protein Biotechnology, Walsh and Headon (Wiley, 1994).
[0064] In another embodiment, the invention relates to a combination useful for weed control, comprising (a) a polynucleotide encoding a mutated PPO polypeptide according to the present invention, which polynucleotide is capable of being expressed in a plant to thereby provide to that plant tolerance to a uracilpyridine herbicide; and (b) a uracilpyridine herbicide.
[0065] In another embodiment, the invention relates to a process for preparing a combination useful for weed control comprising (a) providing a polynucleotide encoding a mutated PPO polypeptide according to the present invention, which polynucleotide is capable of being expressed in a plant to thereby provide to that plant tolerance to a uracilpyridine herbicide; and (b) providing a uracilpyridine herbicide.
[0066] In a preferred embodiment, said step of providing a polynucleotide comprises providing a plant containing the polynucleotide.
[0067] In another preferred embodiment, said step of providing a polynucleotide comprises providing a seed containing the polynucleotide.
[0068] In another preferred embodiment, said process further comprises a step of applying the uracilpyridine herbicide to the seed.
[0069] In another embodiment, the invention relates to the use of a combination useful for weed control, comprising (a) a polynucleotide encoding a mutated PPO polypeptide according to the present invention, which polynucleotide is capable of being expressed in a plant to thereby provide to that plant tolerance to a uracilpyridine herbicide; and (b) a uracilpyridine herbicide, to control weeds at a plant cultivation site.
[0070] BRIEF DESCRIPTION OF THE DRAWINGS
[0071] (NB: full name of used uracilpyridines is given in the Example section)
[0072] Figure 1 shows the vector map of pBasO5426 (SEQ ID NO: 830)
[0073] Figure 2 shows the vector map of of pBasO7312 (SEQ ID NO: 831) Figure 3 shows the vector map of pBasO7313 (SEQ ID NO: 832)
[0074] Figure 4 shows the vector map of pBasO7314 (SEQ ID NO: 833)
[0075] Figure 5: shows TO soybean events sprayed and rated with 25 or 50 g ai / ha of ethyl 2-[2-[[3-chloro-5-fluoro-6- [3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]-2-pyridyl]oxy]phenoxy]acetate (Uracilpyridine 4); rating occurred 1 week after spray;
[0076] (a) Construct pBasO5426 comprises H-N90 Ewingella americana hemG (SEQ ID NO: 826 / 827), fused to N-terminal transit peptide from Amaranthus tuberculatus PPO2 (SEQ ID NO: 834 / 835), expressed under the control of the parsley Ubiquitin promoter (Ubi-Pc)
[0077] (b) Construct pBasO7312 comprises H-N90 Ewingella americana hemG (SEQ ID NO: 826 / 827), fused to N-terminal transit peptide TP-ON111454 (SEQ ID NO: 836 / 837), expressed under the control of the parsley Ubiquitin promoter (Ubi-Pc)
[0078] (c) Construct pBasO7313 comprises a nucleic acid encoding Enterobacter cloacae hemG (e.g. SEQ ID NO: 1, 11, 18, or 19), fused to N-terminal transit peptide from Amaranthus tuberculatus PPO2 (SEQ ID NO: 834 / 835), expressed under the control of the parsley Ubiquitin promoter (Ubi-Pc)
[0079] (d) Construct pBasO7314 comprises a nucleic acid encoding Enterobacter cloacae hemG (e.g. SEQ ID NO: 1, 11, 18, or 19), fused to N-terminal transit peptide TP-ON111454 (SEQ ID NO: 836 / 837), expressed under the control of the parsley Ubiquitin promoter (Ubi-Pc)
[0080] DETAILED DESCRIPTION
[0081] The articles “a” and “an” are used herein to refer to one or more than one (i.e., to at least one) of the grammatical object of the article. By way of example, “an element’ means one or more elements.
[0082] As used herein, the word “comprising,” or variations such as “comprises” or “comprising,” will be understood to imply the inclusion of a stated element, integer or step, or group of elements, integers or steps, but not the exclusion of any other element, integer or step, or group of elements, integers or steps.
[0083] The inventors of the present invention have found, that the tolerance or resistance of a plant to a uracilpyridine herbicide could be remarkably increased by overexpressing a nucleic acid encoding PPO polypeptides described hereinafter.
[0084] The present invention refers to a method for controlling undesired vegetation at a plant cultivation site, the method comprising the steps of: a) providing, at said site, a plant that comprises at least one nucleic acid comprising a nucleotide sequence encoding a protoporphyrinogen oxidase (mutated PPO) which is resistant or tolerant to a PPO-inhibiting herbicide as defined hereinafter, b) applying to said site an effective amount of said herbicide, wherein the PPO inhibiting herbicide is a uracilpyridine of formula (I) wherein the substituents have the following meanings: R1hydrogen, NH2, Ci-Ce-alkyl or Cs-Ce-alkynyl; R2hydrogen, Ci-Ce-alkyl or Ci-Ce-haloalkyl;
[0085] R3hydrogen or Ci-Ce-alkyl;
[0086] R4H or halogen;
[0087] R5halogen, CN, NO2, NH2, CF3or C(=S)NH2;
[0088] R6H, halogen, CN, Ci-Cs-alkyl, Ci-Cs-haloalkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkoxy, Ci-Cs-alkylthio, (C1- C3-alkyl)amino, di(Ci-C3-alkyl)amino, Ci-Cs-alkoxy-Ci-Cs-alkyl, Ci-Cs-alkoxycarbonyl;
[0089] R7H, halogen, Ci-Cs-alkyl, Ci-Cs-alkoxy;
[0090] R8OR9, SR9, NR10R11, NR9OR9, NR9S(O)2R10or NR9S(O)2NR10R11, wherein
[0091] R9is hydrogen, Ci-Ce-alkyl, Cs-Ce-alkenyl, Cs-Ce-alkynyl, Ci-Ce-haloalkyl, Cs-Ce-haloalkenyl, Cs-Ce-haloalkynyl, Ci-Ce-cyanoalkyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkoxy-Ci-Ce-alkoxy- Ci-Ce-alkyl, di(Ci-Ce-alkoxy)Ci-Ce-alkyl, Ci-Ce-haloalkoxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy-Ci- Ce-alkyl, Cs-Ce-haloalkenyloxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, C1- Ce-alkylthio-Ci-Ce-alkyl, Ci-Ce-alkylsulfinyl-Ci-Ce-alkyl, Ci-Ce-alkylsulfonyl-Ci-Ce-alkyl, C1- Ce-alkylcarbonyl-Ci-Ce-alkyl, Ci-Ce-alkoxycarbonyl-Ci-Ce-alkyl, Ci-Ce-haloalkoxycarbonyl- Ci-Ce-alkyl, Cs-Ce-alkenyloxycarbonyl-Ci-Ce-alkyl, Cs-Ce-alkynyloxycarbonyl-Ci-Ce-alkyl, amino, (Ci-C6-alkyl)amino, di(Ci-Ce-alkyl)amino, (Ci-C6-alkylcarbonyl)amino, amino-Ci-Ce- alkyl, (Ci-Ce-alkyl)amino-Ci-Ce-alkyl, di(Ci-Ce-alkyl)amino-Ci-Ce-alkyl, aminocarbonyl-Ci- Ce-alkyl, (Ci-Ce-alkyl)aminocarbonyl-Ci-Ce-alkyl, di(Ci-Ce-alkyl)aminocarbonyl-Ci-Ce-alkyl, -N=CR12R13, wherein R12and R13independently of one another are H, Ci-C4-alkyl or phenyl;
[0092] Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Cs-Ce-heterocyclyl, Cs-Ce-heterocyclyl-Ci- Ce-alkyl, phenyl, phenyl-Ci-C4-alkyl or a 5- or 6 membered heteroaryl, wherein each cycloalkyl, heterocycly I, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R14or a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=O)-, -0- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14; wherein R14is halogen, N02, CN, Ci-C4-alkyl, Ci-C4-haloalkyl, C1-C4- alkoxy or Ci-C4-alkoxycarbonyl;
[0093] R10, R11independently of one another are R9, or together form a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=0)-, -0- and -S- , and which carbocyclus is optionally substituted with one to four substituents selected from R14; n 1 to 3;
[0094] Q CH2, 0, S, SO, S02, NH or (Ci-C3-alkyl)N;
[0095] W 0 or S;
[0096] X NH, NCH3, O or S;
[0097] Y 0 or S;
[0098] Z phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy, Ci-Ce-haloalkoxy; including their agriculturally acceptable salts or derivatives, provided the compounds of formula (I) have a carboxyl group.
[0099] The term “control of undesired vegetation” is to be understood as meaning the killing of weeds and / or otherwise retarding or inhibiting the normal growth of the weeds. Weeds, in the broadest sense, are understood as meaning all those plants which grow in locations where they are undesired, e.g. (crop) plant cultivation sites. The weeds of the present invention include, for example, dicotyledonous and monocotyledonous weeds. Dicotyledonous weeds include, but are not limited to, weeds of the genera: Sinapis, Lepidium, Galium, Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduus, Sonchus, Solanum, Rorippa, Rotala, Lindernia, Lamium, Veronica, Abutilon, Emex, Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, and Taraxacum. Monocotyledonous weeds include, but are not limited to, weeds of of the genera: Echinochloa, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus, Avena, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristyslis, Sagittaria, Eleocharis, Scirpus, Paspalum, Ischaemum, Sphenoclea, Dactyloctenium, Agrostis, Alopecurus, and Apera. In addition, the weeds of the present invention can include, for example, crop plants that are growing in an undesired location. For example, a volunteer maize plant that is in a field that predominantly comprises soybean plants can be considered a weed, if the maize plant is undesired in the field of soybean plants.
[0100] The term “plant’ is used in its broadest sense as it pertains to organic material and is intended to encompass eukaryotic organisms that are members of the Kingdom Plantae, examples of which include but are not limited to vascular plants, vegetables, grains, flowers, trees, herbs, bushes, grasses, vines, ferns, mosses, fungi and algae, etc, as well as clones, offsets, and parts of plants used for asexual propagation (e.g. cuttings, pipings, shoots, rhizomes, underground stems, clumps, crowns, bulbs, corms, tubers, rhizomes, plants / tissues produced in tissue culture, etc.). The term “plant’ further encompasses whole plants, ancestors and progeny of the plants and plant parts, including seeds, shoots, stems, leaves, roots (including tubers), flowers, florets, fruits, pedicles, peduncles, stamen, anther, stigma, style, ovary, petal, sepal, carpel, root tip, root cap, root hair, leaf hair, seed hair, pollen grain, microspore, cotyledon, hypocotyl, epicotyl, xylem, phloem, parenchyma, endosperm, a companion cell, a guard cell, and any other known organs, tissues, and cells of a plant, and tissues and organs, wherein each of the aforementioned comprise the gene / nucleic acid of interest. The term “plant’ also encompasses plant cells, suspension cultures, callus tissue, embryos, meristematic regions, gametophytes, sporophytes, pollen and microspores, again wherein each of the aforementioned comprises the gene / nucleic acid of interest.
[0101] Plants that are particularly useful in the methods of the invention include all plants which belong to the superfamily Viridiplantae, in particular monocotyledonous and dicotyledonous plants including fodder or forage legumes, ornamental plants, food crops, trees or shrubs selected from the list comprising Acer spp., Actinidia spp., Abelmoschus spp., Agave sisalana, Agropyron spp., Agrostis stolonifera, Allium spp., Amaranthus spp., Ammophila arenaria, Ananas comosus, Annona spp., Apium graveolens, Arachis spp, Artocarpus spp., Asparagus officinalis, Avena spp. (e.g. Avena sativa, Avena fatua, Avena byzantina, Avena fatua var. sativa, Avena hybrida), Averrhoa carambola, Bambusa sp., Benincasa hispida, Bertholletia excelsea, Beta vulgaris, Brassica spp. (e.g. Brassica napus, Brassica rapa ssp. [canola, oilseed rape, turnip rape]), Cadaba farinosa, Camellia sinensis, Canna indica, Cannabis sativa, Capsicum spp., Carex elata, Carica papaya, Carissa macrocarpa, Carya spp., Carthamus tinctorius, Castanea spp., Ceiba pentandra, Cichorium endivia, Cinnamomum spp., Citrullus lanatus, Citrus spp., Cocos spp., Coffea spp., Colocasia esculenta, Cola spp., Corchorus sp., Coriandrum sativum, Corylus spp., Crataegus spp., Crocus sativus, Cucurbita spp., Cucumis spp., Cynara spp., Daucus carota, Desmodium spp., Dimocarpus longan, Dioscorea spp., Diospyros spp., Echinochloa spp., Elaeis (e.g. Elaeis guineensis, Elaeis oleifera), Eleusine coracana, Eragrostis tef, Erianthus sp., Eriobotrya japonica, Eucalyptus sp., Eugenia uniflora, Fagopyrum spp., Fagus spp., Festuca arundinacea, Ficus carica, Fortunella spp., Fragaria spp., Ginkgo biloba, Glycine spp. (e.g. Glycine max, Soja hispida or Soja max), Gossypium hirsutum, Helianthus spp. (e.g. Helianthus annuus), Hemerocallis fulva, Hibiscus spp., Hordeum spp. (e.g. Hordeum vulgare), Ipomoea batatas, Juglans spp., Lactuca sativa, Lathyrus spp., Lens culinaris, Linum usitatissimum, Litchi chinensis, Lotus spp., Luffa acutangula, Lupinus spp., Luzula sylvatica, Lycopersicon spp. (e.g. Lycopersicon esculentum, Lycopersicon lycopersicum, Lycopersicon pyriforme), Macrotyloma spp., Malus spp., Malpighia emarginata, Mammea americana, Mangifera indica, Manihot spp., Manilkara zapota, Medicago sativa, Melilotus spp., Mentha spp., Miscanthus sinensis, Momordica spp., Morus nigra, Musa spp., Nicotiana spp., Olea spp., Opuntia spp., Ornithopus spp., Oryza spp. (e.g. Oryza sativa, Oryza latifolia), Panicum miliaceum, Panicum virgatum, Passiflora edulis, Pastinaca sativa, Pennisetum sp., Persea spp., Petroselinum crispum, Phalaris arundinacea, Phaseolus spp., Phleum pratense, Phoenix spp., Phragmites australis, Physalis spp., Pinus spp., Pistacia vera, Pisum spp., Poa spp., Populus spp., Prosopis spp., Prunus spp., Psidium spp., Punica granatum, Pyrus communis, Quercus spp., Raphanus sativus, Rheum rhabarbarum, Ribes spp., Ricinus communis, Rubus spp., Saccharum spp., Salix sp., Sambucus spp., Secale cereale, Sesamum spp., Sinapis sp., Solanum spp. (e.g. Solanum tuberosum, Solanum integrifolium or Solanum lycopersicum), Sorghum bicolor, Spinacia spp., Syzygium spp., Tagetes spp., Tamarindus indica, Theobroma cacao, Trifolium spp., Tripsacum dactyloides, Triticosecale rimpaui, Triticum spp. (e.g. Triticum aestivum, Triticum durum, Triticum turgidum, Triticum hybernum, Triticum macha, Triticum sativum, Triticum monococcum or Triticum vulgare), Tropaeolum minus, Tropaeolum majus, Vaccinium spp., Vicia spp., Vigna spp., Viola odorata, Vitis spp., Zea mays, Zizania palustris, Ziziphus spp., amaranth, artichoke, asparagus, broccoli, Brussels sprouts, cabbage, canola, carrot, cauliflower, celery, collard greens, flax, kale, lentil, oilseed rape, okra, onion, potato, rice, soybean, strawberry, sugar beet, sugar cane, sunflower, tomato, squash, tea and algae, amongst others. According to a preferred embodiment of the present invention, the plant is a crop plant. Examples of crop plants include inter alia soybean, sunflower, canola, alfalfa, rapeseed, , tomato, potato or tobacco. Further preferebly, the plant is a monocotyledonous plant, such as sugarcane. Further preferably, the plant is a cereal, such as rice, maize, wheat, barley, millet, rye, sorghum or oats.
[0102] In a preferred embodiment, the plant has been previously produced by a process comprising recombinantly preparing a plant by introducing and over-expressing a wild-type or mutated PPG transgene according to the present invention, as described in greater detail hereinafter.
[0103] As disclosed herein, the nucleic acids of the invention find use in enhancing the herbicide tolerance of plants that comprise in their genomes a gene encoding a herbicide-tolerant wild-type or mutated PPO protein. Such a gene may be an endogenous gene or a transgene, as described hereinafter.
[0104] In another embodiment the present invention refers to a method of increasing or enhancing the uracilpyridine herbicide tolerance or resistance of a plant, the method comprising overexpressing a nucleic acid encoding a herbicide resistant or tolerant PPO polypeptide which comprises comprises a sequence being, over the full length, at least 80% identical to the amino acid sequence of SEQ ID NO: 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13,
[0105] 14, 15, 16, 17, 18, 19, 20, 21, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84,
[0106] 85, 86, 87, 88, 139, 143, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 184, 185, 186, 187, 188, 189, 190,
[0107] 191, 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 346, 347, 348, 349, 350, 351, 352, 353,
[0108] 354, 355, 356, 357, 358, 359, 360, 361, 362, 363, 364, 365, 366, 409, 410, 411, 412, 413, 414, 415, 416, 417,
[0109] 418, 419, 420, 421, 422, 423, 424, 425, 426, 427, 428, 470, 471, 472, 473, 474, 544, 545, 546, 547, 548, 549,
[0110] 550, 551, 552, 553, 554, 555, 556, 557, 558, 559, 560, 561, 562, 563, 564, 565, 566, 567, 568, 569, 570, 571,
[0111] 572, 573, 574, 575, 576, 577, 578, 579, 580, 581, 582, 583, 584, 585, 586, 587, 588, 589, 590, 591, 592, 593,
[0112] 594, 595, 596, 597, 598, 599, 600, 601, 602, 603, 604, 605, 606, 607, 608, 609, 610, 611, 612, 613, 614, 615,
[0113] 616, 617, 618, 619, 620, 621, 622, 623, 624, 625, 626, 627, 628, 629, 630, 631, 632, 633, 634, 635, 636, 637,
[0114] 638, 639, 640, 641, 642, 643, 644, 645, 646, 647, 648, 649, 650, 651, 652, 653, 654, 655, 656, 657, 658, 659,
[0115] 660, 661, 662, 663, 664, 665, 666, 667, 792, 793, 794, 795, 796, 797, 798, 799, 800, 801, 802, 803, 804, 805,
[0116] 806, 827, or 829, or a variant, homologue or orthologue thereof.
[0117] In another embodiment the present invention refers to a method of increasing or enhancing the uracilpyridine herbicide tolerance or resistance of a plant, the method comprising overexpressing a nucleic acid comprising a sequence being, over the full length, at least 80% identical to the nucleic acid sequence of of SEQ ID NO: 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137, 138, 140, 141, 142, 144, 172, 173, 174, 175, 176, 177, 178, 179, 180, 181, 205, 206, 207, 208, 209, 210, 211, 212, 213, 214, 215, 216, 217, 218, 219, 220, 221, 222, 223, 224, 225, 226, 227, 228, 229, 230, 231, 232, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244,
[0118] 245, 246, 367, 368, 369, 370, 371, 372, 373, 374, 375, 376, 377, 378, 379, 380, 381, 382, 383, 384, 385, 386,
[0119] 387, 388, 389, 390, 391, 392, 393, 394, 395, 396, 397, 398, 399, 400, 401, 402, 403, 404, 405, 406, 407, 408,
[0120] 429, 430, 431, 432, 433, 434, 435, 436, 437, 438, 439, 440, 441, 442, 443, 444, 445, 446, 447, 448, 449450,
[0121] 451, 452, 453, 454, 455, 456, 457, 458, 459, 460, 461, 462, 463, 464, 465, 466, 467, 468, 469, 475, 476, 477,
[0122] 478, 479, 480, 481, 668, 669, 670, 671, 672, 673, 674, 675, 676, 677, 678, 679, 680, 681, 682, 683, 684, 685,
[0123] 686, 687, 688, 689, 690, 691, 692, 693, 694, 695, 696, 697, 698, 699, 700, 701, 702, 703, 704, 705, 706, 707,
[0124] 708, 709, 710, 711, 712, 713, 714, 715, 716, 717, 718, 719, 720, 721, 722, 723, 724, 725, 726, 727, 728, 729,
[0125] 730731, 732, 733, 734, 735, 736, 737, 738, 739, 740, 741, 742, 743, 744, 745, 746, 747, 748, 749, 750, 751, 752, 753, 754, 755, 756, 757, 758, 759, 760, 761, 762, 763, 764, 765, 766, 767, 768, 769, 770, 771, 772, 773,
[0126] 774, 775, 776, 777, 778, 779, 780, 781, 782, 783, 784, 785, 786, 787, 788, 789, 790, 791, 807, 808, 809, 810,
[0127] 811, 812, 813, 814, 815, 816, 817, 818, 819, 820, 821, 826 or 828, or a variant thereof.
[0128] Additionally, in certain embodiments, the nucleic acids of the present invention can be stacked with any combination of polynucleotide sequences of interest in order to create plants with a desired phenotype. For example, the nucleic acids of the present invention may be stacked with any other polynucleotides encoding polypeptides having pesticidal and / or insecticidal activity, such as, for example, the Bacillus thuringiensis toxin proteins (described in U.S. Patent Nos. 5,366,892; 5,747,450; 5,737,514; 5,723,756; 5,593,881; and Geiser et al (1986) Gene 48: 109), By way of example, polynucleotides that may be stacked with the nucleic acids of the present invention include nucleic acids encoding polypeptides conferring resistance to pests / pathogens such as viruses, nematodes, insects or fungi, and the like. Exemplary polynucleotides that may be stacked with nucleic acids of the invention include polynucleotides encoding: polypeptides having pesticidal and / or insecticidal activity, such as other Bacillus thuringiensis toxic proteins (described in U.S. Pat. Nos. 5,366,892; 5,747,450; 5,737,514; 5,723,756; 5,593,881; and Geiser et al., (1986) Gene 48:109), lectins (Van Damme et al. (1994) Plant Mol. Biol. 24:825, pentin (described in U.S. Pat. No. 5,981,722), and the like; traits desirable for disease or herbicide resistance (e.g., fumonisin detoxification genes (U.S. Pat. No. 5,792,931); avirulence and disease resistance genes (Jones et al. (1994) Science 266:789; Martin et al., (1993) Science 262:1432; Mindrinos et al. (1994) Cell 78:1089); acetolactate synthase (ALS) mutants that lead to herbicide resistance such as the S4 and / or Hra mutations; glyphosate resistance (e.g., 5-enol-pyrovyl-shikimate-3-phosphate-synthase (EPSPS) gene, described in U.S. Pat. Nos. 4,940,935 and 5,188,642; or the glyphosate N-acetyltransferase (GAT) gene, described in Castle et al. (2004) Science, 304:1151-1154; and in U.S. Patent App. Pub. Nos. 20070004912, 20050246798, and 20050060767)); glufosinate resistance (e.g, phosphinothricin acetyl transferase genes PAT and BAR, described in U.S. Pat. Nos. 5,561,236 and 5,276,268); resistance to herbicides including sulfonyl urea, DHT (2,4D), and PPO herbicides (e.g., glyphosate acetyl transferase, aryloxy alkanoate dioxygenase, acetolactate synthase, and protoporphyrinogen oxidase); a cytochrome P450 or variant thereof that confers herbicide resistance or tolerance to, inter alia, HPPD herbicides (U.S. patent application Ser. No. 12 / 156,247; U.S. Pat. Nos. 6,380,465; 6,121,512; 5,349,127; 6,649,814; and 6,300,544; and PCT Patent App. Pub. No. W02007000077); and traits desirable for processing or process products such as high oil (e.g., U.S. Pat. No. 6,232,529); modified oils (e.g., fatty acid desaturase genes (U.S. Pat. No. 5,952,544; WO 94 / 11516)); modified starches (e.g., ADPG pyrophosphorylases (AGPase), starch synthases (SS), starch branching enzymes (SBE), and starch debranching enzymes (SDBE)); and polymers or bioplastics (e.g., U.S. Pat. No. 5,602,321; beta-ketothiolase, polyhydroxybutyrate synthase, and acetoacetyl-CoA reductase (Schubert et al. (1988) J. Bacteriol. 170:5837- 5847) facilitate expression of polyhydroxyalkanoates (PHAs)); the disclosures of which are herein incorporated by reference.
[0129] In a preferred embodiment, the plant comprises at least one additional heterologous nucleic acid comprising a nucleotide sequence encoding a herbicide tolerance enzyme selected, for example, from the group consisting of 5-enolpyruvylshikimate-3-phosphate synthase (EPSPS), Glyphosate acetyl transferase (GAT), cytochrome P450 monooxygenase, phosphinothricin acetyltransferase (PAT), Acetohydroxyacid synthase (AHAS; EC 4.1.3.18, also known as acetolactate synthase or ALS), hydroxyphenyl pyruvate dioxygenase (HPPD), Phytoene desaturase (PD) and dicamba degrading enzymes as disclosed in WO 02 / 068607, or phenoxyaceticacid- and phenoxypropionicacid-derivative degrading enzymes as disclosed in WO 2008141154 or WO 2005107437. The combinations generated can also include multiple copies of any one of the polynucleotides of interest.
[0130] Generally, the term “herbicide” is used herein to mean an active ingredient that kills, controls or otherwise adversely modifies the growth of plants. The preferred amount or concentration of the herbicide is an "effective amount" or "effective concentration." By "effective amount" and "effective concentration" is intended an amount and concentration, respectively, that is sufficient to kill or inhibit the growth of a similar, wild-type, plant, plant tissue, plant cell, or host cell, but that said amount does not kill or inhibit as severely the growth of the herbicideresistant plants, plant tissues, plant cells, and host cells of the present invention. Typically, the effective amount of a herbicide is an amount that is routinely used in agricultural production systems to kill weeds of interest. Such an amount is known to those of ordinary skill in the art. Herbicidal activity is exhibited by herbicides useful for the present invention when they are applied directly to the plant or to the locus of the plant at any stage of growth or before planting or emergence. The effect observed depends upon the plant species to be controlled, the stage of growth of the plant, the application parameters of dilution and spray drop size, the particle size of solid components, the environmental conditions at the time of use, the specific compound employed, the specific adjuvants and carriers employed, the soil type, and the like, as well as the amount of chemical applied. These and other factors can be adjusted as is known in the art to promote non-selective or selective herbicidal action. Generally, it is preferred to apply the herbicide postemergence to relatively immature undesirable vegetation to achieve the maximum control of weeds.
[0131] By a "herbicide-tolerant" or "herbicide-resistant" plant, it is intended that a plant that is tolerant or resistant to at least one herbicide at a level that would normally kill, or inhibit the growth of, a normal or wild-type plant. By "herbicide-tolerant wildtype or mutated PPO protein" or "herbicide -resistant wildtype or mutated PPO protein", it is intended that such a PPO protein displays higher PPO activity, relative to the PPO activity of a wild-type PPO protein, when in the presence of at least one herbicide that is known to interfere with PPO activity and at a concentration or level of the herbicide that is known to inhibit the PPO activity of the wild-type mutated PPO protein. Furthermore, the PPO activity of such a herbicide-tolerant or herbicide-resistant mutated PPO protein may be referred to herein as "herbicide-tolerant" or "herbicide-resistant" PPO activity.
[0132] In a particularly preferred embodiment, the herbicides useful for the present invention refer uracilpyridines of formula (I) wherein the substituents have the following meanings:
[0133] R1hydrogen, NH2, Ci-Ce-alkyl or Cs-Ce-alkynyl;
[0134] R2hydrogen, Ci-Ce-alkyl or Ci-Ce-haloalkyl;
[0135] R3hydrogen or Ci-Ce-alkyl;
[0136] R4H or halogen;
[0137] R5halogen, CN, NO2, NH2, CF3or C(=S)NH2;
[0138] R6H, halogen, CN, Ci-Cs-alkyl, Ci-Cs-haloalkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkoxy, Ci-Cs-alkylthio, (C1- C3-alkyl)amino, di(Ci-C3-alkyl)amino, Ci-Cs-alkoxy-Ci-Cs-alkyl, Ci-Cs-alkoxycarbonyl;
[0139] R7H, halogen, Ci-Cs-alkyl, Ci-Cs-alkoxy;
[0140] R8OR9, SR9, NR10R11, NR9OR9, NR9S(O)2R10or NR9S(O)2NR10R11, wherein
[0141] R9is hydrogen, Ci-Ce-alkyl, Cs-Ce-alkenyl, Cs-Ce-alkynyl, Ci-Ce-haloalkyl, Cs-Ce-haloalkenyl, Cs-Ce-haloalkynyl, Ci-Ce-cyanoalkyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkoxy-Ci-Ce-alkoxy- Ci-Ce-alkyl, di(Ci-Ce-alkoxy)Ci-Ce-alkyl, Ci-Ce-haloalkoxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy-Ci- Ce-alkyl, Cs-Ce-haloalkenyloxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, C1- Ce-alkylthio-Ci-Ce-alkyl, Ci-Ce-alkylsulfinyl-Ci-Ce-alkyl, Ci-Ce-alkylsulfonyl-Ci-Ce-alkyl, C1- Ce-alkylcarbonyl-Ci-Ce-alkyl, Ci-Ce-alkoxycarbonyl-Ci-Ce-alkyl, Ci-Ce-haloalkoxycarbonyl- Ci-Ce-alkyl, Cs-Ce-alkenyloxycarbonyl-Ci-Ce-alkyl, Cs-Ce-alkynyloxycarbonyl-Ci-Ce-alkyl, amino, (Ci-Ce-alkyl)amino, di(Ci-Ce-alkyl)amino, (Ci-Ce-alkylcarbonyljamino, amino-Ci-Ce- alkyl, (Ci-C6-alkyl)amino-Ci-C6-alkyl, di(Ci-C6-alkyl)amino-Ci-C6-alkyl, aminocarbonyl-Ci- Ce-alkyl, (Ci-C6-alkyl)aminocarbonyl-Ci-C6-alkyl, di(Ci-C6-alkyl)aminocarbonyl-Ci-C6-alkyl, -N=CR12R13, wherein R12and R13independently of one another are H, Ci-C4-alkyl or phenyl;
[0142] Cs-Cs-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Cs-Ce-heterocyclyl, Cs-Ce-heterocyclyl-Ci- Ce-alkyl, phenyl, phenyl-Ci-C4-alkyl or a 5- or 6 membered heteroaryl, wherein each cycloalkyl, heterocycly I, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R14or a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=O)-, -0- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14; wherein R14is halogen, NO2, CN, Ci-C4-alkyl, Ci-C4-haloalkyl, C1-C4- alkoxy or Ci-C4-alkoxycarbonyl;
[0143] R10, R11independently of one another are R9, or together form a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=O)-, -0- and -S- , and which carbocyclus is optionally substituted with one to four substituents selected from R14; n 1 to 3;
[0144] Q CH2, 0, S, SO, S02, NH or (Ci-C3-alkyl)N;
[0145] W 0 or S;
[0146] X NH, NCH3, O or S;
[0147] Y 0 or S;
[0148] Z phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy, Ci-Ce-haloalkoxy; including their agriculturally acceptable salts or derivatives, provided the compounds of formula (I) have a carboxyl group.
[0149] If the uracilpyridines of formula (I), the herbicidal compounds B and / or the safeners C as described herein are capable of forming geometrical isomers, for example E / Z isomers, it is possible to use both, the pure isomers and mixtures thereof, in the compositions according to the invention.
[0150] If the uracilpyridines of formula (I), the herbicidal compounds B and / or the safeners C as described herein have one or more centres of chirality and, as a consequence, are present as enantiomers or diastereomers, it is possible to use both, the pure enantiomers and diastereomers and their mixtures, in the compositions according to the invention.
[0151] Within the substituents of the uracilpyridines of formula (I), instead of hydrogene also the corresponding isotope deuterium can be used. If the uracilpyridines of formula (I), the herbicidal compounds B and / or the safeners C as described herein have ionizable functional groups, they can also be employed in the form of their agriculturally acceptable salts. Suitable are, in general, the salts of those cations and the acid addition salts of those acids whose cations and anions, respectively, have no adverse effect on the activity of the active compounds.
[0152] Preferred cations are the ions of the alkali metals, preferably of lithium, sodium and potassium, of the alkaline earth metals, preferably of calcium and magnesium, and of the transition metals, preferably of manganese, copper, zinc and iron, further ammonium and substituted ammonium in which one to four hydrogen atoms are replaced by Ci-C4-alkyl, hydroxy-Ci-C4-alkyl, Ci-C4-alkoxy-Ci-C4-alkyl, hydroxy-Ci-C4-alkoxy-Ci-C4-alkyl, phenyl or benzyl, preferably ammonium, methylammonium, isopropylammonium, dimethylammonium, diethylammonium, diisopropylammonium, trimethylammonium, triethylammonium, tris(isopropyl)ammonium, heptylammonium, dodecylammonium, tetradecylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium (olamine salt), 2-(2-hydroxyeth-1-oxy)eth-1-ylammonium (diglycolamine salt), di(2-hydroxyeth-1-yl)ammonium (diolamine salt), tris(2-hydroxyethyl)ammonium (trolamine salt), tris(2-hydroxypropyl)ammonium, benzyltrimethylammonium, benzyltriethylammonium, N,N,N- trimethylethanolammonium (choline salt), furthermore phosphonium ions, sulfonium ions, preferably tri(Ci-C4- alkyl)sulfonium, such as trimethylsulfonium, and sulfoxonium ions, preferably tri(Ci-C4-alkyl)sulfoxonium, and finally the salts of polybasic amines such as N,N-bis-(3-aminopropyl)methylamine and diethylenetriamine.
[0153] Also preferred cations are the ions of the alkali metals, preferably of lithium, sodium and potassium, of the alkaline earth metals, preferably of calcium and magnesium, and of the transition metals, preferably of manganese, copper, zinc and iron, further ammonium and substituted ammonium in which one to four hydrogen atoms are replaced by Ci-C4-alkyl, hydroxy-Ci-C4-alkyl, Ci-C4-alkoxy-Ci-C4-alkyl, hydroxy-Ci-C4-alkoxy-Ci-C4- alkyl, phenyl or benzyl, preferably ammonium, methylammonium, isopropylammonium, dimethylammonium, diisopropylammonium, trimethylammonium, heptylammonium, dodecylammonium, tetradecylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium (olamine salt), 2- (2-hydroxyeth-1-oxy)eth-1-ylammonium (diglycolamine salt), di(2-hydroxyeth-1-yl)ammonium (diolamine salt), tris(2-hydroxyethyl)ammonium (trolamine salt), tris(2-hydroxypropyl)ammonium, benzyltrimethylammonium, benzyltriethylammonium, N,N,N-trimethylethanolammonium (choline salt), furthermore phosphonium ions, sulfonium ions, preferably tri(Ci-C4-alkyl)sulfonium, such as trimethylsulfonium, and sulfoxonium ions, preferably tri(Ci-C4-alkyl)sulfoxonium, and finally the salts of polybasic amines such as N,N-bis-(3- aminopropyl)methylamine and diethylenetriamine.
[0154] Anions of useful acid addition salts are primarily chloride, bromide, fluoride, iodide, hydrogensulfate, methylsulfate, sulfate, dihydrogenphosphate, hydrogenphosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate and also the anions of Ci-C4-alkanoic acids, preferably formate, acetate, propionate and butyrate.
[0155] Uracilpyridines of formula (I), herbicidal compounds B and / or safeners C as described herein having a carboxyl group can be employed in the form of the acid, in the form of an agriculturally suitable salt as mentioned above or else in the form of an agriculturally acceptable derivative, for example as amides, such as mono- and di-Ci- Ce-alkylamides or arylamides, as esters, for example as allyl esters, propargyl esters, Ci-Cw-alkyl esters, alkoxyalkyl esters, tefuryl ((tetrahydrofuran-2-yl)methyl) esters and also as thioesters, for example as C1-C10- alkylthio esters. Preferred mono- and di-Ci-Ce-alkylamides are the methyl and the dimethylamides. Preferred arylamides are, for example, the anilides and the 2-chloroanilides. Preferred alkyl esters are, for example, the methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, mexyl (1 -methylhexyl), meptyl (1 -methylheptyl), heptyl, octyl or isooctyl (2-ethylhexyl) esters. Preferred Ci-C4-alkoxy-Ci-C4-alkyl esters are the straight-chain or branched Ci-C4-alkoxy ethyl esters, for example the 2-methoxyethyl, 2-ethoxyethyl, 2-butoxyethyl (butotyl), 2- butoxypropyl or 3-butoxypropyl ester. An example of a straight-chain or branched Ci-Cw-alkylthio ester is the ethylthio ester.
[0156] The organic moieties mentioned in the definition of the variables R1to R14and Rato Reare - like the term halogen - collective terms for individual enumerations of the individual group members. The term halogen denotes in each case fluorine, chlorine, bromine or iodine. All hydrocarbon chains, e.g. all alkyl, alkenyl, alkynyl, alkoxy chains, can be straight-chain or branched, the prefix Cn-Cmdenoting in each case the possible number of carbon atoms in the group.
[0157] Examples of such meanings are:
[0158] Ci -Cs-alky I and also the Ci -Cs-alky I moieties of di(Ci-C3-alkyl)amino, Ci -Cs-alkoxy-Ci -Cs-alky I: for example CH3, C2H5, n-propyl and CH(CH3)2;
[0159] Ci-C4-alkyl and also the Ci-C4-alkyl moieties of phenyl-Ci-C4-alkyl: for example CH3, C2H5, n-propyl, CH(CH3)2, n-butyl, CH(CH3)-C2H5, CH2-CH(CH3)2 and C(CH3)3;
[0160] Ci -Ce-alky I and also the Ci -Ce-alky I moieties of Ci-Ce-cyanoalkyl, Ci -Ce-alkyoxy-Ci -Ce-alky I, Ci-Ce- alkoxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, di(Ci-Ce-alkoxy)Ci-C6-alkyl, Ci-Ce-haloalkoxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy- Ci-Ce-alkyl, Cs-Ce-haloalkenyloxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkylthio-Ci-Ce- alkyl, Ci-Ce-alkylsulfinyl-Ci-Ce-alkyl, Ci-Ce-alkylsulfonyl-Ci-Ce-alkyl, Ci-Ce-alkylcarbonyl-Ci-Ce-alkyl, Ci-Ce- alkoxycarbonyl-Ci-Ce-alkyl, Ci-Ce-haloalkoxycarbonyl-Ci-Ce-alkyl, Cs-Ce-alkenyloxycarbonyl-Ci-Ce-alkyl, C3-C6- alkynyloxycarbonyl-Ci-Ce-alkyl, (Ci-C6-alkylcarbonyl)amino, amino-Ci-Ce-alkyl, (Ci-Ce-alkylJamino-Ci-Ce-alkyl, di(Ci-C6-alkyl)amino-Ci-C6-alkyl, aminocarbonyl-Ci-Ce-alkyl, (Ci-Ce-alkylJaminocarbonyl-Ci-Ce-alkyl, di(Ci-Ce- alkyl)aminocarbonyl-Ci-C6-alkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Cs-Cs-heterocyclyl-Ci-Ce-alkyl: Ci-C4-alkyl as mentioned above, and also, for example, n-pentyl, 1 -methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2- dimethylpropyl, 1 -ethylpropyl, n-hexyl, 1,1 -dimethylpropyl, 1 ,2-dimethylpropyl, 1 -methylpentyl, 2-methylpentyl, 3- methylpentyl, 4-methylpentyl, 1,1 -dimethylbutyl, 1 ,2-dimethylbutyl, 1 ,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3- dimethylbutyl, 3,3-dimethylbutyl, 1 -ethylbutyl, 2-ethylbutyl, 1,1 ,2-trimethylpropyl, 1 ,2,2-trimethylpropyl, 1-ethyl-1- methylpropyl or 1 -ethyl-2-methylpropyl, preferably methyl, ethyl, n-propyl, 1 -methylethyl, n-butyl, 1,1— dimethylethyl, n-pentyl or n-hexyl;
[0161] Ci -Cs-haloalky I: Ci -Cs-alky I as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and / or iodine, for example, chloromethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, bromomethyl, iodomethyl, 2- fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2-iodoethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl, 2-fluoropropyl, 3- fluoropropyl, 2,2-difluoropropyl, 2,3-difluoropropyl, 2-chloropropyl, 3-chloropropyl, 2,3-dichloropropyl, 2- bromopropyl, 3-bromopropyl, 3,3,3-trifluoropropyl, 3,3,3-trichloropropyl, 2,2,3,3,3-pentafluoropropyl, heptafluoropropyl, 1-(fluoromethyl)-2-fluoroethyl, 1-(chloromethyl)-2-chloroethyl, 1-(bromomethyl)-2-bromoethyl;
[0162] Ci -C4-haloalky I: Ci -C4-alky I as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and / or iodine, for example, chloromethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, bromomethyl, iodomethyl, 2- fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2-iodoethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl, 2-fluoropropyl, 3- fluoropropyl, 2,2-difluoropropyl, 2,3-difluoropropyl, 2-chloropropyl, 3-chloropropyl, 2,3-dichloropropyl, 2- bromopropyl, 3-bromopropyl, 3,3,3-trifluoropropyl, 3,3,3-trichloropropyl, 2,2,3,3,3-pentafluoropropyl, heptafluoropropyl, 1-(fluoromethyl)-2-fluoroethyl, 1-(chloromethyl)-2-chloroethyl, 1-(bromomethyl)-2-bromoethyl, 4-fluorobutyl, 4-chlorobutyl, 4-bromobutyl, nonafluorobutyl, 1,1, 2, 2, -tetrafluoroethyl and 1 -trifluoromethyl-1, 2,2,2- tetrafluoroethyl;
[0163] Ci-Ce-haloalkyl: Ci-C4-haloalkyl as mentioned above, and also, for example, 5-fluoropentyl, 5- chloropentyl, 5-bromopentyl, 5-iodopentyl, undecafluoropentyl, 6-fluorohexyl, 6-chlorohexyl, 6-bromohexyl, 6- iodohexyl and dodecafluorohexyl;
[0164] Cs-Ce-alkenyl and also the Cs-Ce-alkenyl moieties of Cs-Ce-alkenyloxy-Ci -Ce-alky I, Cs-Ce-alkenyloxy-Ci- Ce-alkoxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxycarbonyl-Ci-Ce-alkyl: for example 1-propenyl, 2-propenyl,
[0165] 1 -methylethenyl, 1 -butenyl, 2-butenyl, 3-butenyl, 1-methyl-1 -propenyl, 2-methyl-1 -propenyl, 1-methyl-2- propenyl, 2-methyl-2-propenyl, 1 -pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1 -butenyl, 2-methyl-1- butenyl, 3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl,
[0166] 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1 , 1-dimethyl-2-propenyl, 1 ,2-dimethyl-1 -propenyl, 1 ,2-dimethyl-2- propenyl, 1-ethyl-1 -propenyl, 1 -ethyl-2-propenyl, 1 -hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-me- thyl-1 -pentenyl, 2-methyl-1 -pentenyl, 3-methyl-1 -pentenyl, 4-methyl-1 -pentenyl, 1-methyl-2-pentenyl, 2-methyl- 2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-3- pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4- pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-1 -butenyl, 1 ,2-dimethyl-2-butenyl, 1,2- dimethyl-3-butenyl, 1 ,3-dimethyl-1-butenyl, 1 ,3-dimethyl-2-butenyl, 1 ,3-dimethyl-3-butenyl, 2,2-dimethyl-3- butenyl, 2,3-dimethyl-1 -butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-1 -butenyl, 3,3- dimethyl-2-butenyl, 1-ethyl-1 -butenyl, 1 -ethyl-2-butenyl, 1 -ethyl-3-butenyl, 2-ethyl-1 -butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1,1,2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl, 1-ethyl-2-methyl-1 -propenyl and 1- ethyl-2-methyl-2-propenyl;
[0167] Cs-Ce-haloalkenyl and also the Cs-Ce-haloalkenyl moieties of Cs-Ce-haloalkenyloxy-Ci-Ce-alkyl: a Cs-Ce- alkenyl radical as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and / or iodine, for example 2-chloroprop-2-en-1-yl, 3-chloroprop-2-en-1-yl, 2,3-dichloroprop-2-en-1-yl, 3,3-dichloroprop- 2-en-1-yl, 2,3,3-trichloro-2-en-1-yl, 2,3-dichlorobut-2-en-1-yl, 2-bromoprop-2-en-1-yl, 3-bromoprop-2-en-1-yl, 2,3-dibromoprop-2-en-1-yl, 3,3-dibromoprop-2-en-1-yl, 2,3,3-tribromo-2-en-1-yl or 2,3-dibromobut-2-en-1-yl;
[0168] Cs-Ce-alkynyl and also the Cs-Ce-alkynyl moieties of Cs-Ce-alkynyloxycarbonyl-Ci-Ce-alkyl: for example 1- propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1 -pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1 ,1-dimethyl-2- propynyl, 1 -ethyl-2-propynyl, 1 -hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1- methyl-3-pentynyl, 1 -methyl-4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-1 -pentynyl, 3- methyl-4-pentynyl, 4-methyl-1 -pentynyl, 4-methyl-2-pentynyl, 1 , 1-dimethyl-2-butynyl, 1 ,1-dimethyl-3-butynyl, 1 ,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 3,3-dimethyl-1-butynyl, 1 -ethyl-2-butynyl, 1 -ethyl-3-butynyl, 2- ethyl-3-butynyl and 1 -ethyl-1 -methyl-2-propynyl;
[0169] Cs-Ce-haloalkyny I: a Cs-Ce-alkynyl radical as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and / or iodine, for example 1 , 1 -difluoroprop-2-yn-1 -yl, 3-chloroprop-2-yn-1-yl, 3- bromoprop-2-yn-1-yl, 3-iodoprop-2-yn-1-yl, 4-fluorobut-2-yn-1-yl, 4-chlorobut-2-yn-1-yl, 1 ,1-difluorobut-2-yn-1-yl, 4-iodobut-3-yn-1 -yl, 5-fluoropent-3-yn-1 -yl, 5-iodopent-4-yn-1 -yl, 6-fluorohex-4-yn-1 -yl or 6-iodohex-5-yn-1 -yl;
[0170] Ci-Cs-alkoxy and also the Ci-Cs-alkoxy moieties of Ci -Cs-alkoxy-Ci -Cs-alky I, Ci-Cs-alkoxycarbonyl: for example methoxy, ethoxy, propoxy;
[0171] Ci-C4-alkoxy and also the Ci-C4-alkoxy moieties of Ci-C4-alkoxycarbonyl: for example methoxy, ethoxy, propoxy, 1 -methylethoxy butoxy, 1 -methylpropoxy, 2-methylpropoxy and 1,1 -dimethylethoxy;
[0172] Ci-Ce-alkoxy and also the Ci-Ce-alkoxy moieties of Ci -Ce-alkyoxy-Ci -Ce-alky I, Ci-Ce-alkoxy-Ci-Ce- alkoxy-Ci-Ce-alkyl, di(Ci-C6-alkoxy)Ci-Ce-alkyl, Cs-Cs-alkenyloxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce- alkoxycarbonyl-Ci-Ce-alkyl: Ci-C4-alkoxy as mentioned above, and also, for example, pentoxy, 1 -methylbutoxy, 2-methylbutoxy, 3-methoxylbutoxy, 1,1 -dimethylpropoxy, 1 ,2-dimethylpropoxy, 2,2-dimethylpropoxy, 1- ethylpropoxy, hexoxy, 1 -methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1- dimethylbutoxy, 1 ,2-dimethylbutoxy, 1 ,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3- dimethylbutoxy, 1 -ethylbutoxy, 2-ethylbutoxy, 1,1 ,2-trimethylpropoxy, 1 ,2,2-trimethylpropoxy, 1-ethyl-1 -methylpropoxy and 1-ethyl-2-methylpropoxy.
[0173] Ci-Cs-haloalkoxy: a Ci-Cs-alkoxy radical as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and / or iodine, i.e., for example, fluoromethoxy, difluoromethoxy, trifluoromethoxy, chlorodifluoromethoxy, bromodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2-bromomethoxy, 2-iodoethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2- fluoroethoxy, 2,2,2-trichloroethoxy, pentafluoroethoxy, 2-fluoropropoxy, 3-fluoropropoxy, 2-chloropropoxy, 3- chloropropoxy, 2-bromopropoxy, 3-bromopropoxy, 2,2-difluoropropoxy, 2,3-difluoropropoxy, 2,3- dichloropropoxy, 3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy, 2,2,3,3,3-pentafluoropropoxy, heptafluoropropoxy, 1 -(fluoromethyl)-2-fluoroethoxy, 1 -(chloromethyl)-2-chloroethoxy, 1 -(bromomethyl)-2- bromoethoxy;
[0174] Ci-C4-haloalkoxy: a Ci-C4-alkoxy radical as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and / or iodine, i.e., for example, fluoromethoxy, difluoromethoxy, trifluoromethoxy, chlorodifluoromethoxy, bromodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2-bromomethoxy, 2-iodoethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2- fluoroethoxy, 2,2,2-trichloroethoxy, pentafluoroethoxy, 2-fluoropropoxy, 3-fluoropropoxy, 2-chloropropoxy, 3- chloropropoxy, 2-bromopropoxy, 3-bromopropoxy, 2,2-difluoropropoxy, 2,3-difluoropropoxy, 2,3- dichloropropoxy, 3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy, 2,2,3,3,3-pentafluoropropoxy, heptafluoropropoxy, 1 -(fluoromethyl)-2-fluoroethoxy, 1 -(chloromethyl)-2-chloroethoxy, 1 -(bromomethyl)-2- bromoethoxy, 4-fluorobutoxy, 4-chlorobutoxy, 4-bromobutoxy and nonafluorobutoxy;
[0175] Ci-Ce-haloalkoxy and also the Ci-Ce-haloalkoxy moieties of Ci -Ce-haloalkoxy-Ci -Ce-alky I, Ci-Ce- haloalkoxycarbonyl-Ci-Ce-alkyl: a Ci-C4-haloalkoxy as mentioned above, and also, for example, 5- fluoropentoxy, 5-chloropentoxy, 5-bromopentoxy, 5-iodopentoxy, undecafluoropentoxy, 6-fluorohexoxy, 6- chlorohexoxy, 6-bromohexoxy, 6-iodohexoxy and dodecafluorohexoxy;
[0176] Ci-Cs-alkylthio: for example methylthio, ethylthio, propylthio, 1 -methylethylthio;
[0177] Ci-C4-alkylthio: for example methylthio, ethylthio, propylthio, 1 -methylethylthio, butylthio, 1- methylpropylthio, 2-methylpropylthio and 1,1 -dimethylethylthio;
[0178] Ci -Ce-alky Ithio and also the Ci -Ce-alky Ithio moieties of Ci -Ce-alky Ithio-Ci -Ce-alky I: Ci -C4-alky Ithio as mentioned above, and also, for example, pentylthio, 1 -methylbutylthio, 2-methylbutylthio, 3-methylbutylthio, 2,2- dimethylpropylthio, 1 -ethylpropylthio, hexylthio, 1,1 -dimethylpropylthio, 1 ,2-dimethylpropylthio, 1- methylpentylthio, 2-methylpentylthio, 3-methylpentylthio, 4-methylpentylthio, 1,1 -dimethylbutylthio, 1,2- dimethylbutylthio, 1 ,3-dimethylbutylthio, 2,2-dimethylbutylthio, 2,3-dimethylbutylthio, 3,3-dimethylbutylthio, 1- ethylbutylthio, 2-ethylbutylthio, 1,1,2-trimethylpropylthio, 1,2,2-trimethylpropylthio, 1-ethyl-1 -methylpropylthio and 1- ethyl-2-methylpropylthio;
[0179] Ci -Ce-alkylsu Ifiny I (Ci -Ce-alky l-S(=O)-) and also the Ci -Ce-alky Isulfiny I moieties of Ci -Ce-alky Isu Ifiny l-Ci - Ce-alkyl: for example methylsulfinyl, ethylsulfinyl, propylsulfinyl, 1 -methylethylsulfinyl, butylsulfinyl, 1- methylpropylsulfinyl, 2-methylpropylsulfinyl, 1,1 -dimethylethylsulfinyl, pentylsulfinyl, 1 -methylbutylsulfinyl, 2- methylbutylsulfinyl, 3-methylbutylsulfinyl, 2,2-dimethylpropylsulfinyl, 1 -ethylpropylsulfinyl, 1,1 -dimethylpropylsulfinyl, 1 ,2-dimethylpropylsulfinyl, hexylsulfinyl, 1 -methylpentylsulfinyl, 2-methylpentylsulfinyl, 3- methylpentylsulfinyl, 4-methylpentyl-sulfinyl, 1,1 -dimethylbutylsulfinyl, 1 ,2-dimethylbutylsulfinyl, 1,3- dimethylbutyl-sulfinyl, 2,2-dimethylbutylsulfinyl, 2,3-dimethylbutylsulfinyl, 3,3-dimethylbutyl-sulfinyl, 1- ethylbutylsulfinyl, 2-ethylbutylsulfinyl, 1 ,1 ,2-trimethylpropylsulfinyl, 1,2,2-trimethylpropylsulfinyl, 1 -ethyl-1 - methylpropylsulfinyl and 1 -ethyl-2-methylpropylsulfinyl;
[0180] Ci -Ce-alkylsu Ifony I (Ci -Ce-alky l-S(O)2-) and also the Ci -Ce-alky Isu Ifony I moieties of Ci -Ce-alky Isu Ifony I- Ci-Ce-alkyl: for example methylsulfonyl, ethylsulfonyl, propylsulfonyl, 1 -methylethylsulfonyl, butylsulfonyl, 1- methylpropylsulfonyl, 2-methyl-propylsulfonyl, 1,1 -dimethylethylsulfonyl, pentylsulfonyl, 1 -methylbutylsulfonyl, 2- methylbutylsulfonyl, 3-methylbutylsulfonyl, 1,1 -dimethylpropylsulfonyl, 1 ,2-dimethylpropylsulfonyl, 2,2- dimethylpropylsulfonyl, 1 -ethylpropylsulfonyl, hexylsulfonyl, 1 -methylpentylsulfonyl, 2-methylpentylsulfonyl, 3- methylpentylsulfonyl, 4-methylpentylsulfonyl, 1,1 -dimethylbutylsulfonyl, 1 ,2-dimethylbutylsulfonyl, 1,3- dimethylbutylsulfonyl, 2,2-dimethylbutylsulfonyl, 2,3-dimethylbutylsulfonyl, 3,3-dimethylbutylsulfonyl, 1- ethylbutylsulfonyl, 2-ethylbutylsulfonyl, 1,1 ,2-trimethyl-propylsulfonyl, 1 ,2,2-trimethylpropylsulfonyl, 1-ethyl-1- methylpropylsulfonyl and 1 -ethyl-2-methylpropylsulfonyl;
[0181] (Ci-C3-alkyl)amino: for example methylamino, ethylamino, propylamino, 1 -methylethylamino;
[0182] (Ci-C4-alkyl)amino: for example methylamino, ethylamino, propylamino, 1 -methylethylamino, butylamino, 1 -methylpropylamino, 2-methylpropylamino or 1,1 -dimethylethylamino;
[0183] (Ci-C6-alkyl)amino: (Ci-C4-alkylamino) as mentioned above, and also, for example, pentylamino, 1- methylbutylamino, 2-methylbutylamino, 3-methylbutylamino, 2,2-dimethylpropylamino, 1 -ethylpropylamino, hexylamino, 1,1 -dimethylpropylamino, 1 ,2-dimethylpropylamino, 1 -methylpentylamino, 2-methylpentylamino, 3- methylpentylamino, 4-methylpentylamino, 1,1 -dimethylbutylamino, 1 ,2-dimethylbutylamino, 1,3- dimethylbutylamino, 2,2-dimethylbutylamino, 2,3-dimethylbutyl-amino 3,3-dimethylbutylamino, 1- ethylbutylamino, 2-ethylbutylamino, 1,1 ,2-trimethylpropylamino, 1,2,2-trimethyl-propylamino, 1 -ethyl-1 - methylpropylamino or 1-ethyl-2-methylpropylamino; di(Ci-Ce-alkyl)amino: di(Ci-C4-alkyl)amino as mentioned above, and also, for example, N-methyl-N- pentylamino, N-methyl-N-(1 -methylbutyl)amino, N-methyl-N-(2-methylbutyl)amino, N-methyl-N-(3-methyl- butyl)amino, N-methyl-N-(2,2-dimethylpropyl)amino, N-methyl-N-(1 -ethy Ipropy l)ami no, N-methyl-N-hexylamino, N-methyl-N-(1 , 1 -dimethylpropyl)amino, N-methyl-N-(1 ,2-dimethylpropyl)amino, N-methyl-N-(1 -methy Ipenty I)- amino, N-methyl-N-(2-methylpentyl)amino, N-methyl-N-(3-methylpentyl)amino, N-methyl-N-(4- methylpentyl)amino, N-methyl-N-(1 , 1 -d imethy Ibuty I) am i no, N-methyl-N-(1 , 2-d i methy Ibuty l)ami no, N-methyl-N- (1 ,3-di methy Ibuty l)amino, N-methyl-N-(2,2-dimethylbutyl)amino, N-methyl-N-(2,3-dimethylbutyl)amino, N- methyl-N-(3,3-dimethylbutyl)amino, N-methyl-N- (l-ethylbutyl)amino, N-methyl-N-(2-ethylbutyl)amino, N-methyl- N-(1 , 1 ,2-trimethylpropyl)amino, N-methyl-N- (1 ,2,2-trimethylpropyl)amino, N-methyl-N-(1 -ethyl-1 - methylpropyl)amino, N-methyl-N- (1 -ethyl-2-methylpropyl)amino, N-ethyl-N-pentylamino, N-ethyl-N-(1 - methylbutyl)amino, N-ethyl-N-(2-methylbutyl)amino, N-ethyl-N-(3-methylbutyl)amino, N-ethyl-N-(2,2- dimethylpropyl)amino, N-ethyl-N-(1-ethylpropyl)amino, N-ethyl-N-hexylamino, N-ethyl-N-(1,1- dimethylpropyl)amino, N-ethy l-N-( 1 ,2-dimethylpropyl)amino, N-ethy l-N-( 1 -methylpentyl)amino, N-ethy l-N-(2- methylpentyl)amino, N-ethyl-N-(3-methylpentyl)amino, N-ethyl-N-(4-methylpentyl)amino, N-ethy l-N-( 1 , 1 - d imethy Ibuty l)ami no, N-ethy l-N-( 1 ,2-dimethy Ibuty l)ami no, N-ethy l-N-( 1 ,3-di methy Ibuty l)amino, N-ethyl-N-(2,2- d i methy Ibuty l)am ino, N-ethy l-N-(2, 3-d imethy Ibuty I) am i no, N-ethy l-N-(3, 3-d i methy Ibuty l)ami no, N-ethy l-N-( 1 - ethy Ibuty l)am ino, N-ethy l-N-(2-ethy Ibuty I) ami no, N-ethy l-N-( 1 , 1 , 2-tri methy Ipropy l)am ino, N-ethy l-N-( 1 ,2,2- tri methy Ipropy l)am ino, N-ethy l-N-( 1 -ethyl-1 -methylpropyl)amino, N-ethy l-N-( 1 -ethyl-2-methylpropyl)amino, N- propyl-N-pentylamino, N-butyl-N-pentylamino, N,N-dipentylamino, N-propyl-N-hexylamino, N-butyl-N- hexylamino, N-pentyl-N-hexylamino or N,N-dihexylamino;
[0184] Cs-Ce-cycloalky I and also the cycloalkyl moieties of Cs-Ce-cycloalky l-Ci -Ce-alky I: monocyclic saturated hydrocarbons having 3 to 6 ring members, such as cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl;
[0185] Cs-Ce-heterocyclyl and also the heterocyclyl moieties of Cs-Cs-heterocyclyl-Ci -Ce-alky I: aliphatic heterocycle having 3 to 6 ring members which, in addition to carbon atoms, containsl to 4 nitrogen atoms, or 1 to 3 nitrogen atoms and an oxygen or sulphur atom, or an oxygen or a sulphur atom, for example three- or four-membered heterocycles like 2-oxetanyl, 3-oxetanyl, 2-thietanyl, 3-thietanyl, 1-azetidinyl, 2- azetidinyl, 1 -azetinyl, 2-azetinyl; five-membered saturated heterocycles like 2-tetrahydrofuranyl, 3- tetrahydrofuranyl, 2-tetrahydrothienyl, 3-tetrahydrothienyl, 1-pyrrolidinyl,2-pyrrolidinyl, 3-pyrrolidinyl, 3- isoxazolidinyl, 4-isoxazolidinyl, 5-isoxazolidinyl, 2-isothiazolidinyl, 3-isothiazolidinyl, 4-isothiazolidinyl, 5- isothiazolidinyl, 1-pyrazolidinyl, 3-pyrazolidinyl, 4-pyrazolidinyl, 5-pyrazolidinyl, 2-oxazolidinyl, 4-oxazolidinyl, 5- oxazolidinyl, 2-thiazolidinyl, 4-thiazolidinyl, 5-thiazolidinyl, 1-imidazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl, 3- oxazolidinyl, 1 ,2,4-oxadiazolidin-3-yl, 1 ,2,4-oxadiazolidin-5-yl, 3-thiazolidinyl, 1 ,2,4-thiadiazolidin-3-yl, 1,2,4- thiadiazolidin-5-yl, 1 ,2,4-triazolidin-3-yl, 1 ,2,4-oxadiazolidin-2-yl, 1 ,2,4-oxadiazolidin-4-yl, 1 ,3,4-oxadiazolidin-2- yl, 1 ,2,4-thiadiazolidin-2-yl, 1 ,2,4-thiadiazolidin-4-yl, 1 ,3,4-thiadiazolidin-2-yl, 1,2,4-triazolidin-1-yl, 1,3,4- triazolidin-2-yl; six-membered saturated heterocycles like 1-piperidinyl, 2-piperidinyl, 3-piperidinyl, 4-piperidinyl, 1 ,3— dioxan— 5— yl, 1 ,4-dioxanyl, 1 ,3-dithian-5-yl, 1 ,3-dithianyl, 1 ,3-oxathian-5-yl, 1 ,4-oxathianyl, 2- tetrahydropyranyl, 3-tetrahydopyranyl, 4-tetrahydropyranyl, 2— tetrahydrothiopyranyl, 3- tetrahydrothiopyranyl, 4- tetrahydrothiopyranyl, 1-hexahydropyridazinyl, 3-hexahydropyridazinyl, 4-hexahydropyridazinyl, 1- hexahydropyrimidinyl, 2-hexahydropyrimidinyl, 4-hexahydropyrimidinyl, 5-hexahydropyrimidinyl, 1-piperazinyl, 2- piperazinyl, 1,3,5-hexahydrotriazin-1-yl, 1 ,3,5-hexahydrotriazin-2-yl, 1,2,4-hexahydrotriazin-1-yl, 1,2,4- hexahydrotriazin-3-yl, tetrahydro-1, 3-oxazin-1-yl, tetrahydro-1, 3-oxazin-2-yl, tetrahydro-1, 3-oxazin-6-yl, 1- morpholinyl, 2-morpholinyl, 3-morpholinyl;
[0186] 5- or 6 membered heteroaryl: aromatic heteroaryl having 5 or 6 ring members which, in addition to carbon atoms, contains 1 to 4 nitrogen atoms, or 1 to 3 nitrogen atoms and an oxygen or sulphur atom, or an oxygen or a sulphur atom, for example 5-membered aromatic rings like furyl (for example 2-furyl, 3-furyl), thienyl (for example 2-thieny I, 3-thieny I), pyrrolyl (for example pyrrol-2-y I, pyrrol-3-y I), pyrazolyl (for example pyrazol-3- yl, pyrazol-4-y I), isoxazolyl (for example isoxazol-3-y I, isoxazol-4-y I, isoxazol-5-y I), isothiazolyl (for example isothiazol-3-y I, isothiazol-4-y I, isothiazol-5-y I), imidazolyl (for example imidazole-2-y I, imidazole-4-y I), oxazolyl (for example oxazol-2-yl, oxazol-4-yl, oxazol-5-yl), thiazolyl (for example thiazol-2-y I, thiazol-4-y I, thiazol-5-y I), oxadiazolyl (for example 1 ,2,3-oxadiazol-4-yl, 1 ,2,3-oxadiazol-5-yl, 1 ,2,4-oxadiazol-3-yl, 1 ,2,4-oxadiazol— 5-yl,
[0187] 1.3.4-oxadiazol-2-yl), thiadiazolyl (for example 1 ,2,3-thiadiazol-4-yl, 1 ,2,3-thiadiazol-5-yl, 1 ,2,4-thiadiazol-3-yl,
[0188] 1.2.4-thiadiazol-5-yl, 1, 3, 4-thiadiazolyl-2-yl), triazolyl (for example 1 ,2,3-triazol-4-yl, 1 ,2,4-triazol-3-yl); 1- tetrazoly I; 6-membered aromatic rings like pyridyl (for example pyridine-2-yl, pyridine-3-yl, pyridine-4-yl), pyrazinyl (for example pyridazin-3-yl, pyridazin-4-yl), pyrimidinyl (for example pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl), pyrazin-2-yl, triazinyl (for example 1 ,3,5-triazin-2-yl, 1 ,2,4— triazin-3-yl, 1 ,2,4-triazin-5-yl, 1,2,4- triazin-6-yl);
[0189] 3- to 7-membered carbocyclus: a three- to seven-membered monocyclic, saturated, partial unsaturated or aromatic cycle having three to seven ring members which comprises apart from carbon atoms optionally one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=O)-, -0- and -S-.
[0190] The preferred embodiments of the invention mentioned herein below have to be understood as being preferred either independently from each other or in combination with one another.
[0191] According to a preferred embodiment of the invention preference is also given to those uracilpyridines of formula (I), wherein the variables, either independently of one another or in combination with one another, have the following meanings:
[0192] Preferred are the uracilpyridines of formula (I) wherein R1is hydrogen, NH2 or Ci-Ce-alkyl; preferably is NH2 or Ci-C4-alkyl; particularly preferred is NH2 or CH3; also preferably is Ci-Ce-alkyl; particularly preferred is Ci-C4-alkyl; especially preferred is CH3.
[0193] Also preferred are the uracilpyridines of formula (I) wherein
[0194] R2is Ci-Ce-alkyl or Ci-Ce-haloalkyl; preferably is Ci-C4-alkyl or Ci-C4-haloalkyl; more preferred is Ci-C4-haloalkyl; particularly preferred is Ci-C2-haloalkyl; especially preferred is CF3.
[0195] Also preferred are the uracilpyridines of formula (I) wherein
[0196] R3is H; also preferably is Ci-Ce-alkyl, particularly preferred is Ci-C4-alkyl, especially preferred is CH3.
[0197] Also preferred are the uracilpyridines of formula (I) wherein
[0198] R4is H, F or Cl; particularly preferred is H or F; especially preferred is H; also particularly preferred is H or Cl; especially preferred is Cl; also particularly preferred is F or Cl; especially preferred is F.
[0199] Also preferred are the uracilpyridines of formula (I) wherein
[0200] R5is halogen or CN; preferably F, Cl, Br or CN; particularly preferred is F, Cl or CN; especially preferred is Cl or CN; more preferred is Cl; also more preferred is CN; also especially preferred is F or Cl; more preferred is F.
[0201] Also preferred are the uracilpyridines of formula (I) wherein
[0202] R6is H, Ci-Cs-alkyl, Ci-Cs-haloalkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkoxy or Ci-Cs-alkylthio; particularly preferred is H, Ci-Cs-alkyl, Ci-Cs-haloalkyl or Ci-Cs-alkoxy; especially preferred is H, Ci-Cs-alkyl or Ci-Cs-alkoxy; more preferred is H, CH3 or OCH3.
[0203] Also preferred are the uracilpyridines of formula (I) wherein
[0204] R7is H, halogen or Ci-Cs-alkyl; particularly preferred is H, F or CH3; especially preferred is H. Also preferred are the uracilpyridines of formula (I) wherein
[0205] R8is OR9, SR9, NR10R11, NR9S(O)2R10or NR9S(O)2NR10R11; particularly preferred is OR9, NR10R11, NR9S(O)2R10or NR9S(O)2NR10R11; especially preferred OR9, NR9S(O)2R10or NR9S(O)2NR10R11; especially preferred is OR9or NR9S(O)2R10.
[0206] Also preferred are the uracilpyridines of formula (I) wherein
[0207] R9is hydrogen, Ci-Ce-alkyl, Cs-Ce-alkenyl, Cs-Ce-alkynyl, Ci-Ce-haloalkyl, Cs-Ce-haloalkenyl, C3-C6- haloalkynyl, Ci-Ce-cyanoalkyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkoxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, di(Ci-Ce- alkoxy)Ci-Ce-alkyl, Ci-Ce-haloalkoxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy-Ci-Ce-alkyl, Cs-Ce-haloalkenyloxy-Ci- Ce-alkyl, Cs-Ce-alkenyloxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkylthio-Ci-Ce-alkyl, Ci-Ce-alkylsulfinyl-Ci-Ce- alkyl, Ci-Ce-alkylsulfonyl-Ci-Ce-alkyl, Ci-Ce-alkylcarbonyl-Ci-Ce-alkyl, Ci-Ce-alkoxycarbonyl-Ci-Ce-alkyl, Ci-C6-haloalkoxycarbonyl-Ci-C6-alkyl, Cs-Ce-alkenyloxycarbonyl-Ci-Ce-alkyl, Cs-Ce-alkynyloxycarbonyl- Ci-Ce-alkyl, amino, (Ci-C6-alkyl)amino, di(Ci-Ce-alkyl)amino, (Ci-C6-alkylcarbonyl)amino, amino-Ci-Ce- alkyl, (Ci-C6-alkyl)amino-Ci-C6-alkyl, di(Ci-Ce-alkyl)amino-Ci-Ce-alkyl, aminocarbonyl-Ci-Ce-alkyl, (C1- C6-alkyl)aminocarbonyl-Ci-C6-alkyl, di(Ci-Ce-alkyl)aminocarbonyl-Ci-Ce-alkyl, -N=CR12R13, wherein R12and R13independently of one another are H, Ci -C4-alkyl or phenyl;
[0208] Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Cs-Ce-heterocyclyl, phenyl, phenyl-Ci-C4-alkyl or a 5- or 6 membered heteroaryl, wherein each cycloalkyl, heterocycly I, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R14or a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=O)-, -0- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14, wherein R14is halogen, N02, CN, Ci-C4-alkyl, Ci-C4-haloalkyl, Ci-C4-alkoxy or Ci-C4-alkoxycarbonyl; preferably is hydrogen, Ci-Ce-alkyl, Cs-Ce-alkenyl, Cs-Ce-alkynyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy-Ci-Ce- alkyl, di(Ci-C6-alkoxy)Ci-Ce-alkyl, Ci-Ce-alkylcarbonyl-Ci-Ce-alkyl, Ci-Ce-alkoxycarbonyl- Ci-Ce-alkyl or Cs-Ce-cycloalkyl-Ci-Ce-alkyl; particularly preferred is hydrogen, Ci-Ce-alkyl, Cs-Ce-alkenyl, Cs-Ce-alkynyl or Ci-Ce-haloalkyl; also particularly preferred is hydrogen, Ci-Ce-alkyl, Cs-Ce-alkenyl or Cs-Ce-alkynyl; especially preferred is hydrogen, Ci-Ce-alkyl, or Cs-Ce-alkynyl; more preferred is hydrogen, CH3, C2H5, CH2CH=CH2or CH2C=CH; most preferred is hydrogen, CH3, C2H5 or CH2C=CH.
[0209] Also preferred are the uracilpyridines of formula (I) wherein
[0210] R10is H, Ci-Ce-alkyl or Cs-Ce-cycloalkyl; particularly preferred is H or Ci-Ce-alkyl; more preferred is H; also more preferred is Ci-Ce-alkyl.
[0211] Also preferred are the uracilpyridines of formula (I) wherein R11is H, Ci-Ce-alkyl or Ci-Ce-alkoxycarbonyl-Ci-Ce-alkyl; particularly preferred is H or Ci-Ce-alkyl; more preferred is H; also more preferred is Ci-Ce-alkyl.
[0212] Also preferred are the uracilpyridines of formula (I) wherein
[0213] R12is phenyl or Ci-C4-alkyl; particularly preferred is phenyl or CH3; also particularly preferred is phenyl; also particularly preferred is Ci-C4-alkyl.
[0214] Also preferred are the uracilpyridines of formula (I) wherein
[0215] R13is phenyl or Ci-C4-alkyl; particularly preferred is phenyl or CH3; also particularly preferred is phenyl; also particularly preferred is Ci-C4-alkyl.
[0216] Also preferred are the uracilpyridines of formula (I) wherein
[0217] R14is halogen or Ci-Ce-alkyl; particularly preferred is F, Cl or CH3; also particularly preferred is halogen; especially preferred is F or Cl; also particularly preferred is Ci-Ce-alkyl; especially preferred is CH3.
[0218] Also preferred are the uracilpyridines of formula (I) wherein n is 1 or 2; particularly preferred is 2; also particularly preferred is 1.
[0219] Also preferred are the uracilpyridines of formula (I) wherein
[0220] Q is 0, S, SO, S02, NH or (Ci-C3-alkyl)N; preferably is 0 or S; particularly preferred is 0.
[0221] Also preferred are the uracilpyridines of formula (I) wherein
[0222] W is O, also preferably is S.
[0223] Also preferred are the uracilpyridines of formula (I) wherein
[0224] X is O, also preferably is S.
[0225] Also preferred are the uracilpyridines of formula (I) wherein
[0226] Y is O, also preferably is S. Also preferred are the uracilpyridines of formula (I) wherein
[0227] Z is phenyl or pyridyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy and Ci-Ce-haloalkoxy; preferably is phenyl, which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy and Ci-Ce-haloalkoxy; also preferably is pyridyl, which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy and Ci-Ce-haloalkoxy.
[0228] Also preferred are the uracilpyridines of formula (I) wherein
[0229] Z is phenyl or pyridyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy and Ci-Ce-haloalkoxy; preferably is phenyl or pyridyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy or Ci-Ce-haloalkoxy; particularly preferred is phenyl or pyridyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen or Ci-Ce-alkyl; especially preferred is phenyl or pyridyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of F, Cl or CH3; more preferred is phenyl or pyridyl, each of which is unsubstituted.
[0230] Also preferred are the uracilpyridines of formula (I) wherein
[0231] Z is phenyl, which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy and Ci-Ce-haloalkoxy; preferably is phenyl, which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy or Ci-Ce-haloalkoxy; particularly preferred is phenyl, which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen or Ci-Ce-alkyl; especially preferred is phenyl which is optionally substituted by 1 to 4 substituents selected from the group consisting of F, Cl or CH3; more preferred is unsubstituted phenyl.
[0232] Also preferred are the uracilpyridines of formula (I) wherein
[0233] Z is pyridyl, which is optionally substituted by 1 to 3 substituents selected from the group consisting of halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy and Ci-Ce-haloalkoxy; preferably is pyridyl, which is optionally substituted by 1 to 3 substituents selected from the group consisting of halogen, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy or Ci-Ce-haloalkoxy; particularly preferred is pyridyl, which is optionally substituted by 1 to 3 substituents selected from the group consisting of halogen or Ci-Ce-alkyl; especially preferred is pyridyl, which is optionally substituted by 1 to 3 substituents selected from the group consisting of F, Cl or CH3; more preferred is unsubstituted pyridyl.
[0234] Also preferred are the uracilpyridines of formula (I) wherein Z is selected from the group consisting of Z1to Z29 wherein
[0235] * denotes the point of attachment of Z to X;
[0236] ** denotes the point of attachment of Z to Q; and
[0237] Ra, Rb, Rc, Rdand Reindependently of one another are
[0238] H, halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy, Ci-Ce-haloalkoxy; preferably H, halogen, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy or Ci-Ce-haloalkoxy; particularly preferred H, halogen or Ci-Ce-alkyl; especially preferred H, F, Cl, or CH3; more preferred H.
[0239] Also preferred are the uracilpyridines of formula (I) wherein
[0240] Z is selected from the group consisting of Z1, Z2, Z3, Z4, Z5, Z6, 7J, Z8, Z9, Z10, Z11, Z12, Z13and Z21as defined above; particularly preferred is selected from the group consisting of Z1, Z2, Z4, Z5, Z6, T, Z8, Z9, Z10, Z11and Z21as defined above; more particularly preferred is selected from the group consisting of Z1, Z4, Z5, Z6, Z7and Z21as defined above; especially preferred is selected from the group consisting of Z1, Z4, Z5, Z6and Z7as defined above; more preferred is selected from the group consisting of Z1and Z7as defined above.
[0241] Also preferred are the uracilpyridines of formula (I) wherein
[0242] Z is selected from the group consisting of Z1, Z2, Z3, Z4, Z5, Z6, 7J, Z8, Z9, Z10, Z11, Z12, Z13and Z21as defined above; wherein
[0243] Ra, Rb, Rc, Rdand Reindependently of one another are
[0244] H, halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy, Ci-Ce-haloalkoxy; preferably H, halogen, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy or Ci-Ce-haloalkoxy; particularly preferred H, halogen or Ci-Ce-alkyl; especially preferred H, F, Cl, or CH3; more preferred H; particularly preferred is selected from the group consisting of Z1, Z2, Z4, Z5, Z6, T, Z8, Z9, Z10, Z11and Z21as defined above, wherein
[0245] Ra, Rb, Rc, Rdand Reindependently of one another are
[0246] H, halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy, Ci-Ce-haloalkoxy; preferably H, halogen, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy or Ci-Ce-haloalkoxy; particularly preferred H, halogen or Ci-Ce-alkyl; especially preferred H, F, Cl, or CH3; more preferred H; more particularly preferred is selected from the group consisting of Z1, Z4, Z5, Z6, T, and Z21as defined above, wherein
[0247] Ra, Rb, Rc, Rdand Reindependently of one another are
[0248] H, halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy, Ci-Ce-haloalkoxy; preferably H, halogen, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy or Ci-Ce-haloalkoxy; particularly preferred H, halogen or Ci-Ce-alkyl; especially preferred H, F, Cl, or CH3; more preferred H; especially preferred is selected from the group consisting of Z1, Z4, Z5, Z6and Z7as defined above, wherein
[0249] Ra, Rb, Rc, Rdand Reindependently of one another are
[0250] H, halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy, Ci-Ce-haloalkoxy; preferably H, halogen, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy or Ci-Ce-haloalkoxy; particularly preferred H, halogen or Ci-Ce-alkyl; especially preferred H, F, Cl, or CH3; more preferred H; more preferred is selected from the group consisting of Z1and Z7as defined above, wherein
[0251] Ra, Rb, Rc, Rdand Reindependently of one another are
[0252] H, halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy, Ci-Ce-haloalkoxy; preferably H, halogen, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy or Ci-Ce-haloalkoxy; particularly preferred H, halogen or Ci-Ce-alkyl; especially preferred H, F, Cl, or CH3; more preferred H.
[0253] Also preferred are the uracilpyridines of formula (I) wherein
[0254] R1is Ci-Ce-alkyl,
[0255] R2is Ci-C4-haloalkyl,
[0256] R3is H, and
[0257] Y is O.
[0258] Also preferred are the uracilpyridines of formula (I) wherein
[0259] R4is H or F, and
[0260] R5is F, Cl, Br or CN.
[0261] Also preferred are the uracilpyridines of formula (I) wherein
[0262] R4is H or F, and
[0263] R5is F, Cl or CN.
[0264] Also preferred are the uracilpyridines of formula (I) wherein R6is H, Ci-Cs-alkyl or Ci-Cs-alkoxy, and R7is H.
[0265] Also preferred are the uracilpyridines of formula (I) wherein
[0266] R8is OR9’ NR9S(O)2R10or NR9S(O)2NR10R11, wherein
[0267] R9is hydrogen, Ci-Ce-alkyl, Cs-Ce-alkenyl, Cs-Ce-alkynyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, di(Ci-C6-alkoxy)Ci-Ce-alkyl, Ci-Ce-alkylcarbonyl-Ci-Ce-alkyl, Ci-Ce-alkoxycarbonyl-Ci-Ce-alkyl or Cs-Ce-cycloalkyl-Ci-Ce-alkyl; and
[0268] R10, R11are Ci-C6-alkyl.
[0269] Also preferred are the uracilpyridines of formula (I) wherein n is 1.
[0270] Also preferred are the uracilpyridines of formula (I) wherein
[0271] Q, W and X are 0.
[0272] Also preferred are the uracilpyridines of formula (I) wherein
[0273] R1is hydrogen, NH2or Ci-Ce-alkyl;
[0274] R2is Ci-Ce-alkyl or Ci-Ce-haloalkyl;
[0275] R3is H;
[0276] R4is H or halogen;
[0277] R5is halogen or CN;
[0278] R6is H, Ci-Cs-alkyl, Ci-Cs-haloalkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkoxy or Ci-Cs-alkylthio;
[0279] R7is H;
[0280] R8is OR9, SR9, NR10R11, NR9S(O)2R10or NR9S(O)2NR10R11; wherein
[0281] R9is hydrogen, Ci-Ce-alkyl, Cs-Ce-alkenyl, Cs-Ce-alkynyl, Ci-Ce-haloalkyl, Cs-Ce-haloalkenyl, C3-C6- haloalkynyl, Ci-Ce-cyanoalkyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkoxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, di(Ci-Ce-alkoxy)Ci-Ce-alkyl, Ci-Ce-haloalkoxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy-Ci-Ce-alkyl, C3-C6- haloalkenyloxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkylthio-Ci-Ce-alkyl, Ci-Ce-alkylsulfinyl-Ci-Ce-alkyl, Ci-Ce-alkylsulfonyl-Ci-Ce-alkyl, Ci-Ce-alkylcarbonyl-Ci-Ce-alkyl, Ci- Ce-alkoxycarbonyl-Ci-Ce-alkyl, Ci-Ce-haloalkoxycarbonyl-Ci-Ce-alkyl, Cs-Ce-alkenyloxycarbonyl- Ci-Ce-alkyl, amino, (Ci-C6-alkyl)amino, di(Ci-Ce-alkyl)amino, (Ci-C6-alkylcarbonyl)amino, amino- Ci-Ce-alkyl, (Ci-Ce-alkyl)amino-Ci-Ce-alkyl, di(Ci-Ce-alkyl)amino-Ci-Ce-alkyl, aminocarbonyl-Ci- Ce-alkyl, (Ci-Ce-alkyl)aminocarbonyl-Ci-Ce-alkyl, di(Ci-Ce-alkyl)aminocarbonyl-Ci-Ce-alkyl, -N=CR12R13, wherein R12and R13independently of one another are H, Ci -C4-alkyl or phenyl; Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Cs-Ce-heterocyclyl, phenyl, phenyl-Ci-C4-alkyl or a 5- or 6 membered heteroaryl, wherein each cycloalkyl, heterocycly I, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R14or a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=0)-, -0- and -S- , and which carbocyclus is optionally substituted with one to four substituents selected from R14;
[0282] R10is Ci-Ce-alkyl;
[0283] R11is H or Ci-C6-alkyl; R12is phenyl or CH3;
[0284] R13is phenyl or CH3;
[0285] R14is halogen or Ci-Ce-alkyl; n is 1 or 2;
[0286] Q is 0, S, SO, S02, NH or (Ci-C3-alkyl)N;
[0287] W is O;
[0288] X is O;
[0289] Y is O;
[0290] Z Z1, Z2, Z3, Z4, Z5, Z6, Z7, Z8, Z9, Z10, Z11, Z12, Z13and Z21as defined above, wherein
[0291] Ra, Rb, Rc, Rdand Reindependently of one another are H, halogen, CN, Ci -Ce-alky I, Ci-Ce- haloalkyl, Ci-Ce-alkoxy, Ci-Ce-haloalkoxy; particularly preferred are the uracilpyridines of formula (I) wherein
[0292] R1is NH2 or Ci-C4-alkyl;
[0293] R2is Ci-C4-alkyl or Ci-C4-haloalkyl;
[0294] R3is H;
[0295] R4is H or halogen;
[0296] R5is halogen or CN;
[0297] R6is H, Ci-Cs-alkyl, Ci-Cs-haloalkyl or Ci-Cs-alkoxy;
[0298] R7is H;
[0299] RS OR9, NR10R11, NR9S(O)2R10or NR9S(O)2NR10R11; wherein
[0300] R9is hydrogen, Ci-Ce-alkyl, Cs-Ce-alkenyl, Cs-Ce-alkynyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, di(Ci-C6-alkoxy)Ci-Ce-alkyl, Ci-Ce-alkylcarbonyl-Ci-Ce-alkyl, Ci-Ce-alkoxycarbonyl-Ci-Ce-alkyl or Cs-Ce-cycloalkyl-Ci-Ce-alkyl;
[0301] R10is Ci-C6-alkyl;
[0302] R11is H or Ci-C6-alkyl; n is 1;
[0303] Q is 0, S, SO, S02, NH or (Ci-C3-alkyl)N;
[0304] W is O;
[0305] X is O;
[0306] Y is O;
[0307] Z is selected from the group consisting of Z1, Z2, Z4, Z5, Z6, 7 , Z8, Z9, Z10, Z11and Z21as defined above, wherein Ra, Rb, Rc, Rdand Reindependently of one another are H, halogen, CN, Ci-Ce-alkyl, Ci-Ce- haloalkyl, Ci-Ce-alkoxy, Ci-Ce-haloalkoxy; especially preferred are the uracilpyridines of formula (I) wherein
[0308] R1is NH2or CH3;
[0309] R2is Ci-C4-haloalkyl;
[0310] R3is H;
[0311] R4is H, F or Cl;
[0312] R5is F, Cl, Br or CN;
[0313] R6is H, Ci-Cs-alkyl or Ci-Cs-alkoxy;
[0314] R7is H;
[0315] R8is OR9or NR9S(O)2R10, wherein
[0316] R9is hydrogen, Ci-Ce-alkyl, Cs-Ce-alkenyl, Cs-Ce-alkynyl or Ci-Ce-haloalkyl, and
[0317] R10is Ci-Ce-alkyl; n is 1;
[0318] Q is 0 or S;
[0319] W is O;
[0320] X is O;
[0321] Y is O;
[0322] Z is selected from the group consisting of Z1, Z4, Z5, Z6, Z7and Z21as defined above, wherein Ra, Rb, Rc, Rdand Reindependently of one another are H, halogen, CN, Ci -Ce-alky I, Ci -Ce-haloalky I, Ci-Ce-alkoxy, Ci- Ce-haloalkoxy; also especially preferred are the uracilpyridines of formula (I) wherein
[0323] R1is NH2or CH3;
[0324] R2is Ci-C4-haloalkyl;
[0325] R3is H;
[0326] R4is H, F or Cl;
[0327] R5is F, Cl or CN;
[0328] R6is H, Ci-Cs-alkyl or Ci-Cs-alkoxy;
[0329] R7is H;
[0330] R8is OR9or NR9S(O)2R10, wherein
[0331] R9is hydrogen, Ci-Ce-alkyl, Cs-Ce-alkenyl, Cs-Ce-alkynyl or Ci-Ce-haloalkyl, and R10is Ci-C6-alkyl; n is 1;
[0332] Q is 0 or S;
[0333] W is O;
[0334] X is O;
[0335] Y is O;
[0336] Z is selected from the group consisting of Z1, Z4, Z5, Z6and Z7as defined above, wherein Ra, Rb, Rc, Rdand Reindependently of one another are H, halogen, CN, Ci -Ce-alky I, Ci -Ce-haloalky I, Ci-Ce-alkoxy, Ci-Ce- haloalkoxy; more preferred are the uracilpyridines of formula (I) wherein
[0337] R1is CH3;
[0338] R2is CF3;
[0339] R3is H;
[0340] R4is H, F or Cl;
[0341] R5is F, Cl, Br or CN;
[0342] R6is H, CH3or OCH3;
[0343] R7is H;
[0344] R8is OR9or NR9S(O)2R10; wherein
[0345] R9is hydrogen, Ci-Ce-alkyl, Cs-Ce-alkenyl, or Cs-Ce-alkynyl, and
[0346] R10is Ci-C6-alkyl; n is 1;
[0347] Q is 0;
[0348] W is O;
[0349] X is O;
[0350] Y is O; Z is selected from the group consisting of Z1and U as defined above, wherein Ra, Rb, Rc, Rdand Reindependently of one another are H, halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy, Ci-Ce- haloalkoxy. also more preferred are the uracilpyridines of formula (I) wherein
[0351] R1is CH3;
[0352] R2is CF3;
[0353] R3is H;
[0354] R4is H, F or Cl;
[0355] R5is F, Cl or CN;
[0356] R6is H, CH3or OCH3;
[0357] R7is H;
[0358] R8is OR9or NR9S(O)2R10; wherein
[0359] R9is hydrogen, Ci-Ce-alkyl, or C3-Ce-alkynyl, and
[0360] R10is Ci-C6-alkyl; n is 1;
[0361] Q is 0;
[0362] W is O;
[0363] X is O;
[0364] Y is O;
[0365] Z is selected from the group consisting of Z1and Z7as defined above, wherein Ra, Rb, Rc, Rdand Reindependently of one another are H, halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy, Ci-Ce- haloalkoxy.
[0366] Also preferred are the uracilpyridines of formula (I) wherein
[0367] R1is CH3;
[0368] R2is CF3;
[0369] R3is H;
[0370] R4is H, F or Cl;
[0371] R5is F, Cl, Br or CN;
[0372] R6is H, CH3or OCH3;
[0373] R7is H;
[0374] R8OR9, SR9, NR10R11, NR9OR9, NR9S(O)2R10or NR9S(O)2NR10R11, wherein
[0375] R9is hydrogen, Ci-Ce-alkyl, C3-Ce-alkenyl, C3-Ce-alkynyl, Ci-Ce-haloalkyl, C3-Ce-haloalkenyl, C3-Ce- haloalkynyl, Ci-Ce-cyanoalkyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkoxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, di(Ci-Ce-alkoxy)Ci-Ce-alkyl, Ci-Ce-haloalkoxy-Ci-Ce-alkyl, C3-Ce-alkenyloxy-Ci-Ce-alkyl, C3-Ce- haloalkenyloxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkylthio-Ci-Ce-alkyl, Ci-Ce-alkylsulfinyl-Ci-Ce-alkyl, Ci-Ce-alkylsulfonyl-Ci-Ce-alkyl, Ci-Ce-alkylcarbonyl-Ci-Ce-alkyl, Ci- Ce-alkoxycarbonyl-Ci-Ce-alkyl, Ci-Ce-haloalkoxycarbonyl-Ci-Ce-alkyl, C3-Ce-alkenyloxycarbonyl- Ci-Ce-alkyl, C3-C6-alkynyloxycarbonyl-Ci-C6-alkyl, amino, (Ci-C6-alkyl)amino, di(Ci-Ce- alkyl)amino, (Ci-C6-alkylcarbonyl)amino, amino-Ci-Ce-alkyl, (Ci-Ce-alkyl)amino-Ci-Ce-alkyl, di(Ci- Ce-alkyl)amino-Ci-Ce-alkyl, aminocarbonyl-Ci-Ce-alkyl, (Ci-Ce-alkyl)aminocarbonyl-Ci-Ce-alkyl, di(Ci-Ce-alkyl)aminocarbonyl-Ci-Ce-alkyl, -N=CR12R13, wherein R12and R13independently of one another are H, Ci-C4-alkyl or phenyl; C3-Ce-cycloalkyl, C3-Ce-cycloalkyl-Ci-Ce-alkyl, C3-C6-heterocyclyl, C3-Ce-heterocyclyl— Ci-Ce-alkyl, phenyl, phenyl-Ci-C4-alkyl or a 5- or 6 membered heteroaryl, wherein each cycloalkyl, heterocycly I, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R14or a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of
[0376] -N(R12)-, -N=N-, -C(=O)-, -0- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14; wherein R14is halogen, NO2, CN, Ci-C4-alkyl, Ci-C4-haloalkyl, Ci-C4-alkoxy or Ci-C4-alkoxycarbonyl;
[0377] R10, R11independently of one another are R9, or together form a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=O)-, -0- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14; n is 1;
[0378] Q is 0;
[0379] W is O;
[0380] X is O;
[0381] Y is O;
[0382] Z is selected from the group consisting of Z1and Z7as defined above, wherein Ra, Rb, Rc, Rdand Reindependently of one another are H, halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy, Ci-Ce- haloalkoxy.
[0383] Also preferred are the uracilpyridines of formula (I) wherein
[0384] R1is CH3;
[0385] R2is CF3;
[0386] R3is H;
[0387] R4is H, F or Cl;
[0388] R5is F, Cl or CN;
[0389] R6is H, CH3or OCH3;
[0390] R7is H;
[0391] R8OR9, SR9, NR10R11, NR9OR9, NR9S(O)2R10or NR9S(O)2NR10R11, wherein
[0392] R9is hydrogen, Ci-Ce-alkyl, C3-Ce-alkenyl, C3-Ce-alkynyl, Ci-Ce-haloalkyl, C3-Ce-haloalkenyl, C3-Ce- haloalkynyl, Ci-Ce-cyanoalkyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkoxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, di(Ci-C6-alkoxy)Ci-Ce-alkyl, Ci-Ce-haloalkoxy-Ci-Ce-alkyl, C3-Ce-alkenyloxy-Ci-Ce-alkyl, C3-Ce- haloalkenyloxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkylthio-Ci-Ce-alkyl, Ci-Ce-alkylsulfinyl-Ci-Ce-alkyl, Ci-Ce-alkylsulfonyl-Ci-Ce-alkyl, Ci-Ce-alkylcarbonyl-Ci-Ce-alkyl, C1- Ce-alkoxycarbonyl-Ci-Ce-alkyl, Ci-Ce-haloalkoxycarbonyl-Ci-Ce-alkyl, C3-Ce-alkenyloxycarbonyl- Ci-Ce-alkyl, C3-C6-alkynyloxycarbonyl-Ci-C6-alkyl, amino, (Ci-C6-alkyl)amino, di(Ci-Ce- alkyl)amino, (Ci-C6-alkylcarbonyl)amino, amino-Ci-Ce-alkyl, (Ci-Ce-alkyl)amino-Ci-Ce-alkyl, di(Ci- C6-alkyl)amino-Ci-C6-alkyl, aminocarbonyl-Ci-Ce-alkyl, (Ci-Ce-alkyl)aminocarbonyl-Ci-Ce-alkyl, di(Ci-C6-alkyl)aminocarbonyl-Ci-C6-alkyl, -N=CR12R13, wherein R12and R13independently of one another are H, Ci-C4-alkyl or phenyl; C3-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, C3-C6-heterocyclyl, C3-C6-heterocyclyl— Ci-Ce-alkyl, phenyl, phenyl-Ci-C4-alkyl or a 5- or 6 membered heteroaryl, wherein each cycloalkyl, heterocycly I, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R14or a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of
[0393] -N(R12)-, -N=N-, -C(=0)-, -0- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14; wherein R14is halogen, NO2, CN, Ci-C4-alkyl, Ci-C4-haloalkyl, Ci-C4-alkoxy or Ci-C4-alkoxycarbonyl;
[0394] R10, R11independently of one another are R9, or together form a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=0)-, -0- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14; n is 1;
[0395] Q is 0;
[0396] W is O;
[0397] X is O;
[0398] Y is O;
[0399] Z is selected from the group consisting of Z1and Z7as defined above, wherein Ra, Rb, Rc, Rdand Reindependently of one another are H, halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy, Ci-Ce- haloalkoxy.
[0400] Particular preference is given to uracilpyrimidines of formula (l.a) (corresponds to formula (I) wherein R1is CH3, R2is CF3, R3is H, R7is H, n is 1, Q, W, X and Y are 0, and Z is Z-1 as defined, wherein Ra, Rb, Rcand Rdare H: wherein the variables R4, R5, R6and R8have the meanings, in particular the preferred meanings, as defined above.
[0401] Special preference is given to the compounds of the formulae (l.a.1 ) to (l.a.672), preferably (l.a.1) to (l.a.504), of Table A, where the definitions of the variables R4, R5,R6and R8are of particular importance for the compounds according to the invention not only in combination with one another but in each case also on their own:
[0402] Table A
[0403]
[0404]
[0405]
[0406]
[0407]
[0408]
[0409] Also preferred are the uracilpyridines of formula (l.b), preferably the uracilpyridines of formulae (l.b.1) to (l.b.672), particularly preferred the uracilpyridines of formulae (I .b.1 ) to (l.b.504), which differ from the corresponding uracilpyridines of formulae (l.a.1 ) to (l.a.672) only in that Q is S: Also preferred are the uracilpyridines of formula (l.c), preferably the uracilpyridines of formulae (l.c.1 ) to (l.c.672), particularly preferred the uracilpyridines of formulae (l.c.1) to (l.c.504), which differ from the corresponding uracilpyridines of formulae (La.1 ) to (l.a.672) only in that Z is Z-2, wherein Ra, Rb, Rcand Reare H:
[0410] Also preferred are the uracilpyridines of formula (l.d), preferably the uracilpyridines of formulae (l.d.1) to (l.d.672), particularly preferred the uracilpyridines of formulae (l.d.1) to (l.d.504), which differ from the corresponding uracilpyridines of formulae (La.1 ) to (l.a.672) only in that Z is Z-3, wherein Ra, Rb, Rdand Reare H:
[0411] Also preferred are the uracilpyridines of formula (l.e), preferably the uracilpyridines of formulae (l.e.1) to (l.e.672), particularly preferred the uracilpyridines of formulae (l.e.1) to (l.e.504), which differ from the corresponding uracilpyridines of formulae (l.a.1) to (l.a.672) only in that Z is Z-4, wherein Rb, Rcand Rdare H:
[0412] Also preferred are the uracilpyridines of formula (l.f), preferably the uracilpyridines of formulae (Lf.1) to (l.f.672), particularly preferred the uracilpyridines of formulae (Lf.1) to (l.f.504), which differ from the corresponding uracilpyridines of formulae (l.a.1) to (l.a.672) only in that Z is Z-5, wherein Ra, Rcand Rdare H:
[0413] Also preferred are the uracilpyridines of formula (l.g), preferably the uracilpyridines of formulae (l.g.1) to (I. g.672), particularly preferred the uracilpyridines of formulae (l.g.1) to (l.g.504), which differ from the corresponding uracilpyridines of formulae (l.a.1) to (l.a.672) only in that Z is Z-6, wherein Ra, Rband Rdare H:
[0414] Also preferred are the uracilpyridines of formula (l.h), preferably the uracilpyridines of formulae (l.h.1) to (l.h.672), particularly preferred the uracilpyridines of formulae (l.h.1) to (l.h.504), which differ from the corresponding uracilpyridines of formulae (l.a.1) to (l.a.672) only in that Z is Z-7, wherein Ra, Rband Rcare H:
[0415] Also preferred are the uracilpyridines of formula (l.i), preferably the uracilpyridines of formulae (l.i.1) to (l.i.672), particularly preferred the uracilpyridines of formulae (l.i.1) to (l.i.504), which differ from the corresponding uracilpyridines of formulae (l.a.1) to (l.a.672) only in that Z is Z-7, wherein Ra, Rband Rcare H, and Q is S:
[0416] Also preferred are the uracilpyridines of formula (l.k), preferably the uracilpyridines of formulae (l.k.1 ) to (l.k.672), particularly preferred the uracilpyridines of formulae (l.k.1) to (l.k.504), which differ from the corresponding uracilpyridines of formulae (l.a.1) to (l.a.672) only in that Z is Z-8, wherein Rb, Rcand Reare H:
[0417] Also preferred are the uracilpyridines of formula (l.l), preferably the uracilpyridines of formulae (1.1.1) to (I.I.672), particularly preferred the uracilpyridines of formulae (1.1.1) to (1.1.504), which differ from the corresponding uracilpyridines of formulae (l.a.1) to (l.a.672) only in that Z is Z-9, wherein Ra, Rcand Reare H:
[0418] Also preferred are the uracilpyridines of formula (l.m), preferably the uracilpyridines of formulae (l.m.1) to (l.m.672), particularly preferred the uracilpyridines of formulae (l.m.1) to (l.m.504), which differ from the corresponding uracilpyridines of formulae (l.a.1) to (l.a.672) only in that Z is Z-10, wherein Ra, Rband Reare H:
[0419] Also preferred are the uracilpyridines of formula (l.n), preferably the uracilpyridines of formulae (Ln.1) to (Ln.672), particularly preferred the uracilpyridines of formulae (l.n.1) to (Ln.504), which differ from the corresponding uracilpyridines of formulae (l.a.1) to (l.a.672) only in that Z is Z-11, wherein Ra, Rband Rcare H: Also preferred are the uracilpyridines of formula (l.o), preferably the uracilpyridines of formulae (l.o.1) to (1.0.672), particularly preferred the uracilpyridines of formulae (l.o.1) to (l.o.504), which differ from the corresponding uracilpyridines of formulae (l.a.1) to (l.a.672) only in that Z is Z-12, wherein Rb, Rdand Reare H:
[0420] Also preferred are the uracilpyridines of formula (l.p), preferably the uracilpyridines of formulae (l.p.1) to (l.p.672), particularly preferred the uracilpyridines of formulae (l.p.1) to (l.p.504), which differ from the corresponding uracilpyridines of formulae (l.a.1) to (l.a.672) only in that Z is Z-13, wherein Ra, Rdand Reare H:
[0421] Also preferred are the uracilpyridines of formula (l.q), preferably the uracilpyridines of formulae (l.q.1) to (l.q.672), particularly preferred the uracilpyridines of formulae (l.q.1) to (l.q.504), which differ from the corresponding uracilpyridines of formulae (l.a.1) to (l.a.672) only in that Z is Z-21, wherein Raand Rcare H:
[0422] To widen the spectrum of action and to achieve synergistic effects, the uracilpyridines of formula (I) may be mixed with a large number of representatives of other herbicidal or growth-regulating active ingredient groups and then applied concomitantly. Suitable components for mixtures are, for example, herbicides from the classes of the acetamides, amides, aryloxyphenoxypropionates, benzamides, benzofuran, benzoic acids, benzothiadiazinones, bipyridylium, carbamates, chloroacetamides, chlorocarboxylic acids, cyclohexanediones, dinitroanilines, dinitrophenol, diphenyl ether, glycines, imidazolinones, isoxazoles, isoxazolidinones, nitriles, N-phenylphthalimides, oxadiazoles, oxazolidinediones, oxyacetamides, phenoxycarboxylic acids, phenylcarbamates, phenylpyrazoles, phenylpyrazolines, phenylpyridazines, phosphinic acids, phosphoroamidates, phosphorodithioates, phthalamates, pyrazoles, pyridazinones, pyridines, pyridinecarboxylic acids, pyridinecarboxamides, pyrimidinediones, pyrimidinyl(thio)benzoates, quinolinecarboxylic acids, semicarbazones, sulfonylaminocarbonyltriazolinones, sulfonylureas, tetrazolinones, thiadiazoles, thiocarbamates, triazines, triazinones, triazoles, triazolinones, triazolocarboxamides, triazolopyrimidines, triketones, uracils, ureas.
[0423] It may furthermore be beneficial to apply the uracilpyridines of formula (I) alone or in combination with other herbicides, or else in the form of a mixture with other crop protection agents, for example together with agents for controlling pests or phytopathogenic fungi or bacteria. Also of interest is the miscibility with mineral salt solutions, which are employed for treating nutritional and trace element deficiencies. Other additives such as non-phytotoxic oils and oil concentrates may also be added.
[0424] In one embodiment of the present invention the compositions according to the present invention comprise at least one uracilpyridine of formula (I) (compound A) and at least one further active compound selected from herbicides B, preferably herbicides B of class b1) to b15), and safeners C (compound C).
[0425] In another embodiment of the present invention the compositions according to the present invention comprise at least one uracilpyridine of formula (I) and at least one further active compound B (herbicide B).
[0426] The further herbicidal compound B (component B) is preferably selected from the herbicides of class b1) to b15): b1) lipid biosynthesis inhibitors; b2) acetolactate synthase inhibitors (ALS inhibitors); b3) photosynthesis inhibitors; b4) protoporphyrinogen-IX oxidase inhibitors, b5) bleacher herbicides; b6) enolpyruvyl shikimate 3-phosphate synthase inhibitors (EPSP inhibitors); b7) glutamine synthetase inhibitors; b8) 7,8-dihydropteroate synthase inhibitors (DHP inhibitors); b9) mitosis inhibitors; b10) inhibitors of the synthesis of very long chain fatty acids (VLCFA inhibitors); b11) cellulose biosynthesis inhibitors; b12) decoupler herbicides; b13) auxinic herbicides; b14) auxin transport inhibitors; and b15) other herbicides selected from the group consisting of bromobutide, chlorflurenol, chlorflurenol- methyl, cinmethylin, cumyluron, dalapon, dazomet, difenzoquat, difenzoquat-metilsulfate, dimethipin, DSMA, dymron, endothal and its salts, etobenzanid, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl, flurenol, flurenol-butyl, flurprimidol, fosamine, fosamine-ammonium, indanofan, indaziflam, maleic hydrazide, mefluidide, metam, methiozolin (CAS 403640-27-7), methyl azide, methyl bromide, methyl-dymron, methyl iodide, MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, quinoclamine, triaziflam, tridiphane and 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol (CAS 499223-49-3) and its salts and esters; including their agriculturally acceptable salts or derivatives.
[0427] Preference is given to those compositions according to the present invention comprising at least one herbicide B selected from herbicides of class b2, b3, b4, b5, b6, b7, b9, b10 and b13.
[0428] Specific preference is given to those compositions according to the present invention which comprise at least one herbicide B selected from the herbicides of class b4, b6, b7, b9, b10 and b13.
[0429] Particular preference is given to those compositions according to the present invention which comprise at least one herbicide B selected from the herbicides of class b4, b6, b10 and b13.
[0430] Examples of herbicides B which can be used in combination with the uracilpyridines of formula (I) of formula (I) according to the present invention are: b1) from the group of the lipid biosynthesis inhibitors:
[0431] ACC-herbicides such as alloxydim, alloxydim-sodium, butroxydim, clethodim, clodinafop, clodinafop-propargyl, cycloxydim, cyhalofop, cyhalofop-butyl, diclofop, diclofop-methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl, metamifop, pinoxaden, profoxydim, propaquizafop, quizalofop, quizalofop- ethyl, quizalofop-tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, sethoxydim, tepraloxydim, tralkoxydim, 4-(4'-Chloro-4-cyclopropyl-2'-fluoro[1, -biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1312337-72-6); 4-(2',4'-Dichloro-4-cyclopropyl[1 ,1'-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran- 3(6H)-one (CAS 1312337-45-3); 4-(4'-Chloro-4-ethyl-2'-fluoro[1 ,1'-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl- 2H-pyran-3(6H)-one (CAS 1033757-93-5); 4-(2',4'-Dichloro-4-ethyl[1,1'-biphenyl]-3-yl)-2,2,6,6-tetramethyl-2H- pyran-3,5(4H,6H)-dione (CAS 1312340-84-3); 5-(Acetyloxy)-4-(4'-chloro-4-cyclopropyl-2'-fluoro[1 ,1'-biphenyl]-3- yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1312337-48-6); 5-(Acetyloxy)-4-(2',4'-dichloro-4- cyclopropyl- [1 ,1 '-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one; 5-(Acetyloxy)-4-(4'-chloro-4- ethy l-2'-f luoro [1 , 1 '-bipheny l]-3-y l)-3, 6-d i hydro-2, 2, 6, 6-tetramethy I-2 H-pyran-3-one (CAS 1312340-82-1 ); 5- (Acetyloxy)-4-(2',4'-dichloro-4-ethyl[1,1'-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1033760-55-2); 4-(4'-Chloro-4-cyclopropyl-2'-fluoro[1 , 1 '-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo- 2H-pyran-3-yl carbonic acid methyl ester (CAS 1312337-51-1); 4-(2',4'-Dichloro -4-cyclopropyl- [1 ,1 '-biphenyl]- 3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester; 4-(4'-Chloro-4-ethyl-2'- fluoro[1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester (CAS 1312340-83-2); 4-(2',4'-Dichloro-4-ethyl[1 ,1 '-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester (CAS 1033760-58-5); and non ACC herbicides such as benfuresate, butylate, cycloate, dalapon, dimepiperate, EPTC, esprocarb, ethofumesate, flupropanate, molinate, orbencarb, pebulate, prosulfocarb, TCA, thiobencarb, tiocarbazil, triallate and vernolate; b2) from the group of the ALS inhibitors: sulfonylureas such as amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl, chlorimuron, chlorimuron- ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, flupyrsulfuron-methyl-sodium, foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron- sodium, mesosulfuron, metazosulfuron, metsulfuron, metsulfuron-methyl, nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron-methyl, propyrisulfuron, prosulfuron, pyrazosulfuron, pyrazosulfuron- ethyl, rimsulfuron, sulfometuron, sulfometuron-methyl, sulfosulfuron, thifensulfuron, thifensulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl, trifloxysulfuron, triflusulfuron, triflusulfuron-methyl and tritosulfuron, imidazolinones such as imazamethabenz, imazamethabenz-methyl, imazamox, imazapic, imazapyr, imazaquin and imazethapyr, triazolopyrimidine herbicides and sulfonanilides such as cloransulam, cloransulam-methyl, diclosulam, flumetsulam, florasulam, metosulam, penoxsulam, pyrimisulfan and pyroxsulam, pyrimidinylbenzoates such as bispyribac, bispyribac-sodium, pyribenzoxim, pyriftalid, pyriminobac, pyriminobac- methyl, pyrithiobac, pyrithiobac-sodium, 4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]-benzoic acid-1 -methylethyl ester (CAS 420138-41-6), 4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]- benzoic acid propyl ester (CAS 420138-40-5), N-(4-bromophenyl)-2-[(4,6-dimethoxy-2- pyrimidinyl)oxy]benzenemethanamine (CAS 420138-01-8), sulfonylaminocarbonyl-triazolinone herbicides such as flucarbazone, flucarbazone-sodium, propoxycarbazone, propoxycarbazone-sodium, thiencarbazone and thiencarbazone-methyl; and triafamone; among these, a preferred embodiment of the invention relates to those compositions comprising at least one imidazolinone herbicide; b3) from the group of the photosynthesis inhibitors: amicarbazone, inhibitors of the photosystem II, e.g. 1-(6-tert-butylpyrimidin-4-yl)-2-hydroxy-4-methoxy-3-methyl- 2H-pyrrol-5-one (CAS 1654744-66-7), 1-(5-tert-butylisoxazol-3-yl)-2-hydroxy-4-methoxy-3-methyl-2H-pyrrol-5- one (CAS 1637455-12-9), 1-(5-tert-butylisoxazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1637453-94-1 ), 1 -(5-tert-buty 1-1 -methyl-pyrazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrol-5-one (CAS 1654057-29-0), 1 -(5-tert-buty 1-1 -methyl-pyrazol-3-yl)-3-chloro-2-hydroxy-4-methyl-2H-pyrrol-5-one (CAS 1654747-80-4), 4-hydroxy-1 -methoxy-5-methy l-3-[4-(trif luoromethy l)-2-pyridy l]i mid azo lid i n-2-one; (CAS 2023785-78-4), 4-hydroxy-1 ,5-dimethy l-3-[4-(trifluoromethy l)-2-pyridy l]i mid azo lid in-2-one (CAS 2023785-79-5), 5-ethoxy-4-hydroxy-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin-2-one (CAS 1701416-69-4), 4-hydroxy- 1 -methy l-3-[4-(trif luoromethy l)-2-pyridyl]i m id azo lid i n-2-one (CAS 1708087-22-2), 4-hydroxy-1 , 5-d i methy l-3-[1 - methy l-5-(trif luoromethy l)pyrazo l-3-y l]i m idazo lid i n-2-one (CAS 2023785-80-8), 1 -(5-tert-buty lisoxazo l-3-y l)-4- ethoxy-5-hydroxy-3-methyl-imidazolidin-2-one (CAS 1844836-64-1), triazine herbicides, including of chlorotriazine, triazinones, triazindiones, methylthiotriazines and pyridazinones such as ametryn, atrazine, chloridazone, cyanazine, desmetryn, dimethametryn.hexazinone, metribuzin, prometon, prometryn, propazine, simazine, simetryn, terbumeton, terbuthylazin, terbutryn and trietazin, aryl urea such as chlorobromuron, chlorotoluron, chloroxuron, dimefuron, diuron, fluometuron, isoproturon, isouron, linuron, metamitron, methabenzthiazuron, metobenzuron, metoxuron, monolinuron, neburon, siduron, tebuthiuron and thiadiazuron, phenyl carbamates such as desmedipham, karbutilat, phenmedipham, phenmedipham-ethyl, nitrile herbicides such as bromofenoxim, bromoxynil and its salts and esters, ioxynil and its salts and esters, uraciles such as bromacil, lenacil and terbacil, and bentazon and bentazon-sodium, pyridate, pyridafol, pentanochlor and propanil and inhibitors of the photosystem I such as diquat, diquat-dibromide, paraquat, paraquat-dichloride and paraquat-dimeti Isu Ifate. Among these, a preferred embodiment of the invention relates to those compositions comprising at least one aryl urea herbicide. Among these, likewise a preferred embodiment of the invention relates to those compositions comprising at least one triazine herbicide. Among these, likewise a preferred embodiment of the invention relates to those compositions comprising at least one nitrile herbicide; b4) from the group of the protoporphyrinogen-IX oxidase inhibitors: acifluorfen, acifluorfen-sodium, azafenidin, bencarbazone, benzfendizone, bifenox, butafenacil, carfentrazone, carfentrazone-ethyl, chlomethoxyfen, chlorphtalim, cinidon-ethyl, fluazolate, flufenpyr, flufenpyr-ethyl, flumiclorac, flumiclorac-pentyl, flumioxazin, fluoroglycofen, fluoroglycofen-ethyl, fluthiacet, fluthiacet-methyl, fomesafen, halosafen, lactofen, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, profluazol, pyraclonil, pyraflufen, pyraflufen-ethyl, saflufenacil, sulfentrazone, thidiazimin, tiafenacil, trifludimoxazin, ethyl [3-[2-chloro- 4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1 ,2,3,4-tetrahydropyrimidin-3-yl)phenoxy]-2-pyridyloxy]acetate (CAS 353292-31-6; S-3100, N-ethyl-3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1 H-pyrazole-1 - carboxamide (CAS 452098-92-9), N-tetrahydrofurfury l-3-(2,6-dich loro-4-trif luoromethy lphenoxy)-5-methy 1-1 H- pyrazole-1 -carboxamide (CAS 915396-43-9), N-ethyl-3-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-5-methyl- 1 H-pyrazole-1 -carboxamide (CAS 452099-05-7), N-tetrahydrofurfury l-3-(2-ch loro-6-f luoro-4-trif luoromethy lphenoxy)-5-methy I- 1 H-pyrazole-1 -carboxamide (CAS 452100-03-7), 3-[7-fluoro-3-oxo-4-(prop-2-ynyl)- 3,4-dihydro-2H-benzo[1 ,4]oxazin-6-yl]-1 ,5-dimethyl-6-thioxo-[1 , 3, 5]triazinan-2, 4-dione (CAS 451484-50-7), 2- (2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1 ,4]oxazin-6-yl)-4,5,6,7-tetrahydro-isoindole-1 ,3-dione (CAS 1300118-96-0), 1 -methyl-6-trifluoromethyl-3-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H- benzo[1 ,4]oxazin-6-yl)-1 H-pyrimidine-2, 4-dione (CAS 1304113-05-0), methyl (E)-4-[2-chloro-5-[4-chloro-5- (difluoromethoxy)-l H-methyl-pyrazol-3-yl]-4-fluoro-phenoxy]-3-methoxy-but-2-enoate (CAS 948893-00-3), and 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1 H-benzimidazol-4-yl]-1-methyl-6-(trifluoromethyl)-1 H-pyrimidine-2, 4- dione (CAS 212754-02-4); b5) from the group of the bleacher herbicides:
[0432] PDS inhibitors: beflubutamid, diflufenican, fluridone, flurochloridone, flurtamone, norflurazon, picolinafen, and 4- (3-trifluoromethylphenoxy)-2-(4-trifluoromethylphenyl)pyrimidine (CAS 180608-33-7), HPPD inhibitors: benzobicyclon, benzofenap, bicyclopyrone, clomazone, fenquinotrione, isoxaflutole, mesotrione, oxotrione (CAS 1486617-21-3), pyrasulfotole, pyrazolynate, pyrazoxyfen, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone , bleacher, unknown target: aclonifen, amitrole flumeturon and 2-chloro-3-methylsulfanyl-N-(1 - methyltetrazol-5-yl)-4-(trifluoromethyl)benzamide (CAS 1361139-71-0), 2-(2,4-dichlorophenyl)methyl-4,4- dimethyl-3-isoxazolidone (CAS 81777-95-9) and 2-(2,5-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone (CAS 81778-66-7); b6) from the group of the EPSP synthase inhibitors: glyphosate, glyphosate-isopropylammonium, glyposate-potassium and glyphosate-trimesium (sulfosate); b7) from the group of the glutamine synthase inhibitors: bilanaphos (bialaphos), bilanaphos-sodium, glufosinate, glufosinate-P and glufosinate-ammonium; b8) from the group of the DHP synthase inhibitors: asulam; b9) from the group of the mitosis inhibitors: compounds of group K1: dinitroanilines such as benfluralin, butralin, dinitramine, ethalfluralin, fluchloralin, oryzalin, pendimethalin, prodiamine and trifluralin, phosphoramidates such as amiprophos, amiprophos-methyl, and butamiphos, benzoic acid herbicides such as chlorthal, chlorthal-dimethyl, pyridines such as dithiopyr and thiazopyr, benzamides such as propyzamide and tebutam; compounds of group K2: carbetamide, chlorpropham, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl and propham ; among these, compounds of group K1, in particular dinitroanilines are preferred; b10) from the group of the VLCFA inhibitors: chloroacetamides such as acetochlor, alachlor, amidochlor, butachlor, dimethachlor, dimethenamid, dimethenamid-P, metazachlor, metolachlor, metolachlor-S, pethoxamid, pretilachlor, propachlor, propisochlor and thenylchlor, oxyacetanilides such as flufenacet and mefenacet, acetanilides such as diphenamid, naproanilide, napropamide and napropamide-M, tetrazolinones such fentrazamide, and other herbicides such as anilofos, cafenstrole, fenoxasulfone, ipfencarbazone, piperophos, pyroxasulfone and isoxazoline compounds of the formulae 11.1, II.2, II.3, II.4, II.5, II.6, II.7, II.8 and II.9 the isoxazoline compounds of the formula (l)l are known in the art, e.g. from WO 2006 / 024820, WO 2006 / 037945, WO 2007 / 071900 and WO 2007 / 096576; among the VLCFA inhibitors, preference is given to chloroacetamides and oxyacetamides; b11) from the group of the cellulose biosynthesis inhibitors: chlorthiamid, dichlobenil, flupoxam, indaziflam, isoxaben, triaziflam and 1-cyclohexyl-5-pentafluorphenyloxy-14- [1,2,4,6]thiatriazin-3-ylamine (CAS 175899-01-1); b12) from the group of the decoupler herbicides: dinoseb, dinoterb and DNOC and its salts; b13) from the group of the auxinic herbicides: 2,4-D and its salts and esters such as clacyfos, 2,4-DB and its salts and esters, aminocyclopyrachlor and its salts and esters, aminopyralid and its salts such as aminopyralid-dimethylammonium, aminopyralid-tris(2- hydroxypropyl)ammonium and its esters, benazolin, benazolin-ethyl, chloramben and its salts and esters, clomeprop, clopyralid and its salts and esters, dicamba and its salts and esters, dichlorprop and its salts and esters, dichlorprop-P and its salts and esters, flopyrauxifen, fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl, halauxifen and its salts and esters (CAS 943832-60-8); MCPA and its salts and esters, MCPA-thioethy I, MCPB and its salts and esters, mecoprop and its salts and esters, mecoprop-P and its salts and esters, picloram and its salts and esters, quinclorac, quinmerac, TBA (2,3,6) and its salts and esters, triclopyr and its salts and esters, florpyrauxifen, florpyrauxifen-benzyl (CAS 1390661-72-9) and 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1 H- indol-6-yl)picolinic acid (CAS 1629965-65-6); b14) from the group of the auxin transport inhibitors: diflufenzopyr, diflufenzopyr-sodium, naptalam and naptalam-sodium; b15) from the group of the other herbicides: bromobutide, chlorflurenol, chlorflurenol-methyl, cinmethylin, cumyluron, cyclopyrimorate (CAS 499223-49-3) and its salts and esters, dalapon, dazomet, difenzoquat, difenzoquat-metilsulfate, dimethipin, DSMA, dymron, endothal and its salts, etobenzanid, flurenol, flurenol-butyl, flurprimidol, fosamine, fosamine-ammonium, indanofan, maleic hydrazide, mefluidide, metam, methiozolin (CAS 403640-27-7), methyl azide, methyl bromide, methyl-dymron, methyl iodide, MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, quinoclamine and tridiphane.
[0433] Active compounds B and C having a carboxyl group can be employed in the form of the acid, in the form of an agriculturally suitable salt as mentioned above or else in the form of an agriculturally acceptable derivative in the compositions according to the invention.
[0434] In the case of dicamba, suitable salts include those, where the counterion is an agriculturally acceptable cation. For example, suitable salts of dicamba are dicamba-sodium, dicamba-potassium, dicamba-methylammonium, dicamba-dimethylammonium, dicamba-isopropylammonium, dicamba-diglycolamine, dicamba-olamine, dicamba-diolamine, dicamba-trolamine, dicamba-N,N-bis-(3-aminopropyl)methylamine and dicamba- diethy lenetriamine. Examples of a suitable ester are dicamba-methyl and dicamba-butotyl.
[0435] Suitable salts of 2,4-D are 2,4-D-ammonium, 2,4-D-dimethylammonium, 2,4-D-diethylammonium, 2,4-D- diethanolammonium (2,4-D-diolamine), 2,4-D-triethanolammonium, 2,4-D-isopropylammonium, 2,4-D- triisopropanolammonium, 2,4-D-heptylammonium, 2,4-D-dodecylammonium, 2,4-D-tetradecylammonium, 2,4-D- triethylammonium, 2,4-D-tris(2-hydroxypropyl)ammonium, 2,4-D-tris(isopropyl)ammonium, 2,4-D-trolamine, 2,4- D-lithium, 2,4-D-sodium. Examples of suitable esters of 2,4-D are 2,4-D-butotyl, 2,4-D-2-butoxypropyl, 2,4-D-3- butoxypropyl, 2,4-D-butyl, 2,4-D-ethyl, 2,4-D-ethylhexyl, 2,4-D-isobutyl, 2,4-D-isooctyl, 2,4-D-isopropyl, 2,4-D- meptyl, 2,4-D-methyl, 2,4-D-octyl, 2,4-D-pentyl, 2,4-D-propyl, 2,4-D-tefuryl and clacyfos.
[0436] Suitable salts of 2,4-DB are for example 2,4-DB-sodium, 2,4-DB-potassium and 2,4-DB-dimethylammonium. Suitable esters of 2,4-DB are for example 2,4-DB-buty I and 2,4-DB-isocty I.
[0437] Suitable salts of dichlorprop are for example dichlorprop-sodium, dichlorprop-potassium and dichlorpropdimethylammonium. Examples of suitable esters of dichlorprop are dich lorprop-butoty I and dich lorprop-isoctyl. Suitable salts and esters of MCPA include MCPA-butotyl, MCPA-butyl, MCPA-dimethylammonium, MCPA- diolamine, MCPA-ethyl, MCPA-thioethyl, MCPA-2-ethylhexyl, MCPA-isobutyl, MCPA-isoctyl, MCPA-isopropyl, MCPA-isopropylammonium, MCPA-methyl, MCPA-olamine, MCPA-potassium, MCPA-sodium and MCPA- trolamine.
[0438] A suitable salt of MCPB is MCPB sodium. A suitable ester of MCPB is MCPB-ethyl. Suitable salts of clopyralid are clopyralid-potassium, clopyralid-olamine and clopyralid-tris-(2- hydroxypropyl)ammonium. Example of suitable esters of clopyralid is clopyralid-methyl.
[0439] Examples of a suitable ester of fluroxypyr are fluroxypyr-meptyl and fluroxypyr-2-butoxy-1 -methylethyl, wherein fluroxypyr-meptyl is preferred.
[0440] Suitable salts of picloram are picloram-dimethylammonium, picloram-potassium, picloram- triisopropanolammonium, picloram-triisopropylammonium and picloram-trolamine. A suitable ester of picloram is picloram-isoctyl.
[0441] A suitable salt of triclopyr is triclopyr-triethylammonium. Suitable esters of triclopyr are for example triclopyr- ethyl and triclopyr-butotyl.
[0442] Suitable salts and esters of chloramben include chloramben-ammonium, chloramben-diolamine, chloramben- methyl, chloramben-methylammonium and chloramben-sodium. Suitable salts and esters of 2,3,6-TBA include 2,3,6-TBA-dimethylammonium, 2,3,6-TBA-lithium, 2,3,6-TBA-potassium and 2,3,6-TBA-sodium.
[0443] Suitable salts and esters of aminopyralid include aminopyralid-potassium, aminopyralid-dimethylammonium, and aminopyralid-tris(2-hydroxypropyl)ammonium.
[0444] Suitable salts of glyphosate are for example glyphosate-ammonium, glyphosate-diammonium, glyphoste- dimethylammonium, glyphosate-isopropylammonium, glyphosate-potassium, glyphosate-sodium, glyphosate- trimesium as well as the ethanolamine and diethanolamine salts, preferably glyphosate-diammonium, glyphosate-isopropylammonium and glyphosate-trimesium (sulfosate).
[0445] A suitable salt of glufosinate is for example glufosinate-ammonium.
[0446] A suitable salt of glufosinate-P is for example glufosinate-P-ammonium.
[0447] Suitable salts and esters of bromoxynil are for example bromoxynil-butyrate, bromoxynil-heptanoate, bromoxynil-octanoate, bromoxynil-potassium and bromoxynil-sodium.
[0448] Suitable salts and esters of ioxonil are for example ioxonil-octanoate, ioxonil-potassium and ioxonil-sodium. Suitable salts and esters of mecoprop include mecoprop-butotyl, mecoprop-dimethylammonium, mecoprop- diolamine, mecoprop-ethadyl, mecoprop-2-ethylhexyl, mecoprop-isoctyl, mecoprop-methyl, mecoprop- potassium, mecoprop-sodium and mecoprop-trolamine.
[0449] Suitable salts of mecoprop-P are for example mecoprop-P-butotyl, mecoprop-P-dimethylammonium, mecoprop- P-2-ethylhexyl, mecoprop-P-isobutyl, mecoprop-P-potassium and mecoprop-P-sodium.
[0450] A suitable salt of diflufenzopyr is for example diflufenzopyr-sodium.
[0451] A suitable salt of naptalam is for example naptalam-sodium.
[0452] Suitable salts and esters of aminocyclopyrachlor are for example aminocyclopyrachlor-dimethylammonium, aminocyclopyrachlor-methyl, aminocyclopyrachlor-triisopropanolammonium, aminocyclopyrachlor-sodium and aminocyclopyrachlor-potassium.
[0453] A suitable salt of quinclorac is for example quinclorac-dimethylammonium.
[0454] A suitable salt of quinmerac is for example quinmerac-dimethylammonium.
[0455] A suitable salt of imazamox is for example imazamox-ammonium.
[0456] Suitable salts of imazapic are for example imazapic-ammonium and imazapic-isopropylammonium.
[0457] Suitable salts of imazapyr are for example imazapyr-ammonium and imazapyr-isopropylammonium.
[0458] A suitable salt of imazaquin is for example imazaquin-ammonium.
[0459] Suitable salts of imazethapyr are for example imazethapyr-ammonium and imazethapyr-isopropylammonium.
[0460] A suitable salt of topramezone is for example topramezone-sodium.
[0461] Particularly preferred herbicides B are the herbicides B as defined above; in particular the herbicides B.1 - B.202, especially the herbicides B.1 - B.201 listed below in table B:
[0462] Table B:
[0463]
[0464] Moreover, it may be useful to apply the uracilpyridines of formula (I) in combination with safeners. Safeners are chemical compounds which prevent or reduce damage on useful plants without having a major impact on the herbicidal action of the uracilpyridines of formula (I) towards unwanted plants. They can be applied either before sowings (e.g. on seed treatments, shoots or seedlings) or in the pre-emergence application or post-emergence application of the useful plant. The safeners and the uracilpyridines of formula (I) and optionally the herbicides B can be applied simultaneously or in succession.
[0465] In another embodiment of the present invention the compositions according to the present invention comprise at least one uracilpyridine of formula (I) and at least one safener C (component C).
[0466] Suitable safeners are e.g. (quinolin-8-oxy)acetic acids, 1 -phenyl-5-haloalkyl-1 H-1 ,2,4-triazol-3- carboxylic acids, 1 -phenyl-4,5-dihydro-5-alkyl-1 H-pyrazol-3,5-dicarboxylic acids, 4,5-dihydro-5,5- diaryl-3-isoxazol carboxylic acids, dichloroacetamides, alpha-oximinophenylacetonitriles, acetophenonoximes, 4,6-dihalo-2-phenylpyrimidines, N-[[4-(aminocarbonyl)phenyl]sulfonyl]-2-benzoic amides, 1 ,8-naphthalic anhydride, 2-halo-4-(haloalkyl)-5-thiazol carboxylic acids, phosphorthiolates and N-alkyl-O-phenylcarbamates and their agriculturally acceptable salts and their agriculturally acceptable derivatives such amides, esters, and thioesters, provided they have an acid group.
[0467] Examples of preferred safeners C are benoxacor, cloquintocet, cyometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, mephenate, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl)-1-oxa-4- azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1 ,3-oxazolidine (R-29148, CAS 52836-31-4), metcamifen and BPCMS (CAS 54091-06-4); especially preferred benoxacor, cloquintocet, cyometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr, mephenate, naphthalic anhydride, oxabetrinil, 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1 ,3-oxazolidine (R-29148, CAS 52836-31-4) and metcamifen.
[0468] Particularly preferred safeners C, which, as component C, are constituent of the composition according to the invention are the safeners C as defined above; in particular the safeners C.1 - C.17 listed below in table C:
[0469] Table C
[0470] The active compounds B of groups b1) to b15) and the active compounds C are known herbicides and safeners, see, for example, The Compendium of Pesticide Common Names (http: / / www.alanwood.net / pesticides / ); Farm Chemicals Handbook 2000 volume 86, Meister Publishing Company, 2000; B. Hock, C. Fedtke, R. R. Schmidt, Herbizide [Herbicides], Georg Thieme Verlag, Stuttgart 1995; W. H. Ahrens, Herbicide Handbook, 7th edition, Weed Science Society of America, 1994; and K. K. Hatzios, Herbicide Handbook, Supplement for the 7th edition, Weed Science Society of America, 1998. 2,2,5-Trimethyl-3-(dichloroacetyl)-1 ,3-oxazolidine [CAS No. 52836- 31-4] is also referred to as R-29148. 4-(Dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane [CAS No. 71526- 07-3] is also referred to as AD-67 and MON 4660.
[0471] The assignment of the active compounds to the respective mechanisms of action is based on current knowledge. If several mechanisms of action apply to one active compound, this substance was only assigned to one mechanism of action.
[0472] According to a preferred embodiment of the invention, the composition comprises as herbicidal active compound B or component B at least one, preferably exactly one herbicide B.
[0473] According to another preferred embodiment of the invention, the composition comprises as herbicidal active compounds B or component B at least two, preferably exactly two herbicides B different from each other.
[0474] According to another preferred embodiment of the invention, the composition comprises as herbicidal active compounds B or component B at least three, preferably exactly three herbicides B different from each other. According to another preferred embodiment of the invention, the composition comprises as herbicidal active compounds B or component B at least four, preferably exactly four herbicides B different from each other.
[0475] According to another preferred embodiment of the invention, the composition comprises as safening component C or component C at least one, preferably exactly one safener C.
[0476] According to another preferred embodiment of the invention, the composition comprises as component B at least one, preferably exactly one herbicide B, and as component C at least one, preferably exactly one, safener C.
[0477] According to another preferred embodiment of the invention, the composition comprises at least two, preferably exactly two, herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.
[0478] According to another preferred embodiment of the invention, the composition comprises at least three, preferably exactly three, herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.
[0479] According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one compound of formula (I), preferably of formula (l.a) or (I .h), and as component B at least one, preferably exactly one, herbicide B.
[0480] According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one compound of formula (I), preferably of formula (l.a) or (l.h), and at least two, preferably exactly two, herbicides B different from each other.
[0481] According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one compound of formula (I), preferably of formula (l.a) or (l.h), and at least three, preferably exactly three, herbicides B different from each other.
[0482] According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one compound of formula (I), preferably of formula (l.a) or (l.h), and at least four, preferably exactly four, herbicides B different from each other.
[0483] According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one compound of formula (I), preferably of formula (l.a) or (l.h), and as component C at least one, preferably exactly one, safener C.
[0484] According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one compound of formula (I), preferably of formula (l.a) or (l.h), as component B at least one, preferably exactly one, herbicide B, and as component C at least one, preferably exactly one safener C. According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one compound of formula (I), preferably of formula (l.a) or (I . h), at least two, preferably exactly two herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.
[0485] According to another preferred embodiment of the invention, the composition comprises as component A at least one, preferably exactly one compound of formula (I), preferably of formula (l.a) or (I . h), at least three, preferably exactly three herbicides B different from each other, and as component C at least one, preferably exactly one, safener C.
[0486] According to another preferred embodiment of the invention, the composition comprises, in addition to an uracilpyridine of formula (I), especially an active compound from the group consisting of (l.a.87), (l.a.109), (l.a.115), (l.a.255), (l.a.277), (l.a.283), (l.a.339), (l.a.361), (l.a.367), (l.h.87), (l.h.109), (l.h.115), (l.h.255), (l.h.277), (l.h.283), (l.h.339), (l.h.361) and (l.h.367), at least one and especially exactly one herbicidally active compound from group b4), in particular selected from the group consisting of acifluorfen, butafencil, carfenetrazone-ethyl, flumioxazin, fomesafen, oxadiargyl, oxyfluorfen, pyraflufen, pyraflufen-ethyl, saflufenacil, sulfentrazone, trifludimoxazin, ethyl [3-[2-chloro- 4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1 ,2,3,4-tetrahydropyrimidin-3-yl)phenoxy]-2- pyridyloxy]acetate (CAS 353292-31-6).
[0487] According to another preferred embodiment of the invention, the composition comprises, in addition to an uracilpyridine of formula (I), especially an active compound from the group consisting of (l.a.87), (l.a.109), (l.a.115), (l.a.255), (l.a.277), (l.a.283), (l.a.339), (l.a.361), (l.a.367), (l.h.87), (l.h.109), (l.h.115), (l.h.255), (l.h.277), (l.h.283), (l.h.339), (l.h.361) and (l.h.367), at least one and especially exactly one herbicidally active compound from group b6), in particular selected from the group consisting of glyphosate, glyphosate-ammonium, glyphosate-dimethylammonium , glyphosate- isopropylammonium and glyphosate-trimesium (sulfosate) and glyphosate-potassium.
[0488] According to another preferred embodiment of the invention, the composition comprises, in addition to an uracilpyridine of formula (I), especially an active compound from the group consisting of (l.a.87), (l.a.109), (l.a.115), (l.a.255), (l.a.277), (l.a.283), (l.a.339), (l.a.361), (l.a.367), (l.h.87), (l.h.109), (l.h.115), (l.h.255), (l.h.277), (l.h.283), (l.h.339), (l.h.361) and (l.h.367), at least one and especially exactly one herbicidally active compound from group b10), in particular selected from the group consisting of acetochlor, butachlor, cafenstrole, dimethenamid-P, fentrazamide, flufenacet, mefenacet, metazachlor, metolachlor, S-metolachlor, fenoxasulfone, ipfencarbazone and pyroxasulfone. Likewise, preference is given to compositions comprising in addition to an uracilpyridine of formula (I), especially an active compound from the group consisting of (l.a.87), (l.a.109), (l.a.115), (l.a.255), (l.a.277), (l.a.283), (l.a.339), (l.a.361), (l.a.367), (l.h.87), (l.h.109), (l.h.115), (l.h.255), (l.h.277), (l.h.283), (l.h.339), (l.h.361) and (l.h.367), at least one and especially exactly one herbicidally active compound from group b10), in particular selected from the group consisting of isoxazoline compounds of the formulae 11.1, II.2, II.3, II.4, II.5, II.6, II.7, II.8 and II.9, as defined above. According to another preferred embodiment of the invention, the composition comprises, in addition to an uracilpyridine of formula (I), especially an active compound from the group consisting of (l.a.87), (l.a.109), (l.a.115), (l.a.255), (l.a.277), (l.a.283), (l.a.339), (l.a.361), (l.a.367), (l.h.87), (l.h.109), (I .h.115), (l.h.255), (l.h.277), (l.h.283), (l.h.339), (Lh.361 ) and (l.h.367), at least one and especially exactly one herbicidally active compound from group b13), in particular selected from the group consisting of 2,4-D, 2,4-D-isobutyl, 2,4-D-dimethylammonium, 2,4-D-N,N,N- trimethylethanolammonium, aminocyclopyrachlor, aminocyclopyrachlor-potassium, aminocyclopyrachlor-methyl, aminopyralid, aminopyralid-methyl, aminopyralid-dimethylammonium, aminopyralid-tris(2-hydroxypropyl)ammonium, clopyralid, clopyralid-methyl, clopyralid-olamine, dicamba, dicamba-butotyl, dicamba-diglycolamine, dicamba-dimethylammonium, dicamba-diolamine, dicamba-isopropylammonium, dicamba-potassium, dicamba-sodium, dicamba-trolamine, dicamba- N,N-bis-(3-aminopropyl)methylamine, dicamba-diethylenetriamine, flopyrauxifen, fluroxypyr, fluroxypyr-meptyl, halauxifen, halauxifen-methyl, MCPA, MCPA-2-ethylhexyl, MCPA- dimethylammonium, quinclorac, quinclorac-dimethylammonium, quinmerac, quinmerac- dimethylammonium, florpyrauxifen, florpyrauxifen-benzyl (CAS 1390661-72-9), and 4-amino-3-chloro- 5-fluoro-6-(7-fluoro-1 H-indol-6-y l)picolinic acid.
[0489] Here and below, the term “binary compositions” includes compositions comprising one or more, for example 1, 2 or 3, active compounds of the formula (I) and either one or more, for example 1, 2 or 3, herbicides B or one or more safeners C.
[0490] Correspondingly, the term “ternary compositions” includes compositions comprising one or more, for example 1, 2 or 3, active compounds of the formula (I), one or more, for example 1, 2 or 3, herbicides B and one or more, for example 1, 2 or 3, safeners C.
[0491] In binary compositions comprising at least one compound of the formula (I) as component A and at least one herbicide B, the weight ratio of the active compounds A:B is generally in the range of from 1 :1000 to 1000:1, preferably in the range of from 1 :500 to 500:1, in particular in the range of from 1 :250 to 250:1 and particularly preferably in the range of from 1:125 to 125:1.
[0492] In binary compositions comprising at least one compound of the formula (I) as component A and at least one safener C, the weight ratio of the active compounds A:C is generally in the range of from 1 :1000 to 1000:1, preferably in the range of from 1 :500 to 500:1, in particular in the range of from 1 :250 to 250:1 and particularly preferably in the range of from 1 :75 to 75:1 .
[0493] In ternary compositions comprising at least one uracilpyridine of formula (I) as component A, at least one herbicide B and at least one safener C, the relative proportions by weight of the components A:B are generally in the range of from 1:1000 to 1000:1, preferably in the range of from 1 :500 to 500:1, in particular in the range of from 1 :250 to 250:1 and particularly preferably in the range of from 1 : 125 to 125: 1 , the weight ratio of the components A:C is generally in the range of from 1 : 1000 to 1000: 1 , preferably in the range of from 1 :500 to 500:1, in particular in the range of from 1 :250 to 250:1 and particularly preferably in the range of from 1 :75 to 75:1, and the weight ratio of the components B:C is generally in the range of from 1 :1000 to 1000:1, preferably in the range of from 1 :500 to 500:1, in particular in the range of from 1 :250 to 250:1 and particularly preferably in the range of from 1 :75 to 75: 1 . The weight ratio of components A + B to component C is preferably in the range of from 1 :500 to 500:1, in particular in the range of from 1 :250 to 250:1 and particularly preferably in the range of from 1 :75 to 75:1.
[0494] The weight ratios of the individual components in the preferred mixtures mentioned below are within the limits given herein, in particular within the preferred limits.
[0495] Particularly preferred are the compositions mentioned below comprising the uracilpyridines of formula
[0496] (I) as defined and the substance(s) as defined in the respective row of table 1 ; especially preferred comprising as only herbicidal active compounds the uracilpyridines of formula (I) as defined and the substance(s) as defined in the respective row of table 1 ; most preferably comprising as only active compounds the uracilpyridines of formula (I) as defined and the substance(s) as defined in the respective row of table 1 .
[0497] Particularly preferred are compositions 1.1 to 1.3653, especially compositions 1.1 to 1.3635, comprising the uracilpyridine (la.339) and the substance(s) as defined in the respective row of table 1 :
[0498] Table 1 (compositions 1.1 to 1.3635): The specific number for each single composition is deductible as follows:
[0499] Composition 1.200 for example comprises the uracilpyridine l.a.339 and cinmethylin (B.200) (see table 1, entry 1.200; as well as table B, entry B.200).
[0500] Composition 2.200 for example comprises the uracilpyridine I .a.109 (see the definition for compositions 2.1 to 2.3653, preferably 2.1 to 2.3635, below) and cinmethylin (B.200) (see table 1, entry 1.200; as well as table B, entry B.200).
[0501] Composition 7.200 for example comprises imazapyr (B.35) (see the definition for compositions 7.1 to 7.3653, preferably 7.1 to 7.3635, below), the uracilpyridine l.a.339 and cinmethylin (B.200) (see table 1, entry 1.200; as well as table B, entry B.200).
[0502] Also especially preferred are compositions 2.1 to 2.3653, more preferred 2.1. to 2.3635, which differ from the corresponding compositions 1 .1 to 1 .3653, more preferred 1 .1 to 1 .3635, only in that they comprise as the active compound A the uracilpyridine of formula (La.109).
[0503] Also especially preferred are compositions 3.1 to 3.3653, more preferred 3.1. to 3.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.2 as further herbicide B.
[0504] Also especially preferred are compositions 4.1 to 4.3653, more preferred 4.1. to 4.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.8 as further herbicide B.
[0505] Also especially preferred are compositions 5.1 to 5.3653, more preferred 5.1. to 5.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.30 as further herbicide B.
[0506] Also especially preferred are compositions 6.1 to 6.3653, more preferred 6.1. to 6.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.32 as further herbicide B.
[0507] Also especially preferred are compositions 7.1 to 7.3653, more preferred 7.1. to 7.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.35 as further herbicide B.
[0508] Also especially preferred are compositions 8.1 to 8.3653, more preferred 8.1. to 8.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.38 as further herbicide B.
[0509] Also especially preferred are compositions 9.1 to 9.3653, more preferred 9.1. to 9.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.40 as further herbicide B. Also especially preferred are compositions 10.1 to 10.3653, more preferred 10.1. to 10.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.51 as further herbicide B.
[0510] Also especially preferred are compositions 11 .1 to 11 .3653, more preferred 11 .1 . to 11 .3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.55 as further herbicide B.
[0511] Also especially preferred are compositions 12.1 to 12.3653, more preferred 12.1. to 12.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.56 as further herbicide B.
[0512] Also especially preferred are compositions 13.1 to 13.3653, more preferred 13.1. to 13.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.64 as further herbicide B.
[0513] Also especially preferred are compositions 14.1 to 14.3653, more preferred 14.1. to 14.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.66 as further herbicide B.
[0514] Also especially preferred are compositions 15.1 to 15.3653, more preferred 15.1. to 15.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.67 as further herbicide B.
[0515] Also especially preferred are compositions 16.1 to 16.3653, more preferred 16.1. to 16.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.68 as further herbicide B.
[0516] Also especially preferred are compositions 17.1 to 17.3653, more preferred 17.1. to 17.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.69 as further herbicide B.
[0517] Also especially preferred are compositions 18.1 to 18.3653, more preferred 18.1. to 18.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.73 as further herbicide B.
[0518] Also especially preferred are compositions 19.1 to 19.3653, more preferred 19.1. to 19.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.76 as further herbicide B.
[0519] Also especially preferred are compositions 20.1 to 20.3653, more preferred 20.1. to 20.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.81 as further herbicide B.
[0520] Also especially preferred are compositions 21.1 to 21.3653, more preferred 21.1. to 21.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.82 as further herbicide B.
[0521] Also especially preferred are compositions 22.1 to 22.3653, more preferred 22.1. to 22.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.85 as further herbicide B.
[0522] Also especially preferred are compositions 23.1 to 23.3653, more preferred 23.1. to 23.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.88 as further herbicide B.
[0523] Also especially preferred are compositions 24.1 to 24.3653, more preferred 24.1. to 24.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.89 as further herbicide B.
[0524] Also especially preferred are compositions 25.1 to 25.3653, more preferred 25.1. to 25.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.94 as further herbicide B.
[0525] Also especially preferred are compositions 26.1 to 26.3653, more preferred 26.1. to 26.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.95 as further herbicide B.
[0526] Also especially preferred are compositions 27.1 to 27.3653, more preferred 27.1. to 27.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.98 as further herbicide B.
[0527] Also especially preferred are compositions 28.1 to 28.3653, more preferred 28.1. to 28.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.100 as further herbicide B.
[0528] Also especially preferred are compositions 29.1 to 29.3653, more preferred 29.1. to 29.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.103 as further herbicide B.
[0529] Also especially preferred are compositions 30.1 to 30.3653, more preferred 30.1. to 30.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.103 and B.67 as further herbicides B.
[0530] Also especially preferred are compositions 31.1 to 31.3653, more preferred 31.1. to 31.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.103 and B.76 as further herbicides B.
[0531] Also especially preferred are compositions 32.1 to 32.3653, more preferred 32.1. to 32.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.103 and B.82 as further herbicides B. Also especially preferred are compositions 33.1 to 33.3653, more preferred 33.1. to 33.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.104 as further herbicide B.
[0532] Also especially preferred are compositions 34.1 to 34.3653, more preferred 34.1. to 34.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.104 and B.67 as further herbicides B.
[0533] Also especially preferred are compositions 35.1 to 35.3653, more preferred 35.1. to 35.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.104 and B.76 as further herbicides B.
[0534] Also especially preferred are compositions 36.1 to 36.3653, more preferred 36.1. to 36.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.104 and B.82 as further herbicides B.
[0535] Also especially preferred are compositions 37.1 to 37.3653, more preferred 37.1. to 37.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.106 as further herbicide B.
[0536] Also especially preferred are compositions 38.1 to 38.3653, more preferred 38.1. to 38.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.107 as further herbicide B.
[0537] Also especially preferred are compositions 39.1 to 39.3653, more preferred 39.1. to 39.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B. 107 and B.67 as further herbicides B.
[0538] Also especially preferred are compositions 40.1 to 40.3653, more preferred 40.1. to 40.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B. 107 and B.76 as further herbicides B.
[0539] Also especially preferred are compositions 41.1 to 41.3653, more preferred 41.1. to 41.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B. 107 and B.82 as further herbicides B.
[0540] Also especially preferred are compositions 42.1 to 42.3653, more preferred 42.1. to 42.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.109 as further herbicide B.
[0541] Also especially preferred are compositions 43.1 to 43.3653, more preferred 43.1. to 43.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.111 as further herbicide B.
[0542] Also especially preferred are compositions 44.1 to 44.3653, more preferred 44.1. to 44.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.111 and B.67 as further herbicides B.
[0543] Also especially preferred are compositions 45.1 to 45.3653, more preferred 45.1. to 45.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.111 and B.76 as further herbicides B.
[0544] Also especially preferred are compositions 46.1 to 46.3653, more preferred 46.1. to 46.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.111 and B.82 as further herbicides B.
[0545] Also especially preferred are compositions 47.1 to 47.3653, more preferred 47.1. to 47.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B. 116 as further herbicide B.
[0546] Also especially preferred are compositions 48.1 to 48.3653, more preferred 48.1. to 48.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.116 and B.67 as further herbicides B.
[0547] Also especially preferred are compositions 49.1 to 49.3653, more preferred 49.1. to 49.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.116 and B.94 as further herbicides B.
[0548] Also especially preferred are compositions 50.1 to 50.3653, more preferred 50.1. to 50.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.116 and B.103 as further herbicides B.
[0549] Also especially preferred are compositions 51.1 to 51.3653, more preferred 51.1. to 51.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.116 and B.128 as further herbicides B.
[0550] Also especially preferred are compositions 52.1 to 52.3653, more preferred 52.1. to 52.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.116 and B.104 as further herbicides B.
[0551] Also especially preferred are compositions 53.1 to 53.3653, more preferred 53.1. to 53.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.116 and B.107 as further herbicides B.
[0552] Also especially preferred are compositions 54.1 to 54.3653, more preferred 54.1. to 54.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.116 and B.111 as further herbicides B.
[0553] Also especially preferred are compositions 55.1 to 55.3653, more preferred 55.1. to 55.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.122 as further herbicide B. Also especially preferred are compositions 56.1 to 56.3653, more preferred 56.1. to 56.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.126 as further herbicide B.
[0554] Also especially preferred are compositions 57.1 to 57.3653, more preferred 57.1. to 57.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.128 as further herbicide B.
[0555] Also especially preferred are compositions 58.1 to 58.3653, more preferred 58.1. to 58.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.131 as further herbicide B.
[0556] Also especially preferred are compositions 59.1 to 59.3653, more preferred 59.1. to 59.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.132 as further herbicide B.
[0557] Also especially preferred are compositions 60.1 to 60.3653, more preferred 60.1. to 60.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.133 as further herbicide B.
[0558] Also especially preferred are compositions 61.1 to 61.3653, more preferred 61.1. to 61.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.135 as further herbicide B.
[0559] Also especially preferred are compositions 62.1 to 62.3653, more preferred 62.1. to 62.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.137 as further herbicide B.
[0560] Also especially preferred are compositions 63.1 to 63.3653, more preferred 63.1. to 63.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 11.1 to 1.3635, only in that they additionally comprise B.138 as further herbicide B.
[0561] Also especially preferred are compositions 64.1 to 64.3653, more preferred 64.1. to 64.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.140 as further herbicide B.
[0562] Also especially preferred are compositions 65.1 to 65.3653, more preferred 65.1. to 65.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.145 as further herbicide B.
[0563] Also especially preferred are compositions 66.1 to 66.3653, more preferred 66.1. to 66.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.153 as further herbicide B.
[0564] Also especially preferred are compositions 67.1 to 67.3653, more preferred 67.1. to 67.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.156 as further herbicide B.
[0565] Also especially preferred are compositions 68.1 to 68.3653, more preferred 68.1. to 68.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.171 as further herbicide B.
[0566] Also especially preferred are compositions 69.1 to 69.3653, more preferred 69.1. to 69.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they additionally comprise B.174 as further herbicide B.
[0567] Also especially preferred are compositions 70.1 to 70.3653, more preferred 70.1 . to 70.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.a.115).
[0568] Also especially preferred are compositions 71 .1 to 71 .3653, more preferred 71 .1 . to 71 .3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.a.255).
[0569] Also especially preferred are compositions 72.1 to 72.3653, more preferred 72.1 . to 72.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.a.277).
[0570] Also especially preferred are compositions 73.1 to 73.3653, more preferred 73.1 . to 73.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.a.283).
[0571] Also especially preferred are compositions 74.1 to 74.3653, more preferred 74.1 . to 74.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.a.87).
[0572] Also especially preferred are compositions 75.1 to 75.3653, more preferred 75.1 . to 75.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.a.361 ).
[0573] Also especially preferred are compositions 76.1 to 76.3653, more preferred 76.1 . to 76.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.a.367).
[0574] Also especially preferred are compositions 77.1 to 77.3653, more preferred 77.1 . to 77.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.87).
[0575] Also especially preferred are compositions 78.1 to 78.3653, more preferred 78.1 . to 78.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.109). Also especially preferred are compositions 79.1 to 79.3653, more preferred 79.1 . to 79.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.115).
[0576] Also especially preferred are compositions 80.1 to 80.3653, more preferred 80.1 . to 80.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.255).
[0577] Also especially preferred are compositions 81 .1 to 81 .3653, more preferred 81 .1 . to 81 .3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.277).
[0578] Also especially preferred are compositions 82.1 to 82.3653, more preferred 82.1 . to 82.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.283).
[0579] Also especially preferred are compositions 83.1 to 83.3653, more preferred 83.1 . to 83.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339).
[0580] Also especially preferred are compositions 84.1 to 84.3653, more preferred 84.1 . to 84.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.361 ).
[0581] Also especially preferred are compositions 85.1 to 85.3653, more preferred 85.1 . to 85.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.367).
[0582] Also especially preferred are compositions 86.1 to 86.3653, more preferred 86.1. to 86.3635, which differ from the corresponding compositions 1 .1 to 1 .3653, more preferred 1 .1 to 1 .3635, only in they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.2 as further herbicide B.
[0583] Also especially preferred are compositions 87.1 to 87.3653, more preferred 87.1. to 87.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.8 as further herbicide B.
[0584] Also especially preferred are compositions 88.1 to 88.3653, more preferred 88.1. to 88.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.30 as further herbicide B.
[0585] Also especially preferred are compositions 89.1 to 89.3653, more preferred 89.1. to 89.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.32 as further herbicide B. Also especially preferred are compositions 90.1 to 90.3653, more preferred 90.1. to 90.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I . h.339) and additionally comprise B.35 as further herbicide B.
[0586] Also especially preferred are compositions 91.1 to 91.3653, more preferred 91.1. to 91.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I. h.339) and additionally comprise B.38 as further herbicide B.
[0587] Also especially preferred are compositions 92.1 to 92.3653, more preferred 92.1. to 92.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I. h.339) and additionally comprise B.40 as further herbicide B.
[0588] Also especially preferred are compositions 93.1 to 93.3653, more preferred 93.1. to 93.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I. h.339) and additionally comprise B.51 as further herbicide B.
[0589] Also especially preferred are compositions 94.1 to 94.3653, more preferred 94.1. to 94.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I. h.339) and additionally comprise B.55 as further herbicide B.
[0590] Also especially preferred are compositions 95.1 to 95.3653, more preferred 95.1. to 95.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I. h.339) and additionally comprise B.56 as further herbicide B.
[0591] Also especially preferred are compositions 96.1 to 96.3653, more preferred 96.1. to 96.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I. h.339) and additionally comprise B.64 as further herbicide B.
[0592] Also especially preferred are compositions 97.1 to 97.3653, more preferred 97.1. to 97.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I. h.339) and additionally comprise B.66 as further herbicide B.
[0593] Also especially preferred are compositions 98.1 to 98.3653, more preferred 98.1. to 98.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (I. h.339) and additionally comprise B.67 as further herbicide B.
[0594] Also especially preferred are compositions 99.1 to 99.3653, more preferred 99.1. to 99.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.68 as further herbicide B.
[0595] Also especially preferred are compositions 100.1 to 100.3653, more preferred 100.1. to 100.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.69 as further herbicide B.
[0596] Also especially preferred are compositions 101.1 to 101.3653, more preferred 101.1. to 101.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.73 as further herbicide B.
[0597] Also especially preferred are compositions 102.1 to 102.3653, more preferred 102.1. to 102.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635 only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.76 as further herbicide B.
[0598] Also especially preferred are compositions 103.1 to 103.3653, more preferred 103.1. to 103.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.81 as further herbicide B.
[0599] Also especially preferred are compositions 104.1 to 104.3653, more preferred 104.1. to 104.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.82 as further herbicide B.
[0600] Also especially preferred are compositions 105.1 to 105.3653, more preferred 105.1. to 105.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.85 as further herbicide B.
[0601] Also especially preferred are compositions 106.1 to 106.3653, more preferred 106.1. to 106.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.88 as further herbicide B.
[0602] Also especially preferred are compositions 107.1 to 107.3653, more preferred 107.1. to 107.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.89 as further herbicide B.
[0603] Also especially preferred are compositions 108.1 to 108.3653, more preferred 108.1. to 108.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.94 as further herbicide B.
[0604] Also especially preferred are compositions 191.1 to 109.3653, more preferred 109.1. to 109.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.95 as further herbicide B.
[0605] Also especially preferred are compositions 110.1 to 110.3653, more preferred 110.1. to 110.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.98 as further herbicide B.
[0606] Also especially preferred are compositions 111.1 to 111.3653, more preferred 111.1. to 111.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.100 as further herbicide B.
[0607] Also especially preferred are compositions 112.1 to 112.3653, more preferred 112.1. to 112.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.103 as further herbicide B.
[0608] Also especially preferred are compositions 113.1 to 113.3653, more preferred 113.1. to 113.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.103 and B.67 as further herbicides B.
[0609] Also especially preferred are compositions 114.1 to 114.3653, more preferred 114.1. to 114.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.103 and B.76 as further herbicides B.
[0610] Also especially preferred are compositions 115.1 to 115.3653, more preferred 115.1. to 115.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.103 and B.82 as further herbicides B.
[0611] Also especially preferred are compositions 116.1 to 116.3653, more preferred 116.1. to 116.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.104 as further herbicide B.
[0612] Also especially preferred are compositions 117.1 to 117.3653, more preferred 117.1. to 117.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.104 and B.67 as further herbicides B.
[0613] Also especially preferred are compositions 118.1 to 118.3653, more preferred 118.1. to 118.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.104 and B.76 as further herbicides B.
[0614] Also especially preferred are compositions 119.1 to 119.3653, more preferred 119.1. to 119.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.104 and B.82 as further herbicides B.
[0615] Also especially preferred are compositions 120.1 to 120.3653, more preferred 120.1. to 120.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.106 as further herbicide B.
[0616] Also especially preferred are compositions 121.1 to 121.3653, more preferred 121.1. to 121.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.107 as further herbicide B.
[0617] Also especially preferred are compositions 122.1 to 122.3653, more preferred 122.1. to 122.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B. 107 and B.67 as further herbicides B.
[0618] Also especially preferred are compositions 123.1 to 123.3653, more preferred 123.1. to 123.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B. 107 and B.76 as further herbicides B.
[0619] Also especially preferred are compositions 124.1 to 124.3653, more preferred 124.1. to 124.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B. 107 and B.82 as further herbicides B.
[0620] Also especially preferred are compositions 125.1 to 125.3653, more preferred 125.1. to 125.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.109 as further herbicide B.
[0621] Also especially preferred are compositions 126.1 to 126.3653, more preferred 126.1. to 126.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.111 as further herbicide B. Also especially preferred are compositions 127.1 to 127.3653, more preferred 127.1. to 127.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.111 and B.67 as further herbicides B.
[0622] Also especially preferred are compositions 128.1 to 128.3653, more preferred 128.1. to 128.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.111 and B.76 as further herbicides B.
[0623] Also especially preferred are compositions 129.1 to 129.3653, more preferred 129.1. to 129.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.111 and B.82 as further herbicides B.
[0624] Also especially preferred are compositions 130.1 to 130.3653, more preferred 130.1. to 130.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B. 116 as further herbicide B.
[0625] Also especially preferred are compositions 131.1 to 131.3653, more preferred 131.1. to 131.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.116 and B.67 as further herbicides B.
[0626] Also especially preferred are compositions 132.1 to 132.3653, more preferred 132.1. to 132.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.116 and B.94 as further herbicides B.
[0627] Also especially preferred are compositions 133.1 to 133.3653, more preferred 133.1. to 133.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.116 and B.103 as further herbicides B.
[0628] Also especially preferred are compositions 134.1 to 134.3653, more preferred 134.1. to 134.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.116 and B.128 as further herbicides B.
[0629] Also especially preferred are compositions 135.1 to 135.3653, more preferred 135.1. to 135.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.116 and B.104 as further herbicides B.
[0630] Also especially preferred are compositions 136.1 to 136.3653, more preferred 136.1. to 136.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.116 and B.107 as further herbicides B.
[0631] Also especially preferred are compositions 137.1 to 137.3653, more preferred 137.1. to 137.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.116 and B.111 as further herbicides B.
[0632] Also especially preferred are compositions 138.1 to 138.3653, more preferred 138.1. to 138.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.122 as further herbicide B.
[0633] Also especially preferred are compositions 139.1 to 139.3653, more preferred 139.1. to 139.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.126 as further herbicide B.
[0634] Also especially preferred are compositions 140.1 to 140.3653, more preferred 140.1. to 140.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.128 as further herbicide B.
[0635] Also especially preferred are compositions 141.1 to 141.3653, more preferred 141.1. to 141.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.131 as further herbicide B.
[0636] Also especially preferred are compositions 142.1 to 142.3653, more preferred 142.1. to 142.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.132 as further herbicide B.
[0637] Also especially preferred are compositions 143.1 to 143.3653, more preferred 143.1. to 143.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.133 as further herbicide B.
[0638] Also especially preferred are compositions 144.1 to 144.3653, more preferred 144.1. to 144.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.135 as further herbicide B.
[0639] Also especially preferred are compositions 145.1 to 145.3653, more preferred 145.1. to 145.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.137 as further herbicide B.
[0640] Also especially preferred are compositions 146.1 to 146.3653, more preferred 146.1. to 146.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.138 as further herbicide B.
[0641] Also especially preferred are compositions 147.1 to 147.3653, more preferred 147.1. to 147.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.140 as further herbicide B.
[0642] Also especially preferred are compositions 148.1 to 148.3653, more preferred 148.1. to 148.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.145 as further herbicide B.
[0643] Also especially preferred are compositions 149.1 to 149.3653, more preferred 149.1. to 149.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.153 as further herbicide B.
[0644] Also especially preferred are compositions 150.1 to 150.3653, more preferred 150.1. to 150.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.156 as further herbicide B.
[0645] Also especially preferred are compositions 151.1 to 151.3653, more preferred 151.1. to 151.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.171 as further herbicide B.
[0646] Also especially preferred are compositions 152.1 to 152.3653, more preferred 152.1. to 152.3635, which differ from the corresponding compositions 1.1 to 1.3653, more preferred 1.1 to 1.3635, only in that they comprise as the active compound A the uracilpyridine of formula (l.h.339) and additionally comprise B.174 as further herbicide B.
[0647] It is generally preferred to use the compounds of the invention in combination with herbicides that are selective for the crop being treated and which complement the spectrum of weeds controlled by these compounds at the application rate employed. It is further generally preferred to apply the compounds of the invention and other complementary herbicides at the same time, either as a combination formulation or as a tank mix.
[0648] It is recognized that the polynucleotide molecules and polypeptides of the invention encompass polypeptides comprising an amino acid sequence that is sufficiently identical to the amino acid sequences set forth in SEQ ID Nos: 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 139, 143, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 184, 185, 186, 187, 188, 189, 190, 191, 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 346, 347, 348, 349, 350, 351, 352, 353, 354, 355, 356, 357, 358, 359, 360, 361, 362, 363, 364, 365, 366, 409,
[0649] 410, 411, 412, 413, 414, 415, 416, 417, 418, 419, 420, 421, 422, 423, 424, 425, 426, 427, 428, 470, 471, 472,
[0650] 473, 474, 544, 545, 546, 547, 548, 549, 550, 551, 552, 553, 554, 555, 556, 557, 558, 559, 560, 561, 562, 563,
[0651] 564, 565, 566, 567, 568, 569, 570, 571, 572, 573, 574, 575, 576, 577, 578, 579, 580, 581, 582, 583, 584, 585,
[0652] 586, 587, 588, 589, 590, 591, 592, 593, 594, 595, 596, 597, 598, 599, 600, 601, 602, 603, 604, 605, 606, 607,
[0653] 608, 609, 610, 611, 612, 613, 614, 615, 616, 617, 618, 619, 620, 621, 622, 623, 624, 625, 626, 627, 628, 629,
[0654] 630, 631, 632, 633, 634, 635, 636, 637, 638, 639, 640, 641, 642, 643, 644, 645, 646, 647, 648, 649, 650, 651,
[0655] 652, 653, 654, 655, 656, 657, 658, 659, 660, 661, 662, 663, 664, 665, 666, 667, 792, 793, 794, 795, 796, 797,
[0656] 798, 799, 800, 801, 802, 803, 804, 805, 806, 827, or 829. The term "sufficiently identical" is used herein to refer to a first amino acid or nucleotide sequence that contains a sufficient or minimum number of identical or equivalent (e.g., with a similar side chain) amino acid residues or nucleotides to a second amino acid or nucleotide sequence such that the first and second amino acid or nucleotide sequences have a common structural domain and / or common functional activity.
[0657] Generally, "sequence identity" refers to the extent to which two optimally aligned DNA or amino acid sequences are invariant throughout a window of alignment of components, e.g., nucleotides or amino acids. An "identity fraction" for aligned segments of a test sequence and a reference sequence is the number of identical components that are shared by the two aligned sequences divided by the total number of components in reference sequence segment, i.e., the entire reference sequence or a smaller defined part of the reference sequence. "Percent identity" is the identity fraction times 100. Optimal alignment of sequences for aligning a comparison window are well known to those skilled in the art and may be conducted by tools such as the local homology algorithm of Smith and Waterman, the homology alignment algorithm of Needleman and Wunsch, the search for similarity method of Pearson and Lipman, and preferably by computerized implementations of these algorithms such as GAP, BESTFIT, FASTA, and TFASTA available as part of the GCG. Wisconsin Package. (Accelrys Inc. Burlington, Mass.)
[0658] Polynucleotides and Oligonucleotides
[0659] By an "isolated polynucleotide", including DNA, RNA, or a combination of these, single or double stranded, in the sense or antisense orientation or a combination of both, dsRNA or otherwise, we mean a polynucleotide which is at least partially separated from the polynucleotide sequences with which it is associated or linked in its native state. That means other nucleic acid molecules are present in an amount less than 5% based on weight of the amount of the desired nucleic acid, preferably less than 2% by weight, more preferably less than 1 % by weight, most preferably less than 0.5% by weight. Preferably, an “isolated” nucleic acid is free of some of the sequences that naturally flank the nucleic acid (i.e., sequences located at the 5’ and 3’ ends of the nucleic acid) in the genomic DNA of the organism from which the nucleic acid is derived. For example, in various embodiments, the isolated herbicide resistance and / or tolerance related protein encoding nucleic acid molecule can contain less than about 5 kb, 4 kb, 3 kb, 2 kb, 1 kb, 0.5 kb or 0.1 kb of nucleotide sequences which naturally flank the nucleic acid molecule in genomic DNA of the cell from which the nucleic acid is derived. Moreover, an “isolated” nucleic acid molecule, such as a cDNA molecule, can be free from some of the other cellular material with which it is naturally associated, or culture medium when produced by recombinant techniques, or chemical precursors or other chemicals when chemically synthesized. Preferably, the isolated polynucleotide is at least 60% free, preferably at least 75% free, and most preferably at least 90% free from other components with which they are naturally associated. As the skilled addressee would be aware, an isolated polynucleotide can be an exogenous polynucleotide present in, for example, a transgenic organism which does not naturally comprise the polynucleotide. Furthermore, the terms "polynucleotide(s)", "nucleic acid sequence(s)", "nucleotide sequence(s)", “nucleic acid(s)”, “nucleic acid molecule” are used interchangeably herein and refer to nucleotides, either ribonucleotides or deoxyribonucleotides or a combination of both, in a polymeric unbranched form of any length.
[0660] The term “mutated PPO nucleic acid” refers to a PPO nucleic acid having a sequence that is mutated from a wild-type PPO nucleic acid; and that confers increased uracilpyridine herbicide tolerance to a plant in which it is expressed.
[0661] Furthermore, the term “mutated protoporphyrinogen oxidase (mutated PPO)” refers to the replacement of an amino acid of the wild-type primary sequences SEQ ID NO: 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 139, 143, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 184, 185, 186, 187, 188, 189, 190, 191, 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 346, 347, 348, 349, 350, 351, 352, 353, 354, 355, 356, 357, 358, 359, 360, 361, 362, 363, 364, 365, 366, 409, 410, 411, 412, 413, 414, 415, 416, 417, 418, 419,
[0662] 420, 421, 422, 423, 424, 425, 426, 427, 428, 470, 471, 472, 473, 474, 544, 545, 546, 547, 548, 549, 550, 551,
[0663] 552, 553, 554, 555, 556, 557, 558, 559, 560, 561, 562, 563, 564, 565, 566, 567, 568, 569, 570, 571, 572, 573,
[0664] 574, 575, 576, 577, 578, 579, 580, 581, 582, 583, 584, 585, 586, 587, 588, 589, 590, 591, 592, 593, 594, 595,
[0665] 596, 597, 598, 599, 600, 601, 602, 603, 604, 605, 606, 607, 608, 609, 610, 611, 612, 613, 614, 615, 616, 617,
[0666] 618, 619, 620, 621, 622, 623, 624, 625, 626, 627, 628, 629, 630, 631, 632, 633, 634, 635, 636, 637, 638, 639,
[0667] 640, 641, 642, 643, 644, 645, 646, 647, 648, 649, 650, 651, 652, 653, 654, 655, 656, 657, 658, 659, 660, 661,
[0668] 662, 663, 664, 665, 666, 667, 792, 793, 794, 795, 796, 797, 798, 799, 800, 801, 802, 803, 804, 805, 806, 827, or 829, or a variant, a derivative, a homologue, an orthologue, or paralogue thereof, with another amino acid. The expression "mutated amino acid" will be used below to designate the amino acid which is replaced by another amino acid, thereby designating the site of the mutation in the primary sequence of the protein.
[0669] In a preferred embodiment, the PPO nucleotide sequence encoding a mutated PPO comprises the sequence of SEQ ID NO: 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137, 138, 140, 141, 142, 144, 172, 173, 174, 175, 176, 177, 178, 179, 180, 181, 205, 206, 207, 208, 209, 210, 211, 212, 213, 214, 215, 216, 217, 218, 219,
[0670] 220, 221, 222, 223, 224, 225, 226, 227, 228, 229, 230, 231, 232, 233, 234, 235, 236, 237, 238, 239, 240, 241,
[0671] 242, 243, 244, 245, 246, 367, 368, 369, 370, 371, 372, 373, 374, 375, 376, 377, 378, 379, 380, 381, 382, 383,
[0672] 384, 385, 386, 387, 388, 389, 390, 391, 392, 393, 394, 395, 396, 397, 398, 399, 400, 401, 402, 403, 404, 405,
[0673] 406, 407, 408, 429, 430, 431, 432, 433, 434, 435, 436, 437, 438, 439, 440, 441, 442, 443, 444, 445, 446, 447,
[0674] 448, 449450, 451, 452, 453, 454, 455, 456, 457, 458, 459, 460, 461, 462, 463, 464, 465, 466, 467, 468, 469, 475, 476, 477, 478, 479, 480, 481, 668, 669, 670, 671, 672, 673, 674, 675, 676, 677, 678, 679, 680, 681, 682,
[0675] 683, 684, 685, 686, 687, 688, 689, 690, 691, 692, 693, 694, 695, 696, 697, 698, 699, 700, 701, 702, 703, 704,
[0676] 705, 706, 707, 708, 709, 710, 711, 712, 713, 714, 715, 716, 717, 718, 719, 720, 721, 722, 723, 724, 725, 726,
[0677] 727, 728, 729, 730731, 732, 733, 734, 735, 736, 737, 738, 739, 740, 741, 742, 743, 744, 745, 746, 747, 748, 749, 750, 751, 752, 753, 754, 755, 756, 757, 758, 759, 760, 761, 762, 763, 764, 765, 766, 767, 768, 769, 770,
[0678] 771, 772, 773, 774, 775, 776, 777, 778, 779, 780, 781, 782, 783, 784, 785, 786, 787, 788, 789, 790, 791, 807,
[0679] 808, 809, 810, 811, 812, 813, 814, 815, 816, 817, 818, 819, 820, 821, 826 or 828, or a variant or derivative thereof. Furthermore, it will be understood by the person skilled in the art that the PPO nucleotide sequences encompasse homologues, paralogues and and orthologues of SEQ ID NO: 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137, 138, 140, 141, 142, 144, 172, 173, 174, 175, 176, 177, 178, 179, 180, 181, 205, 206, 207, 208, 209, 210, 211, 212, 213, 214, 215, 216, 217, 218, 219, 220, 221, 222, 223, 224, 225, 226, 227, 228,
[0680] 229, 230, 231, 232, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 367, 368, 369, 370,
[0681] 371, 372, 373, 374, 375, 376, 377, 378, 379, 380, 381, 382, 383, 384, 385, 386, 387, 388, 389, 390, 391, 392,
[0682] 393, 394, 395, 396, 397, 398, 399, 400, 401, 402, 403, 404, 405, 406, 407, 408, 429, 430, 431, 432, 433, 434,
[0683] 435, 436, 437, 438, 439, 440, 441, 442, 443, 444, 445, 446, 447, 448, 449450, 451, 452, 453, 454, 455, 456, 457, 458, 459, 460, 461, 462, 463, 464, 465, 466, 467, 468, 469, 475, 476, 477, 478, 479, 480, 481, 668, 669,
[0684] 670, 671, 672, 673, 674, 675, 676, 677, 678, 679, 680, 681, 682, 683, 684, 685, 686, 687, 688, 689, 690, 691,
[0685] 692, 693, 694, 695, 696, 697, 698, 699, 700, 701, 702, 703, 704, 705, 706, 707, 708, 709, 710, 711, 712, 713,
[0686] 714, 715, 716, 717, 718, 719, 720, 721, 722, 723, 724, 725, 726, 727, 728, 729, 730731, 732, 733, 734, 735,
[0687] 736, 737, 738, 739, 740, 741, 742, 743, 744, 745, 746, 747, 748, 749, 750, 751, 752, 753, 754, 755, 756, 757,
[0688] 758, 759, 760, 761, 762, 763, 764, 765, 766, 767, 768, 769, 770, 771, 772, 773, 774, 775, 776, 777, 778, 779,
[0689] 780, 781, 782, 783, 784, 785, 786, 787, 788, 789, 790, 791, 807, 808, 809, 810, 811, 812, 813, 814, 815, 816,
[0690] 817, 818, 819, 820, 821, 826 or 828, as defined hereinafter.
[0691] The term "variant" with respect to a sequence (e.g., a polypeptide or nucleic acid sequence such as - for example - a transcription regulating nucleotide sequence of the invention) is intended to mean substantially similar sequences. For nucleotide sequences comprising an open reading frame, variants include those sequences that, because of the degeneracy of the genetic code, encode the identical amino acid sequence of the native protein. Naturally occurring allelic variants such as these can be identified with the use of well-known molecular biology techniques, as, for example, with polymerase chain reaction (PCR) and hybridization techniques. Variant nucleotide sequences also include synthetically derived nucleotide sequences, such as those generated, for example, by using site-directed mutagenesis and for open reading frames, encode the native protein, as well as those that encode a polypeptide having amino acid substitutions relative to the native protein, e.g. the mutated PPO according to the present invention as disclosed herein.
[0692] Generally, nucleotide sequence variants of the invention will have at least 30, 40, 50, 60, to 70%, e.g., preferably 71%, 72%, 73%, 74%, 75%, 76%, 77%, 78%, to 79%, generally at least 80%, e.g., 81%84%, at least 85%, e.g., 86%, 87%, 88%, 89%, 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, to 98% and 99% nucleotide “sequence identity” to the nucleotide sequence of : 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 89, 90, 91,
[0693] 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115,
[0694] 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137,
[0695] 138, 140, 141, 142, 144, 172, 173, 174, 175, 176, 177, 178, 179, 180, 181, 205, 206, 207, 208, 209, 210, 211,
[0696] 212, 213, 214, 215, 216, 217, 218, 219, 220, 221, 222, 223, 224, 225, 226, 227, 228, 229, 230, 231, 232, 233,
[0697] 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 367, 368, 369, 370, 371, 372, 373, 374, 375,
[0698] 376, 377, 378, 379, 380, 381, 382, 383, 384, 385, 386, 387, 388, 389, 390, 391, 392, 393, 394, 395, 396, 397,
[0699] 398, 399, 400, 401, 402, 403, 404, 405, 406, 407, 408, 429, 430, 431, 432, 433, 434, 435, 436, 437, 438, 439,
[0700] 440, 441, 442, 443, 444, 445, 446, 447, 448, 449450, 451, 452, 453, 454, 455, 456, 457, 458, 459, 460, 461, 462, 463, 464, 465, 466, 467, 468, 469, 475, 476, 477, 478, 479, 480, 481, 668, 669, 670, 671, 672, 673, 674,
[0701] 675, 676, 677, 678, 679, 680, 681, 682, 683, 684, 685, 686, 687, 688, 689, 690, 691, 692, 693, 694, 695, 696, 697, 698, 699, 700, 701, 702, 703, 704, 705, 706, 707, 708, 709, 710, 711, 712, 713, 714, 715, 716, 717, 718,
[0702] 719, 720, 721, 722, 723, 724, 725, 726, 727, 728, 729, 730731, 732, 733, 734, 735, 736, 737, 738, 739, 740,
[0703] 741, 742, 743, 744, 745, 746, 747, 748, 749, 750, 751, 752, 753, 754, 755, 756, 757, 758, 759, 760, 761, 762,
[0704] 763, 764, 765, 766, 767, 768, 769, 770, 771, 772, 773, 774, 775, 776, 777, 778, 779, 780, 781, 782, 783, 784,
[0705] 785, 786, 787, 788, 789, 790, 791, 807, 808, 809, 810, 811, 812, 813, 814, 815, 816, 817, 818, 819, 820, 821,
[0706] 826 or 828, or to a nucleotide sequence encoding a polypeptide of SEQ ID NO: 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 139, 143, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 184, 185, 186, 187, 188, 189, 190, 191, 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 346, 347, 348, 349, 350, 351, 352, 353, 354, 355, 356, 357, 358, 359, 360, 361, 362, 363, 364, 365, 366, 409, 410, 411, 412, 413, 414, 415,
[0707] 416, 417, 418, 419, 420, 421, 422, 423, 424, 425, 426, 427, 428, 470, 471, 472, 473, 474, 544, 545, 546, 547,
[0708] 548, 549, 550, 551, 552, 553, 554, 555, 556, 557, 558, 559, 560, 561, 562, 563, 564, 565, 566, 567, 568, 569,
[0709] 570, 571, 572, 573, 574, 575, 576, 577, 578, 579, 580, 581, 582, 583, 584, 585, 586, 587, 588, 589, 590, 591,
[0710] 592, 593, 594, 595, 596, 597, 598, 599, 600, 601, 602, 603, 604, 605, 606, 607, 608, 609, 610, 611, 612, 613,
[0711] 614, 615, 616, 617, 618, 619, 620, 621, 622, 623, 624, 625, 626, 627, 628, 629, 630, 631, 632, 633, 634, 635,
[0712] 636, 637, 638, 639, 640, 641, 642, 643, 644, 645, 646, 647, 648, 649, 650, 651, 652, 653, 654, 655, 656, 657,
[0713] 658, 659, 660, 661, 662, 663, 664, 665, 666, 667, 792, 793, 794, 795, 796, 797, 798, 799, 800, 801, 802, 803,
[0714] 804, 805, 806, 827, or 829.
[0715] The % identity of a polynucleotide to another polynucleotide is determined by GAP (Needleman and Wunsch, 1970) analysis (GCG program) with a gap creation penalty=5, and a gap extension penalty=0.3. Unless stated otherwise, the query sequence is at least 45 nucleotides in length, and the GAP analysis aligns the two sequences over a region of at least 45 nucleotides. Preferably, the query sequence is at least 150 nucleotides in length, and the GAP analysis aligns the two sequences over a region of at least 150 nucleotides. More preferably, the query sequence is at least 300 nucleotides in length and the GAP analysis aligns the two sequences over a region of at least 300 nucleotides. Even more preferably, the GAP analysis aligns the two sequences over their entire length.
[0716] Polypeptides
[0717] By "substantially purified polypeptide" or "purified" a polypeptide is meant that has been separated from one or more lipids, nucleic acids, other polypeptides, or other contaminating molecules with which it is associated in its native state. It is preferred that the substantially purified polypeptide is at least 60% free, more preferably at least 75% free, and more preferably at least 90% free from other components with which it is naturally associated. As the skilled addressee will appreciate, the purified polypeptide can be a recombinantly produced polypeptide. The terms "polypeptide" and "protein" are generally used interchangeably and refer to a single polypeptide chain which may or may not be modified by addition of non-amino acid groups. It would be understood that such polypeptide chains may associate with other polypeptides or proteins or other molecules such as co-factors. The terms "proteins" and "polypeptides" as used herein also include variants, mutants, modifications, analogous and / or derivatives of the polypeptides of the invention as described herein.
[0718] The % identity of a polypeptide to another polypeptide is determined by GAP (Needleman and Wunsch, 1970) analysis (GCG program) with a gap creation penalty=5, and a gap extension penalty=0.3. The query sequence is at least 25 amino acids in length, and the GAP analysis aligns the two sequences over a region of at least 25 amino acids. More preferably, the query sequence is at least 50 amino acids in length, and the GAP analysis aligns the two sequences over a region of at least 50 amino acids. More preferably, the query sequence is at least 100 amino acids in length and the GAP analysis aligns the two sequences over a region of at least 100 amino acids. Even more preferably, the query sequence is at least 250 amino acids in length and the GAP analysis aligns the two sequences over a region of at least 250 amino acids. Even more preferably, the GAP analysis aligns the two sequences over their entire length.
[0719] With regard to a defined polypeptide, it will be appreciated that % identity figures higher than those provided above will encompass preferred embodiments. Thus, where applicable, in light of the minimum % identity figures, it is preferred that the PPG polypeptide of the invention comprises an amino acid sequence which is at least 40%, more preferably at least 45%, more preferably at least 50%, more preferably at least 55%, more preferably at least 60%, more preferably at least 65%, more preferably at least 70%, more preferably at least 75%, more preferably at least 80%, more preferably at least 85%, more preferably at least 90%, more preferably at least 91%, more preferably at least 92%, more preferably at least 93%, more preferably at least 94%, more preferably at least 95%, more preferably at least 96%, more preferably at least 97%, more preferably at least 98%, more preferably at least 99%, more preferably at least 99.1%, more preferably at least 99.2%, more preferably at least 99.3%, more preferably at least 99.4%, more preferably at least 99.5%, more preferably at least 99.6%, more preferably at least 99.7%, more preferably at least 99.8%, and even more preferably at least 99.9% identical to SEQ ID NO: 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 139, 143, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 184, 185, 186, 187, 188, 189, 190, 191, 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 346, 347, 348, 349, 350, 351, 352, 353, 354, 355, 356, 357, 358, 359, 360, 361,
[0720] 362, 363, 364, 365, 366, 409, 410, 411, 412, 413, 414, 415, 416, 417, 418, 419, 420, 421, 422, 423, 424, 425,
[0721] 426, 427, 428, 470, 471, 472, 473, 474, 544, 545, 546, 547, 548, 549, 550, 551, 552, 553, 554, 555, 556, 557,
[0722] 558, 559, 560, 561, 562, 563, 564, 565, 566, 567, 568, 569, 570, 571, 572, 573, 574, 575, 576, 577, 578, 579,
[0723] 580, 581, 582, 583, 584, 585, 586, 587, 588, 589, 590, 591, 592, 593, 594, 595, 596, 597, 598, 599, 600, 601,
[0724] 602, 603, 604, 605, 606, 607, 608, 609, 610, 611, 612, 613, 614, 615, 616, 617, 618, 619, 620, 621, 622, 623,
[0725] 624, 625, 626, 627, 628, 629, 630, 631, 632, 633, 634, 635, 636, 637, 638, 639, 640, 641, 642, 643, 644, 645,
[0726] 646, 647, 648, 649, 650, 651, 652, 653, 654, 655, 656, 657, 658, 659, 660, 661, 662, 663, 664, 665, 666, 667,
[0727] 792, 793, 794, 795, 796, 797, 798, 799, 800, 801, 802, 803, 804, 805, 806, 827, or 829.
[0728] By "variant" polypeptide is intended a polypeptide derived from the protein of SEQ ID NO: 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 139, 143, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 184, 185, 186, 187, 188, 189, 190, 191, 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 346, 347, 348, 349, 350, 351, 352, 353, 354, 355, 356, 357, 358, 359, 360, 361, 362, 363, 364, 365, 366, 409, 410, 411, 412, 413, 414,
[0729] 415, 416, 417, 418, 419, 420, 421, 422, 423, 424, 425, 426, 427, 428, 470, 471, 472, 473, 474, 544, 545, 546,
[0730] 547, 548, 549, 550, 551, 552, 553, 554, 555, 556, 557, 558, 559, 560, 561, 562, 563, 564, 565, 566, 567, 568,
[0731] 569, 570, 571, 572, 573, 574, 575, 576, 577, 578, 579, 580, 581, 582, 583, 584, 585, 586, 587, 588, 589, 590,
[0732] 591, 592, 593, 594, 595, 596, 597, 598, 599, 600, 601, 602, 603, 604, 605, 606, 607, 608, 609, 610, 611, 612,
[0733] 613, 614, 615, 616, 617, 618, 619, 620, 621, 622, 623, 624, 625, 626, 627, 628, 629, 630, 631, 632, 633, 634,
[0734] 635, 636, 637, 638, 639, 640, 641, 642, 643, 644, 645, 646, 647, 648, 649, 650, 651, 652, 653, 654, 655, 656,
[0735] 657, 658, 659, 660, 661, 662, 663, 664, 665, 666, 667, 792, 793, 794, 795, 796, 797, 798, 799, 800, 801, 802,
[0736] 803, 804, 805, 806, 827, or 829, by deletion (so-called truncation) or addition of one or more amino acids to the N-terminal and / or C-terminal end of the native protein; deletion or addition of one or more amino acids at one or more sites in the native protein; or substitution of one or more amino acids at one or more sites in the native protein. Such variants may result from, for example, genetic polymorphism or from human manipulation. Methods for such manipulations are generally known in the art. “Derivatives” of a protein encompass peptides, oligopeptides, polypeptides, proteins and enzymes having amino acid substitutions, deletions and / or insertions relative to the unmodified protein in question and having similar biological and functional activity as the unmodified protein from which they are derived.
[0737] “Homologues” of a protein encompass peptides, oligopeptides, polypeptides, proteins and enzymes having amino acid substitutions, deletions and / or insertions relative to the unmodified protein in question and having similar biological and functional activity as the unmodified protein from which they are derived.
[0738] A deletion refers to removal of one or more amino acids from a protein.
[0739] An insertion refers to one or more amino acid residues being introduced into a predetermined site in a protein. Insertions may comprise N-terminal and / or C-terminal fusions as well as intra-sequence insertions of single or multiple amino acids. Generally, insertions within the amino acid sequence will be smaller than N- or C-terminal fusions, of the order of about 1 to 10 residues. Examples of N- or C-terminal fusion proteins or peptides include the binding domain or activation domain of a transcriptional activator as used in the yeast two-hybrid system, phage coat proteins, (histidine)-6-tag, glutathione S-transferase-tag, protein A, maltose-binding protein, dihydrofolate reductase, Tag*100 epitope, c-myc epitope, FLAG®-epitope, lacZ, CMP (calmodulin-binding peptide), HA epitope, protein C epitope and VSV epitope.
[0740] A substitution refers to replacement of amino acids of the protein with other amino acids having similar properties (such as similar hydrophobicity, hydrophilicity, antigenicity, propensity to form or break a-helical structures or p-sheet structures). Amino acid substitutions are typically of single residues, but may be clustered depending upon functional constraints placed upon the polypeptide and may range from 1 to 10 amino acids; insertions will usually be of the order of about 1 to 10 amino acid residues. The amino acid substitutions are preferably conservative amino acid substitutions. Conservative substitution tables are well known in the art (see for example Creighton (1984) Proteins. W.H. Freeman and Company (Eds).
[0741] Table 2: Examples of conserved amino acid substitutions
[0742] Amino acid substitutions, deletions and / or insertions may readily be made using peptide synthetic techniques well known in the art, such as solid phase peptide synthesis and the like, or by recombinant DNA manipulation. Methods for the manipulation of DNA sequences to produce substitution, insertion or deletion variants of a protein are well known in the art. For example, techniques for making substitution mutations at predetermined sites in DNA are well known to those skilled in the art and include M13 mutagenesis, T7-Gen in vitro mutagenesis (USB, Cleveland, OH), QuickChange Site Directed mutagenesis (Stratagene, San Diego, CA), PCR-mediated site-directed mutagenesis or other site-directed mutagenesis protocols.
[0743] “Derivatives” further include peptides, oligopeptides, polypeptides which may, compared to the amino acid sequence of the naturally-occurring form of the protein, such as the protein of interest, comprise substitutions of amino acids with non-naturally occurring amino acid residues, or additions of non-naturally occurring amino acid residues. “Derivatives” of a protein also encompass peptides, oligopeptides, polypeptides which comprise naturally occurring altered (glycosylated, acylated, prenylated, phosphorylated, myristoylated, sulphated etc.) or non-naturally altered amino acid residues compared to the amino acid sequence of a naturally-occurring form of the polypeptide. A derivative may also comprise one or more non-amino acid substituents or additions compared to the amino acid sequence from which it is derived, for example a reporter molecule or other ligand, covalently or non-covalently bound to the amino acid sequence, such as a reporter molecule which is bound to facilitate its detection, and non-naturally occurring amino acid residues relative to the amino acid sequence of a naturally-occurring protein. Furthermore, “derivatives” also include fusions of the naturally-occurring form of the protein with tagging peptides such as FLAG, HIS6 or thioredoxin (for a review of tagging peptides, see Terpe, Appl. Microbiol. Biotechnol. 60, 523-533, 2003).
[0744] “Orthologues” and “paralogues” encompass evolutionary concepts used to describe the ancestral relationships of genes. Paralogues are genes within the same species that have originated through duplication of an ancestral gene; orthologues are genes from different organisms that have originated through speciation, and are also derived from a common ancestral gene.
[0745] It is well-known in the art that paralogues and orthologues may share distinct domains harboring suitable amino acid residues at given sites, such as binding pockets for particular substrates or binding motifs for interaction with other proteins.
[0746] The term "domain" refers to a set of amino acids conserved at specific positions along an alignment of sequences of evolutionarily related proteins. While amino acids at other positions can vary between homologues, amino acids that are highly conserved at specific positions indicate amino acids that are likely essential in the structure, stability or function of a protein. Identified by their high degree of conservation in aligned sequences of a family of protein homologues, they can be used as identifiers to determine if any polypeptide in question belongs to a previously identified polypeptide family.
[0747] The term “motif’ or “consensus sequence” refers to a short conserved region in the sequence of evolutionarily related proteins. Motifs are frequently highly conserved parts of domains, but may also include only part of the domain, or be located outside of conserved domain (if all of the amino acids of the motif fall outside of a defined domain).
[0748] Specialist databases exist for the identification of domains, for example, SMART (Schultz et al. (1998) Proc. Natl. Acad. Sci. USA 95, 5857-5864; Letunic et al. (2002) Nucleic Acids Res 30, 242-244), InterPro (Mulder et al., (2003) Nucl. Acids. Res. 31, 315-318), Prosite (Bucher and Bairoch (1994), A generalized profile syntax for biomolecular sequences motifs and its function in automatic sequence interpretation. (In) ISMB-94; Proceedings 2nd International Conference on Intelligent Systems for Molecular Biology. Altman R., Brutlag D., Karp P., Lathrop R., Searls D., Eds., pp53-61, AAAI Press, Menlo Park; Hulo et al., Nucl. Acids. Res. 32: D134-D137, (2004)), or Pfam (Bateman et al., Nucleic Acids Research 30(1): 276-280 (2002)). A set of tools for in silico analysis of protein sequences is available on the ExPASy proteomics server (Swiss Institute of Bioinformatics (Gasteiger et al., ExPASy: the proteomics server for in-depth protein knowledge and analysis, Nucleic Acids Res. 31 :3784-3788(2003)). Domains or motifs may also be identified using routine techniques, such as by sequence alignment.
[0749] Methods for the alignment of sequences for comparison are well known in the art, such methods include GAP, BESTFIT, BLAST, FASTA and TFASTA. GAP uses the algorithm of Needleman and Wunsch ((1970) J Mol Biol 48: 443-453) to find the global (i.e. spanning the complete sequences) alignment of two sequences that maximizes the number of matches and minimizes the number of gaps. The BLAST algorithm (Altschul et al. (1990) J Mol Biol 215: 403-10) calculates percent sequence identity and performs a statistical analysis of the similarity between the two sequences. The software for performing BLAST analysis is publicly available through the National Centre for Biotechnology Information (NCBI). Homologues may readily be identified using, for example, the ClustalW multiple sequence alignment algorithm (version 1.83), with the default pairwise alignment parameters, and a scoring method in percentage. Global percentages of similarity and identity may also be determined using one of the methods available in the MatGAT software package (Campanella et al., BMC Bioinformatics. 2003 Jul 10;4:29. MatGAT: an application that generates similarity / identity matrices using protein or DNA sequences.). Minor manual editing may be performed to optimise alignment between conserved motifs, as would be apparent to a person skilled in the art. Furthermore, instead of using full-length sequences for the identification of homologues, specific domains may also be used. The sequence identity values may be determined over the entire nucleic acid or amino acid sequence or over selected domains or conserved motif(s), using the programs mentioned above using the default parameters. For local alignments, the Smith-Waterman algorithm is particularly useful (Smith TF, Waterman MS (1981) J. Mol. Biol 147(1 ); 195-7).
[0750] It will be within the knowledge of the skilled artisan to identify conserved regions and motifs shared between the homologues, orthologues and paralogues of PPO polypeptides comprising SEQ ID NO: : 1, 2, 3, 4, 5, 6, 7, 8, 9,
[0751] 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80,
[0752] 81, 82, 83, 84, 85, 86, 87, 88, 139, 143, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 184, 185, 186, 187,
[0753] 188, 189, 190, 191, 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 346, 347, 348, 349, 350,
[0754] 351, 352, 353, 354, 355, 356, 357, 358, 359, 360, 361, 362, 363, 364, 365, 366, 409, 410, 411, 412, 413, 414,
[0755] 415, 416, 417, 418, 419, 420, 421, 422, 423, 424, 425, 426, 427, 428, 470, 471, 472, 473, 474, 544, 545, 546,
[0756] 547, 548, 549, 550, 551, 552, 553, 554, 555, 556, 557, 558, 559, 560, 561, 562, 563, 564, 565, 566, 567, 568,
[0757] 569, 570, 571, 572, 573, 574, 575, 576, 577, 578, 579, 580, 581, 582, 583, 584, 585, 586, 587, 588, 589, 590,
[0758] 591, 592, 593, 594, 595, 596, 597, 598, 599, 600, 601, 602, 603, 604, 605, 606, 607, 608, 609, 610, 611, 612,
[0759] 613, 614, 615, 616, 617, 618, 619, 620, 621, 622, 623, 624, 625, 626, 627, 628, 629, 630, 631, 632, 633, 634,
[0760] 635, 636, 637, 638, 639, 640, 641, 642, 643, 644, 645, 646, 647, 648, 649, 650, 651, 652, 653, 654, 655, 656,
[0761] 657, 658, 659, 660, 661, 662, 663, 664, 665, 666, 667, 792, 793, 794, 795, 796, 797, 798, 799, 800, 801, 802,
[0762] 803, 804, 805, 806, 827, or 829. Having identified such conserved regions that may represent suitable binding motifs, amino acids can be chosen to be subsituted by any other amino acid.
[0763] In addition, the present invention refers to a method for identifying a uracilpyridine herbicide by using a herbicide tolerant PPO polypeptide as defined SUPRA.
[0764] Said method comprises the steps of: a) generating a transgenic cell or plant comprising a nucleic acid encoding a mutated PPO, wherein the mutated PPO is expressed; b) applying a uracilpyridine herbicide to the transgenic cell or plant of a) and to a control cell or plant of the same variety; c) determining the growth or the viability of the transgenic cell or plant and the control cell or plant after application of said uracilpyridine herbicide, and d) selecting “uracilpyridine herbicides” which confer reduced growth to the control cell or plant as compared to the growth of the transgenic cell or plant.
[0765] By “control cell” or "similar, wild-type, plant, plant tissue, plant cell or host cell" is intended a plant, plant tissue, plant cell, or host cell, respectively, that lacks the herbicide-resistance characteristics and / or particular polynucleotide of the invention that are disclosed herein. The use of the term "wild-type" is not, therefore, intended to imply that a plant, plant tissue, plant cell, or other host cell lacks recombinant DNA in its genome, and / or does not possess herbicide-resistant characteristics that are different from those disclosed herein.
[0766] Another object refers to a method of identifying a nucleotide sequence encoding a mutated PPO which is resistant or tolerant to a uracilpyridine herbicide, the method comprising: a) generating a library of mutated PPO-encoding nucleic acids, b) screening a population of the resulting mutated PPO-encoding nucleic acids by expressing each of said nucleic acids in a cell or plant and treating said cell or plant with a uracilpyridine herbicide, c) comparing the uracilpyridine herbicide-tolerance levels provided by said population of mutated PPO encoding nucleic acids with the uracilpyridine herbicide-tolerance level provided by a control PPO- encoding nucleic acid, d) selecting at least one mutated PPO-encoding nucleic acid that provides a significantly increased level of tolerance to a uracilpyridine herbicide as compared to that provided by the control PPO-encoding nucleic acid.
[0767] In a preferred embodiment, the mutated PPO-encoding nucleic acid selected in step d) provides at least 2-fold as much resistance or tolerance of a cell or plant to a uracilpyridine herbicide as compared to that provided by the control PPO-encoding nucleic acid.
[0768] In a further preferred embodiment, the mutated PPO-encoding nucleic acid selected in step d) provides at least 2-fold, at least 5-fold, at least 10-fold, at least 20-fold, at least 50-fold, at least 100-fold, at least 500-fold, as much resistance or tolerance of a cell or plant to a uracilpyridine herbicide as compared to that provided by the control PPO-encoding nucleic acid.
[0769] The resistance or tolerance can be determined by generating a transgenic plant or host cell, preferably a plant cell, comprising a nucleic acid sequence of the library of step a) and comparing said transgenic plant with a control plant or host cell, preferably a plant cell.
[0770] Another object refers to a method of identifying a plant or algae containing a nucleic acid comprising a nucleotide sequence encoding a wild-type or mutated PPO which is resistant or tolerant to a uracilpyridine herbicide, the method comprising: a) identifying an effective amount of a uracilpyridine herbicide in a culture of plant cells or green algae that leads to death of said cells. b) treating said plant cells or green algae with a mutagenizing agent, c) contacting said mutagenized cells population with an effective amount of uracilpyridine herbicide, identified in a), d) selecting at least one cell surviving these test conditions, e) PCR-amplification and sequencing of PPO genes from cells selected in d) and comparing such sequences to wild-type PPO gene sequences, respectively.
[0771] In a preferred embodiment, said mutagenizing agent is ethylmethanesulfonate (EMS).
[0772] Many methods well known to the skilled artisan are available for obtaining suitable candidate nucleic acids for identifying a nucleotide sequence encoding a mutated PPO from a variety of different potential source organisms including microbes, plants, fungi, algae, mixed cultures etc. as well as environmental sources of DNA such as soil. These methods include inter alia the preparation of cDNA or genomic DNA libraries, the use of suitably degenerate oligonucleotide primers, the use of probes based upon known sequences or complementation assays (for example, for growth upon tyrosine) as well as the use of mutagenesis and shuffling in order to provide recombined or shuffled mutated PPO-encoding sequences.
[0773] Nucleic acids comprising candidate and control PPO encoding sequences can be expressed in yeast, in a bacterial host strain, in an alga or in a higher plant such as tobacco or Arabidopsis and the relative levels of inherent tolerance of the PPO encoding sequences screened according to a visible indicator phenotype of the transformed strain or plant in the presence of different concentrations of the selected uracilpyridine herbicide. Dose responses and relative shifts in dose responses associated with these indicator phenotypes (formation of brown color, growth inhibition, herbicidal effect etc) are conveniently expressed in terms, for example, of GR50 (concentration for 50% reduction of growth) or MIC (minimum inhibitory concentration) values where increases in values correspond to increases in inherent tolerance of the expressed PPO. For example, in a relatively rapid assay system based upon transformation of a bacterium such as E. coli, each mutated PPO encoding sequence may be expressed, for example, as a DNA sequence under expression control of a controllable promoter such as the lacZ promoter and taking suitable account, for example by the use of synthetic DNA, of such issues as codon usage in order to obtain as comparable a level of expression as possible of different PPO sequences. Such strains expressing nucleic acids comprising alternative candidate PPO sequences may be plated out on different concentrations of the selected uracilpyridine herbicide in, optionally, a tyrosine supplemented medium and the relative levels of inherent tolerance of the expressed PPO enzymes estimated on the basis of the extent and MIC for inhibition of the formation of the brown, ochronotic pigment. Additionally, the enodenous form of the PPO enzyme in a bacterial host can be inactivated.
[0774] In another embodiment, candidate nucleic acids are transformed into plant material to generate a transgenic plant, regenerated into morphologically normal fertile plants which are then measured for differential tolerance to selected uracilpyridine herbicides as described in the Example section hereinafter. Many suitable methods for transformation using suitable selection markers such as kanamycin, binary vectors such as from Agrobacterium and plant regeneration as, for example, from tobacco leaf discs are well known in the art. Optionally, a control population of plants is likewise transformed with a nucleic acid expressing the control PPO. Alternatively, an untransformed dicot plant such as Arabidopsis or Tobacco can be used as a control since this, in any case, expresses its own endogenous PPO. The average, and distribution, of herbicide tolerance levels of a range of primary plant transformation events or their progeny to uracilpyridine herbicides described supra are evaluated in the normal manner based upon plant damage, meristematic bleaching symptoms etc. at a range of different concentrations of herbicides. These data can be expressed in terms of, for example, GR50 values derived from dose / response curves having "dose" plotted on the x-axis and "percentage kill", "herbicidal effect", "numbers of emerging green plants" etc. plotted on the y-axis where increased GR50 values correspond to increased levels of inherent tolerance of the expressed PPO. Herbicides can suitably be applied pre-emergence or postemergence.
[0775] In another embodiment, the invention refers to a plant cell transformed by a nucleic acid encoding a herbicide tolerant PPO polypeptide disclosed herein, wherein expression of the nucleic acid in the plant cell results in increased resistance or tolerance to a uracilpyridine herbicide as compared to a wild type variety of the plant cell.
[0776] Preferably, the plant cell is transformed by and comprises a nucleic acid molecule comprising the sequence of SEQ ID NO: 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101,
[0777] 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123,
[0778] 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137, 138, 140, 141, 142, 144, 172, 173, 174,
[0779] 175, 176, 177, 178, 179, 180, 181, 205, 206, 207, 208, 209, 210, 211, 212, 213, 214, 215, 216, 217, 218, 219,
[0780] 220, 221, 222, 223, 224, 225, 226, 227, 228, 229, 230, 231, 232, 233, 234, 235, 236, 237, 238, 239, 240, 241,
[0781] 242, 243, 244, 245, 246, 367, 368, 369, 370, 371, 372, 373, 374, 375, 376, 377, 378, 379, 380, 381, 382, 383,
[0782] 384, 385, 386, 387, 388, 389, 390, 391, 392, 393, 394, 395, 396, 397, 398, 399, 400, 401, 402, 403, 404, 405,
[0783] 406, 407, 408, 429, 430, 431, 432, 433, 434, 435, 436, 437, 438, 439, 440, 441, 442, 443, 444, 445, 446, 447,
[0784] 448, 449450, 451, 452, 453, 454, 455, 456, 457, 458, 459, 460, 461, 462, 463, 464, 465, 466, 467, 468, 469, 475, 476, 477, 478, 479, 480, 481, 668, 669, 670, 671, 672, 673, 674, 675, 676, 677, 678, 679, 680, 681, 682,
[0785] 683, 684, 685, 686, 687, 688, 689, 690, 691, 692, 693, 694, 695, 696, 697, 698, 699, 700, 701, 702, 703, 704,
[0786] 705, 706, 707, 708, 709, 710, 711, 712, 713, 714, 715, 716, 717, 718, 719, 720, 721, 722, 723, 724, 725, 726,
[0787] 727, 728, 729, 730731, 732, 733, 734, 735, 736, 737, 738, 739, 740, 741, 742, 743, 744, 745, 746, 747, 748, 749, 750, 751, 752, 753, 754, 755, 756, 757, 758, 759, 760, 761, 762, 763, 764, 765, 766, 767, 768, 769, 770,
[0788] 771, 772, 773, 774, 775, 776, 777, 778, 779, 780, 781, 782, 783, 784, 785, 786, 787, 788, 789, 790, 791, 807, 808, 809, 810, 811, 812, 813, 814, 815, 816, 817, 818, 819, 820, 821, 826, or 828.
[0789] More preferably, the plant cell is transformed by and comprises a nucleic acid molecule comprising the sequence of SEQ ID NO:822, 830, 831, 832, or 833. Even more preferably, the plant cell is from Zea mays or Glycine max.
[0790] The term “expression / expressing” or “gene expression” means the transcription of a specific gene or specific genes or specific genetic construct. The term “expression” or “gene expression” in particular means the transcription of a gene or genes or genetic construct into structural RNA (rRNA, tRNA) or mRNA with or without subsequent translation of the latter into a protein. The process includes transcription of DNA and processing of the resulting mRNA product.
[0791] To obtain the desired effect, i.e. plants that are tolerant or resistant to the uracilpyridine herbicide derivative herbicide of the present invention, it will be understood that the at least one nucleic acid is “over-expressed” by methods and means known to the person skilled in the art.
[0792] The term “increased expression” or “overexpression” as used herein means any form of expression that is additional to the original wild-type expression level. Methods for increasing expression of genes or gene products are well documented in the art and include, for example, overexpression driven by appropriate promoters, the use of transcription enhancers or translation enhancers. Isolated nucleic acids which serve as promoter or enhancer elements may be introduced in an appropriate position (typically upstream) of a non- heterologous form of a polynucleotide so as to upregulate expression of a nucleic acid encoding the polypeptide of interest. For example, endogenous promoters may be altered in vivo by mutation, deletion, and / or substitution (see, Kmiec, US 5,565,350; Zarling et al., WO9322443), or isolated promoters may be introduced into a plant cell in the proper orientation and distance from a gene of the present invention so as to control the expression of the gene.
[0793] If polypeptide expression is desired, it is generally desirable to include a polyadenylation region at the 3'-end of a polynucleotide coding region. The polyadenylation region can be derived from the natural gene, from a variety of other plant genes, or from T-DNA. The 3' end sequence to be added may be derived from, for example, the nopaline synthase or octopine synthase genes, or alternatively from another plant gene, or less preferably from any other eukaryotic gene.
[0794] An intron sequence may also be added to the 5' untranslated region (UTR) or the coding sequence of the partial coding sequence to increase the amount of the mature message that accumulates in the cytosol. Inclusion of a spliceable intron in the transcription unit in both plant and animal expression constructs has been shown to increase gene expression at both the mRNA and protein levels up to 1000-fold (Buchman and Berg (1988) Mol. Cell biol. 8: 4395-4405; Callis et al. (1987) Genes Dev 1 :1183-1200). Such intron enhancement of gene expression is typically greatest when placed near the 5' end of the transcription unit. Use of the maize introns Adh1-S intron 1, 2, and 6, the Bronze-1 intron are known in the art. For general information see: The Maize Handbook, Chapter 116, Freeling and Walbot, Eds., Springer, N.Y. (1994)
[0795] The term “introduction” or “transformation” as referred to herein encompasses the transfer of an exogenous polynucleotide into a host cell, irrespective of the method used for transfer. Plant tissue capable of subsequent clonal propagation, whether by organogenesis or embryogenesis, may be transformed with a genetic construct of the present invention and a whole plant regenerated there from. The particular tissue chosen will vary depending on the clonal propagation systems available for, and best suited to, the particular species being transformed. Exemplary tissue targets include leaf disks, pollen, embryos, cotyledons, hypocotyls, megagametophytes, callus tissue, existing meristematic tissue (e.g., apical meristem, axillary buds, and root meristems), and induced meristem tissue (e.g., cotyledon meristem and hypocotyl meristem). The polynucleotide may be transiently or stably introduced into a host cell and may be maintained non-integrated, for example, as a plasmid. Alternatively, it may be integrated into the host genome. The resulting transformed plant cell may then be used to regenerate a transformed plant in a manner known to persons skilled in the art.
[0796] The transfer of foreign genes into the genome of a plant is called transformation. Transformation of plant species is now a fairly routine technique. Advantageously, any of several transformation methods may be used to introduce the gene of interest into a suitable ancestor cell. The methods described for the transformation and regeneration of plants from plant tissues or plant cells may be utilized for transient or for stable transformation. Transformation methods include the use of liposomes, electroporation, chemicals that increase free DNA uptake, injection of the DNA directly into the plant, particle gun bombardment, transforrmation using viruses or pollen and microprojection. Methods may be selected from the calcium / polyethylene glycol method for protoplasts (Krens, F.A. et al., (1982) Nature 296, 72-74; Negrutiu I et al. (1987) Plant Mol Biol 8: 363-373); electroporation of protoplasts (Shillito R.D. et al. (1985) Bio / Technol 3, 1099-1102); microinjection into plant material (Crossway A et al., (1986) Mol. Gen Genet 202: 179-185); DNA or RNA-coated particle bombardment (Klein TM et al., (1987) Nature 327: 70) infection with (non-integrative) viruses and the like. Transgenic plants, including transgenic crop plants, are preferably produced via Agrobacterium-mediated transformation. An advantageous transformation method is the transformation in planta. To this end, it is possible, for example, to allow the agrobacteria to act on plant seeds or to inoculate the plant meristem with agrobacteria. It has proved particularly expedient in accordance with the invention to allow a suspension of transformed agrobacteria to act on the intact plant or at least on the flower primordia. The plant is subsequently grown on until the seeds of the treated plant are obtained (Clough and Bent, Plant J. (1998) 16, 735-743). Methods for Agrobacterium- mediated transformation of rice include well known methods for rice transformation, such as those described in any of the following: European patent application EP 1198985 A1, Aldemita and Hodges (Planta 199: 612-617, 1996); Chan et al. (Plant Mol Biol 22 (3): 491-506, 1993), Hiei et al. (Plant J 6 (2): 271-282, 1994), which disclosures are incorporated by reference herein as if fully set forth. In the case of corn transformation, the preferred method is as described in either Ishida et al. (Nat. Biotechnol 14(6): 745-50, 1996) or Frame et al. (Plant Physiol 129(1): 13-22, 2002), which disclosures are incorporated by reference herein as if fully set forth. Said methods are further described by way of example in B. Jenes et al., Techniques for Gene Transfer, in: Transgenic Plants, Vol. 1, Engineering and Utilization, eds. S.D. Kung and R. Wu, Academic Press (1993) 128- 143 and in Potrykus Annu. Rev. Plant Physiol. Plant Molec. Biol. 42 (1991) 205-225). The nucleic acids or the construct to be expressed is preferably cloned into a vector, which is suitable for transforming Agrobacterium tumefaciens, for example pBin 19 (Bevan et al., Nucl. Acids Res. 12 (1984) 8711). Agrobacteria transformed by such a vector can then be used in known manner for the transformation of plants, such as plants used as a model, like Arabidopsis (Arabidopsis thaliana is within the scope of the present invention not considered as a crop plant), or crop plants such as, by way of example, tobacco plants, for example by immersing bruised leaves or chopped leaves in an agrobacterial solution and then culturing them in suitable media. The transformation of plants by means of Agrobacterium tumefaciens is described, for example, by Hofgen and Willmitzer in Nucl. Acid Res. (1988) 16, 9877 or is known inter alia from F.F. White, Vectors for Gene Transfer in Higher Plants; in Transgenic Plants, Vol. 1, Engineering and Utilization, eds. S.D. Kung and R. Wu, Academic Press, 1993, pp. 15-38.
[0797] In addition to the transformation of somatic cells, which then have to be regenerated into intact plants, it is also possible to transform the cells of plant meristems and in particular those cells which develop into gametes. In this case, the transformed gametes follow the natural plant development, giving rise to transgenic plants. Thus, for example, seeds of Arabidopsis are treated with agrobacteria and seeds are obtained from the developing plants of which a certain proportion is transformed and thus transgenic [Feldman, KA and Marks MD (1987). Mol Gen Genet 208:274-289; Feldmann K (1992). In: C Koncz, N-H Chua and J Shell, eds, Methods in Arabidopsis Research. Word Scientific, Singapore, pp. 274-289], Alternative methods are based on the repeated removal of the inflorescences and incubation of the excision site in the center of the rosette with transformed agrobacteria, whereby transformed seeds can likewise be obtained at a later point in time (Chang (1994). Plant J. 5: 551-558; Katavic (1994). Mol Gen Genet, 245: 363-370). However, an especially effective method is the vacuum infiltration method with its modifications such as the “floral dip” method. In the case of vacuum infiltration of Arabidopsis, intact plants under reduced pressure are treated with an agrobacterial suspension [Bechthold, N (1993). C R Acad Sci Paris Life Sci, 316: 1194-1199], while in the case of the ’’floral dip” method the developing floral tissue is incubated briefly with a surfactant-treated agrobacterial suspension [Clough, SJ and Bent AF (1998) The Plant J. 16, 735-743], A certain proportion of transgenic seeds are harvested in both cases, and these seeds can be distinguished from non-transgenic seeds by growing under the above-described selective conditions. In addition the stable transformation of plastids is of advantages because plastids are inherited maternally is most crops reducing or eliminating the risk of transgene flow through pollen. The transformation of the chloroplast genome is generally achieved by a process which has been schematically displayed in Klaus et al., 2004 [Nature Biotechnology 22 (2), 225-229], Briefly the sequences to be transformed are cloned together with a selectable marker gene between flanking sequences homologous to the chloroplast genome. These homologous flanking sequences direct site specific integration into the plastome. Plastidal transformation has been described for many different plant species and an overview is given in Bock (2001) Transgenic plastids in basic research and plant biotechnology. J Mol Biol. 2001 Sep 21; 312 (3):425-38 or Maliga, P (2003) Progress towards commercialization of plastid transformation technology. Trends Biotechnol. 21, 20-28. Further biotechnological progress has recently been reported in form of marker free plastid transformants, which can be produced by a transient co-integrated maker gene (Klaus et al., 2004, Nature Biotechnology 22(2), 225-229). The genetically modified plant cells can be regenerated via all methods with which the skilled worker is familiar. Suitable methods can be found in the abovementioned publications by S.D. Kung and R. Wu, Potrykus or Hofgen and Willmitzer.
[0798] Generally after transformation, plant cells or cell groupings are selected for the presence of one or more markers which are encoded by plant-expressible genes co-transferred with the gene of interest, following which the transformed material is regenerated into a whole plant. To select transformed plants, the plant material obtained in the transformation is, as a rule, subjected to selective conditions so that transformed plants can be distinguished from untransformed plants. For example, the seeds obtained in the above-described manner can be planted and, after an initial growing period, subjected to a suitable selection by spraying. A further possibility consists in growing the seeds, if appropriate after sterilization, on agar plates using a suitable selection agent so that only the transformed seeds can grow into plants. Alternatively, the transformed plants are screened for the presence of a selectable marker such as the ones described above.
[0799] Following DNA transfer and regeneration, putatively transformed plants may also be evaluated, for instance using Southern analysis, for the presence of the gene of interest, copy number and / or genomic organisation. Alternatively or additionally, expression levels of the newly introduced DNA may be monitored using Northern and / or Western analysis, both techniques being well known to persons having ordinary skill in the art.
[0800] The generated transformed plants may be propagated by a variety of means, such as by clonal propagation or classical breeding techniques. For example, a first generation (or T1) transformed plant may be selfed and homozygous second-generation (or T2) transformants selected, and the T2 plants may then further be propagated through classical breeding techniques. The generated transformed organisms may take a variety of forms. For example, they may be chimeras of transformed cells and non-transformed cells; clonal transformants (e.g., all cells transformed to contain the expression cassette); grafts of transformed and untransformed tissues (e.g., in plants, a transformed rootstock grafted to an untransformed scion).
[0801] Preferably, PPO nucleic acid comprises a polynucleotide sequence selected from the group consisting of: a) a polynucleotide comprising the sequence as shown in SEQ ID NO: 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137, 138, 140, 141, 142, 144, 172, 173, 174, 175, 176, 177, 178, 179, 180, 181 , 205, 206, 207, 208, 209, 210, 211 , 212, 213, 214, 215, 216, 217, 218, 219, 220, 221, 222, 223, 224, 225, 226, 227, 228, 229, 230, 231 ,
[0802] 232, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 367, 368, 369, 370, 371, 372, 373,
[0803] 374, 375, 376, 377, 378, 379, 380, 381, 382, 383, 384, 385, 386, 387, 388, 389, 390, 391, 392, 393, 394, 395,
[0804] 396, 397, 398, 399, 400, 401, 402, 403, 404, 405, 406, 407, 408, 429, 430, 431, 432, 433, 434, 435, 436, 437,
[0805] 438, 439, 440, 441, 442, 443, 444, 445, 446, 447, 448, 449450, 451, 452, 453, 454, 455, 456, 457, 458, 459, 460, 461 , 462, 463, 464, 465, 466, 467, 468, 469, 475, 476, 477, 478, 479, 480, 481, 668, 669, 670, 671, 672, 673,
[0806] 674, 675, 676, 677, 678, 679, 680, 681, 682, 683, 684, 685, 686, 687, 688, 689, 690, 691, 692, 693, 694, 695,
[0807] 696, 697, 698, 699, 700, 701, 702, 703, 704, 705, 706, 707, 708, 709, 710, 711, 712, 713, 714, 715, 716, 717,
[0808] 718, 719, 720, 721, 722, 723, 724, 725, 726, 727, 728, 729, 730731, 732, 733, 734, 735, 736, 737, 738, 739, 740,
[0809] 741 , 742, 743, 744, 745, 746, 747, 748, 749, 750, 751, 752, 753, 754, 755, 756, 757, 758, 759, 760, 761, 762,
[0810] 763, 764, 765, 766, 767, 768, 769, 770, 771, 772, 773, 774, 775, 776, 777, 778, 779, 780, 781, 782, 783, 784,
[0811] 785, 786, 787, 788, 789, 790, 791, 807, 808, 809, 810, 811, 812, 813, 814, 815, 816, 817, 818, 819, 820, 821,
[0812] 826 or 828; b) a polynucleotide encoding a polypeptide as shown in SEQ ID NO: 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 ,
[0813] 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 139, 143, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 184, 185, 186, 187, 188, 189, 190, 191 , 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 346, 347, 348, 349, 350, 351, 352, 353,
[0814] 354, 355, 356, 357, 358, 359, 360, 361, 362, 363, 364, 365, 366, 409, 410, 411, 412, 413, 414, 415, 416, 417,
[0815] 418, 419, 420, 421, 422, 423, 424, 425, 426, 427, 428, 470, 471, 472, 473, 474, 544, 545, 546, 547, 548, 549,
[0816] 550, 551 , 552, 553, 554, 555, 556, 557, 558, 559, 560, 561, 562, 563, 564, 565, 566, 567, 568, 569, 570, 571 ,
[0817] 572, 573, 574, 575, 576, 577, 578, 579, 580, 581, 582, 583, 584, 585, 586, 587, 588, 589, 590, 591, 592, 593,
[0818] 594, 595, 596, 597, 598, 599, 600, 601, 602, 603, 604, 605, 606, 607, 608, 609, 610, 611, 612, 613, 614, 615,
[0819] 616, 617, 618, 619, 620, 621, 622, 623, 624, 625, 626, 627, 628, 629, 630, 631, 632, 633, 634, 635, 636, 637,
[0820] 638, 639, 640, 641, 642, 643, 644, 645, 646, 647, 648, 649, 650, 651, 652, 653, 654, 655, 656, 657, 658, 659,
[0821] 660, 661 , 662, 663, 664, 665, 666, 667, 792, 793, 794, 795, 796, 797, 798, 799, 800, 801, 802, 803, 804, 805,
[0822] 806, 827, or 829, or a variant or derivative thereof; c) a polynucleotide comprising at least 60 consecutive nucleotides of any of a); and b) and d) a polynucleotide complementary to the polynucleotide of any of a) through c).
[0823] Preferably, the generated transformed plant comprises a nucleic acid molecule comprising the sequence of SEQ ID NO: 822, 830, 831, 832, or 833. More preferably, the plant is a corn plant (Zea mays)
[0824] Preferably, the expression of the nucleic acid in the plant results in the plant's increased resistance to uracilpyridine herbicide as compared to a wild type variety of the plant. In another embodiment, the invention refers to a plant, preferably a transgenic plant, comprising a plant cell according to the present invention, wherein expression of the nucleic acid in the plant results in the plant's increased resistance to uracilpyridine herbicide as compared to a wild type variety of the plant.
[0825] The plants described herein can be either transgenic crop plants or non-transgenic plants.
[0826] For the purposes of the invention, "transgenic", “transgene” or "recombinant" means with regard to, for example, a nucleic acid sequence, an expression cassette, gene construct or a vector comprising the nucleic acid sequence or an organism transformed with the nucleic acid sequences, expression cassettes or vectors according to the invention, all those constructions brought about by recombinant methods in which either
[0827] (a) the nucleic acid sequences encoding proteins useful in the methods of the invention, or
[0828] (b) genetic control sequence(s) which is operably linked with the nucleic acid sequence according to the invention, for example a promoter, or
[0829] (c) a) and b) are not located in their natural genetic environment or have been modified by recombinant methods, it being possible for the modification to take the form of, for example, a substitution, addition, deletion, inversion or insertion of one or more nucleotide residues in order to allow for the expression of the mutated PPO of the present invention. The natural genetic environment is understood as meaning the natural genomic or chromosomal locus in the original plant or the presence in a genomic library. In the case of a genomic library, the natural genetic environment of the nucleic acid sequence is preferably retained, at least in part. The environment flanks the nucleic acid sequence at least on one side and has a sequence length of at least 50 bp, preferably at least 500 bp, especially preferably at least 1000 bp, most preferably at least 5000 bp. A naturally occurring expression cassette - for example the naturally occurring combination of the natural promoter of the nucleic acid sequences with the corresponding nucleic acid sequence encoding a polypeptide useful in the methods of the present invention, as defined above - becomes a transgenic expression cassette when this expression cassette is modified by non-natural, synthetic ("artificial") methods such as, for example, mutagenic treatment. Suitable methods are described, for example, in US 5,565,350 or WO 00 / 15815.
[0830] A transgenic plant for the purposes of the invention is thus understood as meaning, as above, that the nucleic acids of the invention are not at their natural locus in the genome of said plant, it being possible for the nucleic acids to be expressed homologously or heterologously. However, as mentioned, transgenic also means that, while the nucleic acids according to the invention or used in the inventive method are at their natural position in the genome of a plant, the sequence has been modified with regard to the natural sequence, and / or that the regulatory sequences of the natural sequences have been modified. Transgenic is preferably understood as meaning the expression of the nucleic acids according to the invention at an unnatural locus in the genome, i.e. homologous or, preferably, heterologous expression of the nucleic acids takes place. Preferred transgenic plants are mentioned herein. Furthermore, the term “transgenic” refers to any plant, plant cell, callus, plant tissue, or plant part, that contains all or part of at least one recombinant polynucleotide. In many cases, all or part of the recombinant polynucleotide is stably integrated into a chromosome or stable extra-chromosomal element, so that it is passed on to successive generations. For the purposes of the invention, the term “recombinant polynucleotide” refers to a polynucleotide that has been altered, rearranged, or modified by genetic engineering. Examples include any cloned polynucleotide, or polynucleotides, that are linked or joined to heterologous sequences. The term “recombinant’ does not refer to alterations of polynucleotides that result from naturally occurring events, such as spontaneous mutations, or from non-spontaneous mutagenesis followed by selective breeding. Plants containing mutations arising due to non-spontaneous mutagenesis and selective breeding are referred to herein as non-transgenic plants and are included in the present invention. In embodiments wherein the plant is transgenic and comprises multiple mutated PPO nucleic acids, the nucleic acids can be derived from different genomes or from the same genome. Alternatively, in embodiments wherein the plant is non-transgenic and comprises multiple mutated PPO nucleic acids, the nucleic acids are located on different genomes or on the same genome.
[0831] As used herein, “mutagenized” refers to an organism or DNA thereof having alteration(s) in the biomolecular sequence of its native genetic material as compared to the sequence of the genetic material of a corresponding wild-type organism or DNA, wherein the alteration(s) in genetic material were induced and / or selected by human action. Methods of inducing mutations can induce mutations in random positions in the genetic material or can induce mutations in specific locations in the genetic material (i.e., can be directed mutagenesis techniques), such as by use of a genoplasty technique.
[0832] In certain embodiments, the present invention involves herbidicide-resistant plants that are produced by mutation breeding. Such plants comprise a polynucleotide encoding a mutated PPO and are tolerant to one or more uracilpyridine herbicides. Such methods can involve, for example, exposing the plants or seeds to a mutagen, particularly a chemical mutagen such as, for example, ethyl methanesulfonate (EMS) and selecting for plants that have enhanced tolerance to at least one or more uracilpyridine herbicide.
[0833] However, the present invention is not limited to herbicide-tolerant plants that are produced by a mutagenesis method involving the chemical mutagen EMS. Any mutagenesis method known in the art may be used to produce the herbicide-resistant plants of the present invention. Such mutagenesis methods can involve, for example, the use of any one or more of the following mutagens: radiation, such as X-rays, Gamma rays (e.g., cobalt 60 or cesium 137), neutrons, (e.g., product of nuclear fission by uranium 235 in an atomic reactor), Beta radiation (e.g., emitted from radioisotopes such as phosphorus 32 or carbon 14), and ultraviolet radiation (preferably from 2500 to 2900 nm), and chemical mutagens such as base analogues (e.g., 5-bromo-uracil), related compounds (e.g., 8-ethoxy caffeine), antibiotics (e.g., streptonigrin), alkylating agents (e.g., sulfur mustards, nitrogen mustards, epoxides, ethylenamines, sulfates, sulfonates, sulfones, lactones), azide, hydroxylamine, nitrous acid, or acridines. Herbicide-resistant plants can also be produced by using tissue culture methods to select for plant cells comprising herbicide-resistance mutations and then regenerating herbicide-resistant plants therefrom. See, for example, U.S. Patent Nos. 5,773,702 and 5,859,348, both of which are herein incorporated in their entirety by reference. Further details of mutation breeding can be found in "Principals of Cultivar Development" Fehr, 1993 Macmillan Publishing Company the disclosure of which is incorporated herein by reference
[0834] Alternatively, herbicide-resistant plants according to the present invention can also be produced by using genome editing methods to select for plant cells comprising herbicide-resistance mutations and then regenerating herbicide-resistant plants therefrom. “Genome Editing” refers to a type of Genetic Engineering [https: / / en.wikipedia.org / wiki / Genetic_engineering"] in which DNA is inserted, deleted or replaced in the genome of an organism using engineered nucleases.These nucleases are known to the skilled artisan to create sitespecific double-strand breaks at desired locations in the genome. The induced double-strand breaks are repaired through nonhomologous end-joining or homologous recombination, resulting in targeted mutations. Known in the art are currently four families of engineered nucleases which can be used for the puposes of the present invention: meganucleases, zinc finger nucleases (ZFNs), transcription activator-like effector-based nucleases (TALEN), and the CRISPR-Cas system.-For references, see, for example, Esvelt, KM. and Wang, HH. (2013) "Genome-scale engineering for systems and synthetic biology", Mol Syst Biol. 9 (1): 641; Tan, WS. et al., (2012) "Precision editing of large animal genomes", Adv Genet. 80: 37-97; Puchta, H. and Fauser, F. (2013) "Gene targeting in plants: 25 years later", Int. J. Dev. Biol. 57: 629-637; Boglioli, Elsy and Richard, Magali "Rewriting the book of life: a new era in precision genome editing", Boston Consulting Group, Retrieved November 30, 2015, ’ Method of the Year 2011. Nat Meth 9 (1), 1-1.
[0835] Conesequently, in another embodiment, the invention refers to a non-transgenic plant, comprising a plant cell according to the present invention, wherein expression of the nucleic acid encoding a mutated PPO in the plant results in the plant's increased resistance to uracilpyridine herbicide as compared to a wild type variety of the plant.
[0836] In addition to the definition above, the term “plant’ is intended to encompass crop plants at any stage of maturity or development, as well as any tissues or organs (plant parts) taken or derived from any such plant unless otherwise clearly indicated by context. Plant parts include, but are not limited to, stems, roots, flowers, ovules, stamens, leaves, embryos, meristematic regions, callus tissue, anther cultures, gametophytes, sporophytes, pollen, microspores, protoplasts, and the like.
[0837] The plant of the present invention comprises at least one mutated PPO nucleic acid or over-expressed wild-type PPO nucleic acid, and has increased tolerance to a uracilpyridine herbicide as compared to a wild-type variety of the plant. It is possible for the plants of the present invention to have multiple wild-type or mutated PPO nucleic acids from different genomes since these plants can contain more than one genome. For example, a plant contains two genomes, usually referred to as the A and B genomes. Because PPO is a required metabolic enzyme, it is assumed that each genome has at least one gene coding for the PPO enzyme (i.e. at least one PPO gene). As used herein, the term “PPO gene locus” refers to the position of an PPO gene on a genome, and the terms “PPO gene” and “PPO nucleic acid” refer to a nucleic acid encoding the PPO enzyme. The PPO nucleic acid on each genome differs in its nucleotide sequence from an PPO nucleic acid on another genome. One of skill in the art can determine the genome of origin of each PPO nucleic acid through genetic crossing and / or either sequencing methods or exonuclease digestion methods known to those of skill in the art.
[0838] The present invention includes plants comprising one, two, three, or more mutated PPO alleles, wherein the plant has increased tolerance to a uracilpyridine herbicide as compared to a wild-type variety of the plant. The mutated PPO alleles can comprise a nucleotide sequence selected from the group consisting of a polynucleotide encoding a polypeptide as defined in SEQ ID NO: 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 139, 143, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 184, 185, 186, 187, 188, 189, 190, 191, 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 346, 347, 348, 349, 350, 351, 352, 353, 354, 355, 356, 357, 358, 359, 360, 361, 362, 363, 364, 365, 366, 409, 410, 411, 412, 413, 414, 415, 416, 417, 418,
[0839] 419, 420, 421, 422, 423, 424, 425, 426, 427, 428, 470, 471, 472, 473, 474, 544, 545, 546, 547, 548, 549, 550,
[0840] 551, 552, 553, 554, 555, 556, 557, 558, 559, 560, 561, 562, 563, 564, 565, 566, 567, 568, 569, 570, 571, 572,
[0841] 573, 574, 575, 576, 577, 578, 579, 580, 581, 582, 583, 584, 585, 586, 587, 588, 589, 590, 591, 592, 593, 594,
[0842] 595, 596, 597, 598, 599, 600, 601, 602, 603, 604, 605, 606, 607, 608, 609, 610, 611, 612, 613, 614, 615, 616,
[0843] 617, 618, 619, 620, 621, 622, 623, 624, 625, 626, 627, 628, 629, 630, 631, 632, 633, 634, 635, 636, 637, 638,
[0844] 639, 640, 641, 642, 643, 644, 645, 646, 647, 648, 649, 650, 651, 652, 653, 654, 655, 656, 657, 658, 659, 660,
[0845] 661, 662, 663, 664, 665, 666, 667, 792, 793, 794, 795, 796, 797, 798, 799, 800, 801, 802, 803, 804, 805, 806,
[0846] 827, or 829, or a variant or derivative, homologue, orthologue, paralogue thereof, a polynucleotide comprising at least 60 consecutive nucleotides of any of the aforementioned polynucleotides; and a polynucleotide complementary to any of the aforementioned polynucleotides.
[0847] “Alleles” or “allelic variants” are alternative forms of a given gene, located at the same chromosomal position. Allelic variants encompass Single Nucleotide Polymorphisms (SNPs), as well as Small Insertion / Deletion Polymorphisms (INDELs). The size of INDELs is usually less than 100 bp. SNPs and INDELs form the largest set of sequence variants in naturally occurring polymorphic strains of most organisms
[0848] The term “variety” refers to a group of plants within a species defined by the sharing of a common set of characteristics or traits accepted by those skilled in the art as sufficient to distinguish one cultivar or variety from another cultivar or variety. There is no implication in either term that all plants of any given cultivar or variety will be genetically identical at either the whole gene or molecular level or that any given plant will be homozygous at all loci. A cultivar or variety is considered “true breeding” for a particular trait if, when the true-breeding cultivar or variety is self-pollinated, all of the progeny contain the trait. The terms “breeding line” or “line” refer to a group of plants within a cultivar defined by the sharing of a common set of characteristics or traits accepted by those skilled in the art as sufficient to distinguish one breeding line or line from another breeding line or line. There is no implication in either term that all plants of any given breeding line or line will be genetically identical at either the whole gene or molecular level or that any given plant will be homozygous at all loci. A breeding line or line is considered “true breeding” for a particular trait if, when the true-breeding line or breeding line is self-pollinated, all of the progeny contain the trait. In the present invention, the trait arises from a mutation in a PPO gene of the plant or seed.
[0849] In some embodiments, traditional plant breeding is employed whereby the uracilpyridine herbicides-tolerant trait is introduced in the progeny plant resulting therefrom. In one embodiment, the present invention provides a method for producing a uracilpyridine herbicides-tolerant progeny plant, the method comprising: crossing a parent plant with a uracilpyridine herbicides-tolerant plant to introduce the uracilpyridine herbicides-tolerance characteristics of the uracilpyridine herbicides-tolerant plant into the germplasm of the progeny plant, wherein the progeny plant has increased tolerance to the uracilpyridine herbicides relative to the parent plant. In other embodiments, the method further comprises the step of introgressing the uracilpyridine herbicides-tolerance characteristics through traditional plant breeding techniques to obtain a descendent plant having the uracilpyridine herbicides-tolerance characteristics.
[0850] The herbicide-resistant plants of the invention that comprise polynucleotides encoding mutated PPO polypeptides also find use in methods for increasing the herbicide-resistance of a plant through conventional plant breeding involving sexual reproduction. The methods comprise crossing a first plant that is a herbicideresistant plant of the invention to a second plant that may or may not be resistant to the same herbicide or herbicides as the first plant or may be resistant to different herbicide or herbicides than the first plant. The second plant can be any plant that is capable of producing viable progeny plants (i.e., seeds) when crossed with the first plant. Typically, but not necessarily, the first and second plants are of the same species. The methods can optionally involve selecting for progeny plants that comprise the mutated PPO polypeptides of the first plant and the herbicide resistance characteristics of the second plant. The progeny plants produced by this method of the present invention have increased resistance to a herbicide when compared to either the first or second plant or both. When the first and second plants are resistant to different herbicides, the progeny plants will have the combined herbicide tolerance characteristics of the first and second plants. The methods of the invention can further involve one or more generations of backcrossing the progeny plants of the first cross to a plant of the same line or genotype as either the first or second plant. Alternatively, the progeny of the first cross or any subsequent cross can be crossed to a third plant that is of a different line or genotype than either the first or second plant. The present invention also provides plants, plant organs, plant tissues, plant cells, seeds, and non-human host cells that are transformed with the at least one polynucleotide molecule, expression cassette, or transformation vector of the invention. Such transformed plants, plant organs, plant tissues, plant cells, seeds, and non-human host cells have enhanced tolerance or resistance to at least one herbicide, at levels of the herbicide that kill or inhibit the growth of an untransformed plant, plant tissue, plant cell, or non-human host cell, respectively. Preferably, the transformed plants, plant tissues, plant cells, and seeds of the invention are Arabidopsis thaliana and crop plants.
[0851] In other aspects, plants of the invention include those plants which, in addition to being tolerant to uracilpyridine herbicides, have been subjected to further genetic modifications by breeding, mutagenesis or genetic engineering, e.g. have been rendered tolerant to applications of specific other classes of herbicides, such as AHAS inhibitors; auxinic herbicides; bleaching herbicides such as hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors or phytoene desaturase (PDS) inhibitors; EPSPS inhibitors such as glyphosate; glutamine synthetase (GS) inhibitors such as glufosinate; lipid biosynthesis inhibitors such as acetyl CoA carboxylase (ACCase) inhibitors; or oxynil {i.e. bromoxynil or ioxynil) herbicides as a result of conventional methods of breeding or genetic engineering, Thus, uracilpyridine herbicides-tolerant plants of the invention can be made resistant to multiple classes of herbicides through multiple genetic modifications, such as resistance to both glyphosate and glufosinate or to both glyphosate and a herbicide from another class such as HPPD inhibitors, AHAS inhibitors, or ACCase inhibitors. These herbicide resistance technologies are, for example, described in Pest Management Science (at volume, year, page): 61, 2005, 246; 61, 2005, 258; 61, 2005, 277; 61, 2005, 269; 61, 2005, 286; 64, 2008, 326; 64, 2008, 332; Weed Science 57, 2009, 108; Australian Journal of Agricultural Research 58, 2007, 708; Science 316, 2007, 1185; and references quoted therein. For example, uracilpyridine herbicides-tolerant plants of the invention, in some embodiments, may be tolerant to ACCase inhibitors, such as "dims" {e.g., cycloxydim, sethoxydim, clethodim, or tepraloxydim), "fops" {e.g. , clodinafop, diclofop, fluazifop, haloxyfop, or quizalofop), and "dens" (such as pinoxaden); to auxinic herbicides, such as dicamba; to EPSPS inhibitors, such as glyphosate; to other PPO inhibitors; and to GS inhibitors, such as glufosinate.
[0852] In addition to these classes of inhibitors, uracilpyridine herbicides-tolerant plants of the invention may also be tolerant to herbicides having other modes of action, for example, chlorophyll / carotenoid pigment inhibitors, cell membrane disrupters, photosynthesis inhibitors, cell division inhibitors, root inhibitors, shoot inhibitors, and combinations thereof.
[0853] Such tolerance traits may be expressed, e.g. : as mutant or wildtype PPO proteins, as mutant AHASL proteins, mutant ACCase proteins, mutant EPSPS proteins, or mutant glutamine synthetase proteins; or as mutant native, inbred, or transgenic aryloxyalkanoate dioxygenase (AAD or DHT), haloarylnitrilase (BXN), 2,2- dichloropropionic acid dehalogenase (DEH), glyphosate-N- acetyltransferase (GAT), glyphosate decarboxylase (GDC), glyphosate oxidoreductase (GOX), glutathione-S-transferase (GST), phosphinothricin acetyltransferase (PAT or bar), or CYP450s proteins having an herbicide-degrading activity. uracilpyridine herbicides- tolerant plants hereof can also be stacked with other traits including, but not limited to, pesticidal traits such as Bt Cry and other proteins having pesticidal activity toward coleopteran, lepidopteran, nematode, or other pests; nutrition or nutraceutical traits such as modified oil content or oil profile traits, high protein or high amino acid concentration traits, and other trait types known in the art.
[0854] Furthermore, in other embodiments, uracilpyridine herbicides-tolerant plants are also covered which are, by the use of recombinant DNA techniques and / or by breeding and / or otherwise selected for such characteristics, rendered able to synthesize one or more insecticidal proteins, especially those known from the bacterial genus Bacillus, particularly from Bacillus thuringiensis, such as [delta]-endotoxins, e.g. CrylA(b), CrylA(c), CrylF, CrylF(a2), CryllA(b), CrylllA, CrylllB(bl) or Cry9c; vegetative insecticidal proteins (VIP), e.g. VIP1, VIP2, VIP3 or VIP3A; insecticidal proteins of bacteria colonizing nematodes, e.g. Photorhabdus spp. or Xenorhabdus spp.; toxins produced by animals, such as scorpion toxins, arachnid toxins, wasp toxins, or other insect-specific neurotoxins; toxins produced by fungi, such streptomycete toxins; plant lectins, such as pea or barley lectins; agglutinins; proteinase inhibitors, such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin or papain inhibitors; ribosome-inactivating proteins (RIP), such as ricin, maize-RIP, abrin, luffin, saporin or bryodin; steroid metabolism enzymes, such as 3-hydroxy-steroid oxidase, ecdysteroid-IDP-glycosyl-transferase, cholesterol oxidases, ecdysone inhibitors or HMG- CoA-reductase; ion channel blockers, such as blockers of sodium or calcium channels; juvenile hormone esterase; diuretic hormone receptors (helicokinin receptors); stilben synthase, bibenzyl synthase, chitinases or glucanases. In the context of the present invention these insecticidal proteins or toxins are to be understood expressly also as pre-toxins, hybrid proteins, truncated or otherwise modified proteins. Hybrid proteins are characterized by a new combination of protein domains, (see, e.g. WO 02 / 015701). Further examples of such toxins or genetically modified plants capable of synthesizing such toxins are disclosed, e.g., in EP-A 374 753, WO 93 / 007278, WO 95 / 34656, EP-A 427 529, EP-A 451 878, WO 03 / 18810 und WO 03 / 52073. The methods for producing such genetically modified plants are generally known to the person skilled in the art and are described, e.g. in the publications mentioned above. These insecticidal proteins contained in the genetically modified plants impart to the plants producing these proteins tolerance to harmful pests from all taxonomic groups of arthropods, especially to beetles (Coeloptera), two-winged insects (Diptera), and moths (Lepidoptera) and to nematodes (Nematoda).
[0855] In some embodiments, expression of one or more protein toxins (e.g., insecticidal proteins) in the uracilpyridine herbicides-tolerant plants is effective for controlling organisms that include, for example, members of the classes and orders: Coleoptera such as the American bean weevil Acanthoscelides obtectus; the leaf beetle Agelastica alni; click beetles (Agriotes lineatus, Agriotes obscurus, Agriotes bicolor); the grain beetle Ahasverus advena; the summer schafer Amphimallon solstitialis; the furniture beetle Anobium punctatum; Anthonomus spp. (weevils); the Pygmy mangold beetle Atomaria linearis; carpet beetles (Anthrenus spp., Attagenus spp.); the cowpea weevil Callosobruchus maculates; the fried fruit beetle Carpophilus hemipterus; the cabbage seedpod weevil Ceutorhynchus assimilis; the rape winter stem weevil Ceutorhynchus picitarsis; the wireworms Conoderus vespertinus and Conoderus falli; the banana weevil Cosmopolites sordidus; the New Zealand grass grub Costelytra zealandica; the June beetle Cotinis nitida; the sunflower stem weevil Cylindrocopturus adspersus; the larder beetle Dermestes lardarius; the corn rootworms Diabrotica virgifera, Diabrotica virgifera virgifera, and Diabrotica barberi; the Mexican bean beetle Epilachna varivestis; the old house borer Hylotropes bajulus; the lucerne weevil Hypera postica; the shiny spider beetle Gibbium psylloides; the cigarette beetle Lasioderma serricorne; the Colorado potato beetle Leptinotarsa decemlineata; Lyctus beetles {Lyctus spp. , the pollen beetle Meligethes aeneus; the common cockshafer Melolontha melolontha; the American spider beetle Mezium americanum; the golden spider beetle Niptus hololeuc s; the grain beetles Oryzaephilus surinamensis and Oryzaephilus Mercator; the black vine weevil Otiorhynchus sulcatus; the mustard beetle Phaedon cochleariae, the crucifer flea beetle Phyllotreta cruciferae; the striped flea beetle Phy llotreta striolata; the cabbage steam flea beetle Psy Diodes chrysocephala; Ptinus spp. (spider beetles); the lesser grain borer Rhizopertha dominica; the pea and been weevil Sitona lineatus; the rice and granary beetles Sitophilus oryzae and Sitophilus granaries; the red sunflower seed weevil Smicronyx fulvus; the drugstore beetle Stegobium paniceum; the yellow mealworm beetle Tenebrio molitor, the flour beetles Tribolium castaneum and Tribolium confusum; warehouse and cabinet beetles {Trogoderma spp.); the sunflower beetle Zygogramma exclamationis; Dermaptera (earwigs) such as the European earwig Forficula auricularia and the striped earwig Labidura riparia; Dictyoptera such as the oriental cockroach Blatta orientalis; the greenhouse millipede Oxidus gracilis; the beet fly Pegomyia betae; the frit fly Oscinella frit; fruitflies (Dacus spp., Drosophila spp.); Isoptera (termites) including species from the familes Hodotermitidae, Kalotermitidae, Mastotermitidae, Rhinotermitidae, Serritermitidae, Termitidae, Termopsidae; the tarnished plant bug Lygus lineolaris; the black bean aphid Aphis fabae; the cotton or melon aphid Aphis gossypii; the green apple aphid Aphis pomi; the citrus spiny whitefly Aleurocanthus spiniferus; the sweet potato whitefly Bemesia tabaci; the cabbage aphid Brevicoryne brassicae; the pear psy Ila Cacopsylla pyricola; the currant aphid Cryptomyzus ribis; the grape phylloxera Daktulosphaira vitifoliae; the citrus psylla Diaphorina citri; the potato leafhopper Empoasca fabae; the bean leafhopper Empoasca Solana; the vine leafhopper Empoasca vitis; the woolly aphid Eriosoma lanigerum; the European fruit scale Eulecanium corni; the mealy plum aphid Hyalopterus arundinis; the small brown planthopper Laodelphax striatellus; the potato aphid Macrosiphum euphorbiae; the green peach aphid Myzus persicae; the green rice leafhopper Nephotettix cinticeps; the brown planthopper Nilaparvata lugens; the hop aphid Phorodon humuli; the birdcherry aphid Rhopalosiphum padi; the grain aphid Sitobion avenae; Lepidoptera such as Adoxophyes orana (summer fruit tortrix moth); Archips podana (fruit tree tortrix moth); Bucculatrix pyrivorella (pear leafminer); Bucculatrix thurberiella (cotton leaf perforator); Bupalus piniarius (pine looper); Carpocapsa pomonella (codling moth); Chilo suppressalis (striped rice borer); Choristoneura fumiferana (eastern spruce budworm); Cochylis hospes (banded sunflower moth); Diatraea grandiosella (southwestern corn borer); Eupoecilia ambiguella (European grape berry moth); Helicoverpa armigera (cotton bollworm); Helicoverpa zea (cotton bollworm); Heliothis vires cens (tobacco budworm), Homeosoma electellum (sunflower moth); Homona magnanima (oriental tea tree tortrix moth); Lithocolletis blancardella (spotted tentiform leafminer); Lymantria dispar (gypsy moth); Malacosoma neustria (tent caterpillar); Mamestra brassicae (cabbage armyworm); Mamestra configurata (Bertha armyworm); Operophtera brumata (winter moth); Ostrinia nubilalis (European corn borer), Panolis flammea (pine beauty moth), Phy llocnistis citrella (citrus leafminer); Pieris brassicae (cabbage white butterfly); Rachiplusia ni (soybean looper); Spodoptera exigua (beet armywonn); Spodoptera littoralis (cotton leafworm); Sylepta derogata (cotton leaf roller); Trichoplusia ni (cabbage looper); Orthoptera such as the common cricket Acheta domesticus, tree locusts (Anacridium spp.), the migratory locust Locusta migratoria, the twostriped grasshopper Melanoplus bivittatus, the differential grasshopper Melanoplus differ entialis, the redlegged grasshopper Melanoplus femurrubrum, the migratory grasshopper Melanoplus sanguinipes, the northern mole cricket Neocurtilla hexadectyla, the red locust Nomadacris septemfasciata, the shortwinged mole cricket Scapteriscus abbreviatus, the southern mole cricket Scapteriscus borellii, the tawny mole cricket Scapteriscus vicinus, and the desert locust Schistocerca gregaria; Symphyla such as the garden symphylan Scutigerella immaculata; Thysanoptera such as the tobacco thrips Frankliniella fusca, the flower thrips Frankliniella intonsa, the western flower thrips Frankliniella occidentalism the cotton bud thrips Frankliniella schultzei, the banded greenhouse thrips Hercinothrips femoralis, the soybean thrips Neohydatothrips variabilis, Kelly's citrus thrips Pezothrips kellyanus, the avocado thrips Scirtothrips perseae, the melon thrips Thrips palmi, and the onion thrips Thrips tabaci; and the like, and combinations comprising one or more of the foregoing organisms.
[0856] In some embodiments, expression of one or more protein toxins (e.g., insecticidal proteins) in the uracilpyridine herbicides-tolerant plants is effective for controlling flea beetles, i.e. members of the flea beetle tribe of family Chrysomelidae, preferably against Phyllotreta spp., such as Phyllotreta cruciferae and / or Phyllotreta triolata. In other embodiments, expression of one or more protein toxins {e.g., insecticidal proteins) in the uracilpyridine herbicides- tolerant plants is effective for controlling cabbage seedpod weevil, the Bertha armyworm, Lygus bugs, or the diamondback moth.
[0857] Furthermore, in one embodiment, uracilpyridine herbicides-tolerant plants are also covered which are, e.g. by the use of recombinant DNA techniques and / or by breeding and / or otherwise selected for such traits, rendered able to synthesize one or more proteins to increase the resistance or tolerance of those plants to bacterial, viral or fungal pathogens. The methods for producing such genetically modified plants are generally known to the person skilled in the art.
[0858] Furthermore, in another embodiment, uracilpyridine herbicides-tolerant plants are also covered which are, e.g. by the use of recombinant DNA techniques and / or by breeding and / or otherwise selected for such traits, rendered able to synthesize one or more proteins to increase the productivity (e.g. oil content), tolerance to drought, salinity or other growth- limiting environmental factors or tolerance to pests and fungal, bacterial or viral pathogens of those plants.
[0859] Furthermore, in other embodiments, uracilpyridine herbicides-tolerant plants are also covered which are, e.g. by the use of recombinant DNA techniques and / or by breeding and / or otherwise selected for such traits, altered to contain a modified amount of one or more substances or new substances, for example, to improve human or animal nutrition, e.g. oil crops that produce health-promoting long-chain omega-3 fatty acids or unsaturated omega-9 fatty acids (e.g. Nexera(R) rape, Dow Agro Sciences, Canada).
[0860] Furthermore, in some embodiments, uracilpyridine herbicides-tolerant plants are also covered which are, e.g. by the use of recombinant DNA techniques and / or by breeding and / or otherwise selected for such traits, altered to contain increased amounts of vitamins and / or minerals, and / or improved profiles of nutraceutical compounds.
[0861] In one embodiment, uracilpyridine herbicides-tolerant plants of the present invention, relative to a wild-type plant, comprise an increased amount of, or an improved profile of, a compound selected from the group consisting of: glucosinolates (e.g., glucoraphanin (4-methylsulfinylbutyl-glucosinolate), sulforaphane, 3- indolylmethyl-glucosinolate(glucobrassicin), I -methoxy-3-indolylmethyl-glucosinolate (neoglucobrassicin)); phenolics (e.g., flavonoids (e.g., quercetin, kaempferol), hydroxycinnamoyl derivatives (e.g., 1 ,2,2'- trisinapoylgentiobiose, 1 ,2-diferuloylgentiobiose, 1 ,2'-disinapoyl-2-feruloylgentiobiose, 3-0- caffeoyl-quinic (neochlorogenic acid)); and vitamins and minerals (e.g., vitamin C, vitamin E, carotene, folic acid, niacin, riboflavin, thiamine, calcium, iron, magnesium, potassium, selenium, and zinc).
[0862] In another embodiment, uracilpyridine herbicides-tolerant plants of the present invention, relative to a wild-type plant, comprise an increased amount of, or an improved profile of, a compound selected from the group consisting of: progoitrin; isothiocyanates; indoles (products of glucosinolate hydrolysis); glutathione; carotenoids such as beta-carotene, lycopene, and the xanthophyll carotenoids such as lutein and zeaxanthin; phenolics comprising the flavonoids such as the flavonols (e.g. quercetin, rutin), the flavans / tannins (such as the procyanidins comprising coumarin, proanthocyanidins, catechins, and anthocyanins); flavones; phytoestrogens such as coumestans, lignans, resveratrol, isoflavones e.g. genistein, daidzein, and glycitein; resorcyclic acid lactones; organosulphur compounds; phytosterols; terpenoids such as carnosol, rosmarinic acid, glycyrrhizin and saponins; chlorophyll; chlorphyllin, sugars, anthocyanins, and vanilla. In other embodiments, uracilpyridine herbicides-tolerant plants of the present invention, relative to a wild-type plant, comprise an increased amount of, or an improved profile of, a compound selected from the group consisting of: vincristine, vinblastine, taxanes (e.g., taxol (paclitaxel), baccatin III, 10-desacetylbaccatin III, 10-desacetyl taxol, xylosyl taxol, 7- epitaxol, 7- epibaccatin III, 10-desacetylcephalomannine, 7-epicephalomannine, taxotere, cephalomannine, xylosyl cephalomannine, taxagifine, 8-benxoyloxy taxagifine, 9-acetyloxy taxusin, 9-hydroxy taxusin, taiwanxam, taxane la, taxane lb, taxane Ic, taxane Id, GMP paclitaxel, 9-dihydro 13-acetylbaccatin III, 10-desacetyl-7-epitaxol, tetrahydrocannabinol (THC), cannabidiol (CBD), genistein, diadzein, codeine, morphine, quinine, shikonin, ajmalacine, serpentine, and the like. It is to be understood that the plant of the present invention can comprise a wild type PPO nucleic acid in addition to a mutated PPO nucleic acid. It is contemplated that the uracilpyridine herbicide tolerant lines may contain a mutation in only one of multiple PPO isoenzymes. Therefore, the present invention includes a plant comprising one or more mutated PPO nucleic acids in addition to one or more wild type PPO nucleic acids.
[0863] In another embodiment, the invention refers to a seed produced by a transgenic plant comprising a plant cell of the present invention, wherein the seed is true breeding for an increased resistance to a uracilpyridine herbicide as compared to a wild type variety of the seed.
[0864] In another embodiment, the invention refers to a method of producing a transgenic plant cell with an increased resistance to a uracilpyridine herbicide as compared to a wild type variety of the plant cell comprising, transforming the plant cell with an expression cassette comprising a mutated PPO nucleic acid.
[0865] In another embodiment, the invention refers to a method of producing a transgenic plant comprising, (a) transforming a plant cell with an expression cassette comprising a mutated PPO nucleic acid, and (b) generating a plant with an increased resistance to uracilpyridine herbicide from the plant cell.
[0866] Consequently, mutated PPO nucleic acids of the invention are provided in expression cassettes for expression in the plant of interest. The cassette will include regulatory sequences operably linked to a mutated PPO nucleic acid sequence of the invention. The term "regulatory element" as used herein refers to a polynucleotide that is capable of regulating the transcription of an operably linked polynucleotide. It includes, but not limited to, promoters, enhancers, introns, 5' UTRs, and 3' UTRs. By "operably linked" is intended a functional linkage between a promoter and a second sequence, wherein the promoter sequence initiates and mediates transcription of the DNA sequence corresponding to the second sequence. Generally, operably linked means that the nucleic acid sequences being linked are contiguous and, where necessary to join two protein coding regions, contiguous and in the same reading frame. The cassette may additionally contain at least one additional gene to be cotransformed into the organism. Alternatively, the additional gene(s) can be provided on multiple expression cassettes.
[0867] Such an expression cassette is provided with a plurality of restriction sites for insertion of the mutated PPO nucleic acid sequence to be under the transcriptional regulation of the regulatory regions. The expression cassette may additionally contain selectable marker genes.
[0868] The expression cassette of the present invention will include in the 5'-3' direction of transcription, a transcriptional and translational initiation region (i.e., a promoter), a mutated PPO encoding nucleic acid sequence of the invention, and a transcriptional and translational termination region (i.e., termination region) functional in plants. The promoter may be native or analogous, or foreign or heterologous, to the plant host and / or to the mutated PPO nucleic acid sequence of the invention. Additionally, the promoter may be the natural sequence or alternatively a synthetic sequence. Where the promoter is "foreign" or "heterologous" to the plant host, it is intended that the promoter is not found in the native plant into which the promoter is introduced. Where the promoter is "foreign" or "heterologous" to the mutated PPO nucleic acid sequence of the invention, it is intended that the promoter is not the native or naturally occurring promoter for the operably linked mutated PPO nucleic acid sequence of the invention. As used herein, a chimeric gene comprises a coding sequence operably linked to a transcription initiation region that is heterologous to the coding sequence.
[0869] While it may be preferable to express the mutated PPO nucleic acids of the invention using heterologous promoters, the native promoter s...
Claims
Claims:1 . A method for controlling undesired vegetation at a plant cultivation site, the method comprising the steps of: c) providing, at said site, a plant that comprises at least one nucleic acid comprising a nucleotide sequence encoding a protoporphyrinogen oxidase (PPO) polypeptide which is resistant or tolerant to a “PPO inhibiting herbicide”; d) applying to said site an effective amount of said herbicide, wherein the PPO inhibiting herbicide is a uracilpyridine of formula (I)wherein the substituents have the following meanings: R1hydrogen, NH2, Ci-Ce-alkyl or Cs-Ce-alkynyl; R2hydrogen, Ci-Ce-alkyl or Ci-Ce-haloalkyl;R3hydrogen or Ci-Ce-alkyl;R4H or halogen;R5halogen, CN, NO2, NH2, CF3or C(=S)NH2;R6H, halogen, CN, Ci-Cs-alkyl, Ci-Cs-haloalkyl, Ci-Cs-alkoxy, Ci-Cs-haloalkoxy, Ci-Cs-alkylthio, (C1- C3-alkyl)amino, di(Ci-C3-alkyl)amino, Ci-Cs-alkoxy-Ci-Cs-alkyl, Ci-Cs-alkoxycarbonyl;R7H, halogen, Ci-Cs-alkyl, Ci-Cs-alkoxy;R8OR9, SR9, NR10R11, NR9OR9, NR9S(O)2R10or NR9S(O)2NR10R11, whereinR9is hydrogen, Ci-Ce-alkyl, Cs-Ce-alkenyl, Cs-Ce-alkynyl, Ci-Ce-haloalkyl, Cs-Ce-haloalkenyl, Cs-Ce-haloalkynyl, Ci-Ce-cyanoalkyl, Ci-Ce-alkoxy-Ci-Ce-alkyl, Ci-Ce-alkoxy-Ci-Ce-alkoxy- Ci-Ce-alkyl, di(Ci-Ce-alkoxy)Ci-Ce-alkyl, Ci-Ce-haloalkoxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy-Ci- Ce-alkyl, Cs-Ce-haloalkenyloxy-Ci-Ce-alkyl, Cs-Ce-alkenyloxy-Ci-Ce-alkoxy-Ci-Ce-alkyl, C1- Ce-alkylthio-Ci-Ce-alkyl, Ci-Ce-alkylsulfinyl-Ci-Ce-alkyl, Ci-Ce-alkylsulfonyl-Ci-Ce-alkyl, C1- Ce-alkylcarbonyl-Ci-Ce-alkyl, Ci-Ce-alkoxycarbonyl-Ci-Ce-alkyl, Ci-Ce-haloalkoxycarbonyl- Ci-Ce-alkyl, Cs-Ce-alkenyloxycarbonyl-Ci-Ce-alkyl, Cs-Ce-alkynyloxycarbonyl-Ci-Ce-alkyl, amino, (Ci-C6-alkyl)amino, di(Ci-Ce-alkyl)amino, (Ci-C6-alkylcarbonyl)amino, amino-Ci-Ce- alkyl, (Ci-Ce-alkyl)amino-Ci-Ce-alkyl, di(Ci-Ce-alkyl)amino-Ci-Ce-alkyl, aminocarbonyl-Ci- Ce-alkyl, (Ci-Ce-alkyl)aminocarbonyl-Ci-Ce-alkyl, di(Ci-Ce-alkyl)aminocarbonyl-Ci-Ce-alkyl, -N=CR12R13, wherein R12and R13independently of one another are H, Ci-C4-alkyl or phenyl;Cs-Ce-cycloalkyl, Cs-Ce-cycloalkyl-Ci-Ce-alkyl, Cs-Ce-heterocyclyl, Cs-Ce-heterocyclyl-Ci- Ce-alkyl, phenyl, phenyl-Ci-C4-alkyl or a 5- or 6 membered heteroaryl, wherein each cycloalkyl, heterocycly I, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R14or a 3- to 7-membered carbocyclus,which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of-N(R12)-, -N=N-, -C(=O)-, -0- and -S-, and which carbocyclus is optionally substituted with one to four substituents selected from R14; wherein R14is halogen, NO2, CN, Ci-C4-alkyl, Ci-C4-haloalkyl, C1-C4- alkoxy or Ci-C4-alkoxycarbonyl;R10, R11independently of one another are R9, or together form a 3- to 7-membered carbocyclus, which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of -N(R12)-, -N=N-, -C(=O)-, -0- and -S- , and which carbocyclus is optionally substituted with one to four substituents selected from R14; n 1 to 3;Q CH2, 0, S, SO, S02, NH or (Ci-C3-alkyl)N;W 0 or S;X NH, NCH3, O or S;Y 0 or S;Z phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl, each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-Ce-alkoxy, Ci-Ce-haloalkoxy; including their agriculturally acceptable salts or derivatives, provided the compounds of formula (I) have a carboxyl group, and wherein the effective amount of said herbicide does not kill or inhibit the growth of the herbicide-tolerant plant of a).
2. The method according to claim 1 , wherein the herbicide resistant or tolerant PPO polypeptide comprises a sequence being, over the full length, at least 80% identical to the amino acid sequence of SEQ ID NO: 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 139, 143, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 184, 185, 186, 187, 188, 189, 190, 191, 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 346, 347, 348, 349, 350, 351, 352, 353, 354, 355, 356, 357, 358, 359, 360,361, 362, 363, 364, 365, 366, 409, 410, 411, 412, 413, 414, 415, 416, 417, 418, 419, 420, 421, 422,423, 424, 425, 426, 427, 428, 470, 471, 472, 473, 474, 544, 545, 546, 547, 548, 549, 550, 551, 552,553, 554, 555, 556, 557, 558, 559, 560, 561, 562, 563, 564, 565, 566, 567, 568, 569, 570, 571, 572,573, 574, 575, 576, 577, 578, 579, 580, 581, 582, 583, 584, 585, 586, 587, 588, 589, 590, 591, 592,593, 594, 595, 596, 597, 598, 599, 600, 601, 602, 603, 604, 605, 606, 607, 608, 609, 610, 611, 612,613, 614, 615, 616, 617, 618, 619, 620, 621, 622, 623, 624, 625, 626, 627, 628, 629, 630, 631, 632,633, 634, 635, 636, 637, 638, 639, 640, 641, 642, 643, 644, 645, 646, 647, 648, 649, 650, 651, 652,653, 654, 655, 656, 657, 658, 659, 660, 661, 662, 663, 664, 665, 666, 667, 792, 793, 794, 795, 796,797, 798, 799, 800, 801, 802, 803, 804, 805, 806, 827, or 829, or a variant thereof.
3. The method according to claim 1 , wherein the herbicide resistant or tolerant PPO polypeptide is encoded by a nucleic acid molecule comprising a sequence being, over the full length, at least 80% identical tothe nucleic acid sequence of SEQ ID NO: 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137, 138, 140, 141, 142, 144, 172, 173, 174, 175, 176, 177, 178, 179, 180, 181, 205, 206, 207, 208, 209, 210, 211, 212, 213, 214, 215, 216, 217, 218, 219, 220, 221, 222, 223, 224,225, 226, 227, 228, 229, 230, 231, 232, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244,245, 246, 367, 368, 369, 370, 371, 372, 373, 374, 375, 376, 377, 378, 379, 380, 381, 382, 383, 384,385, 386, 387, 388, 389, 390, 391, 392, 393, 394, 395, 396, 397, 398, 399, 400, 401, 402, 403, 404,405, 406, 407, 408, 429, 430, 431, 432, 433, 434, 435, 436, 437, 438, 439, 440, 441, 442, 443, 444,445, 446, 447, 448, 449450, 451, 452, 453, 454, 455, 456, 457, 458, 459, 460, 461, 462, 463, 464, 465, 466, 467, 468, 469, 475, 476, 477, 478, 479, 480, 481, 668, 669, 670, 671, 672, 673, 674, 675, 676,677, 678, 679, 680, 681, 682, 683, 684, 685, 686, 687, 688, 689, 690, 691, 692, 693, 694, 695, 696,697, 698, 699, 700, 701, 702, 703, 704, 705, 706, 707, 708, 709, 710, 711, 712, 713, 714, 715, 716,717, 718, 719, 720, 721, 722, 723, 724, 725, 726, 727, 728, 729, 730731, 732, 733, 734, 735, 736, 737, 738, 739, 740, 741, 742, 743, 744, 745, 746, 747, 748, 749, 750, 751, 752, 753, 754, 755, 756, 757,758, 759, 760, 761, 762, 763, 764, 765, 766, 767, 768, 769, 770, 771, 772, 773, 774, 775, 776, 777,778, 779, 780, 781, 782, 783, 784, 785, 786, 787, 788, 789, 790, 791, 807, 808, 809, 810, 811, 812,813, 814, 815, 816, 817, 818, 819, 820, 821, 826, or 828, or a variant thereof.
4. The method according to any of claims 1 to 3, wherein the plant comprises a nucleic acid comprising the sequence of SEQ ID NO: 822, 830, 831, 832, or 833.
5. The method according to any of claims 1 to 4, wherein the plant comprises at least one additional heterologous nucleic acid comprising a nucleotide sequence encoding a herbicide tolerance enzyme.
6. The method according to any of claims 1 to 5 wherein the uracilpyridine of formula (I) is applied in conjunction with one or more additional herbicides.