Polysaccharide inducers

Abstract

This specification discloses compositions comprising at least one amino acid polysaccharide derivative. Such derivatives may be produced by contacting an amino acid with a polysaccharide or polysaccharide derivative, where the amino acid polysaccharide derivative has a maximum degree of substitution (DoS) of about 3.0 at at least one group formed by the amino acid. Methods for producing amino acid polysaccharide derivatives and their use in various applications and products are further disclosed.

Description

TECHNICAL FIELD

[0001] This application claims the priority of U.S. Provisional Patent Application No. 63 / 587,007, filed on September 29, 2023, the entire content of which is incorporated herein by reference.

[0002] The present disclosure falls within the field of polysaccharide derivatives. For example, the present disclosure relates to amino acid-derivatized polysaccharides and the use of such materials in various applications.

BACKGROUND ART

[0003] Multi-functional detergent compositions that provide the benefits of cleaning, water softening and rinsing have been produced. By way of example, detergent formulations for automatic dishwashers and other appliances are designed to function under hard water conditions. Ca 2+ and Mg 2+ Hard water cations such as these can crystallize in the presence of carbonic acid to form insoluble salts that form deposits on surfaces such as tableware or internal components of appliances (e.g., pipes, sprayers) (also known as scaling). Hard water cations also contribute to soap scum formation. Bio-based ingredients such as sodium citrate, trisodium methylglycine diacetate (MGDA) and L-glutamic acid-N,N-diacetic acid (GLDA) can help prevent these undesirable deposits by sequestering hard water cations and retaining them in solution. However, none of these ingredients are sufficient to prevent surface hard water deposits after repeated washing cycles. Inhibition of hard water deposit formation has been better addressed by incorporating fully synthetic polymers (often 100% petroleum-based) such as polyacrylates (e.g., sulfonated polyacrylates) or diphosphonates (e.g., 1-hydroxyethylidene-1,1-diphosphonic acid [HEDP]) into detergent compositions. These ingredients are non-renewable and not readily biodegradable; due to such environmental concerns, these and related ingredients are subject to expanding government regulations.

[0004] While several detergent products containing one or more environmentally friendly ingredients have been developed, these products often fail to provide consumer-acceptable cleaning performance (e.g., the aforementioned bio-based agents). Therefore, there remains a need for cleaning composition components that are renewable and / or biodegradable and provide cleaning performance equal to or better than that of products containing synthetic ingredients. For example, polysaccharide derivatives and detergent compositions containing one or more of these polysaccharide derivatives are disclosed herein to address this need. [Overview of the project] [Means for solving the problem]

[0005] In one embodiment, the disclosure relates to a composition / product comprising at least one amino acid polysaccharide derivative (amino acid grafted polysaccharide), wherein the amino acid polysaccharide derivative is produced by contacting an amino acid with a polysaccharide or a polysaccharide that has already been derivatized with an organic group, and the amino acid polysaccharide derivative has a maximum degree of substitution (DoS) of about 3.0 at at least one group formed by the amino acid (i.e., a maximum DoS of about 3.0 at at least one amino acid-derived group).

[0006] In another embodiment, the Disclosure relates to a method for cleaning or treating a hard surface, the method comprising (a) contacting the hard surface with a cleaning / treatment composition comprising an amino acid polysaccharide derivative as disclosed herein; and (b) removing all or part of the cleaning / treatment composition from the hard surface; thereby cleaning or treating the hard surface, wherein the cleaned / treated hard surface is less prone to film formation, spot formation, clouding or other deposition, and optionally the hard surface is made of glass, plastic, ceramic, porcelain, metal or stone.

[0007] In another embodiment, the disclosure relates to a method for producing an amino acid polysaccharide derivative as disclosed herein, the method comprising (a) contacting at least one amino acid with a polysaccharide or a polysaccharide already derivatized with an organic group to produce an amino acid polysaccharide derivative, wherein the amino acid polysaccharide derivative has a maximum degree of substitution (DoS) of about 3.0 at at least one group formed by the amino acid, and (b) optionally isolating the amino acid polysaccharide derivative. [Modes for carrying out the invention]

[0008] All cited patent and non-patent literature disclosures are incorporated herein by reference in their entirety.

[0009] Unless otherwise disclosed, the terms “one (a)” and “one (an)” as used herein shall encompass one or more (i.e., at least one) of the features referred to.

[0010] Where applicable, unless otherwise specified, all ranges are inclusive and combinable. For example, if the range “1 to 5” is given (i.e., 1 to 5), the given range should be interpreted as including the ranges “1 to 4”, “1 to 3”, “1 to 2”, “1 to 2 and 4 to 5”, “1 to 3 and 5”, and so on. Unless otherwise specified, the numerical values ​​in the various ranges in this disclosure are given as approximations, as if both the minimum and maximum values ​​within the given range were beginning with the word “approximately”. In this form, small fluctuations above and below the stated range can typically be used to achieve substantially the same result as values ​​within the range. Furthermore, these range disclosures are intended to be continuous ranges including each and every value between the minimum and maximum values.

[0011] Throughout this specification, all numerical upper limits are intended to include all lower numerical limits as if such lower numerical limits were explicitly stated herein. Any minimum numerical limit given throughout this specification will include all higher numerical limits as if such higher numerical limits were explicitly stated herein. All numerical ranges given throughout this specification will include all narrower numerical ranges that fall within such wider ranges as if all such narrower numerical ranges were explicitly stated herein.

[0012] For clarity, it should be understood that certain features of the Disclosure described above and below in relation to a particular aspect / embodiment may be provided individually or in combination. Conversely, for brevity, various features of the Disclosure described in relation to a single aspect / embodiment may be provided separately or in any secondary combination.

[0013] The term "polysaccharide" (or "glycan") refers to a polymeric carbohydrate molecule composed of long chains of monosaccharide units linked together by glycosidic bonds, which yield polysaccharide constituent monosaccharides and / or oligosaccharides upon hydrolysis. Polysaccharides as used herein may be linear or branched, and / or homopolysaccharides (composed of only one type of constituent monosaccharide) or heteropolysaccharides (composed of two or more different constituent monosaccharides). Examples of polysaccharides as used herein include glucans (polyglucose), fructans (polyfructose), galactans (polygalactose), mannans (polymannose), arabinans (polyarabinose), xylans (polyxylose), arginates (alginic acid), and soybean polysaccharides.

[0014] As used herein, “glucan” refers to a type of polysaccharide that is a polymer of glucose (polyglucose). Glucan may consist of, for example, about or at least about 90% by weight, 91% by weight, 92% by weight, 93% by weight, 94% by weight, 95% by weight, 96% by weight, 97% by weight, 98% by weight, 99% by weight, or 100% by weight of glucose monomer units. Examples of glucans as used herein are α-glucan and β-glucan.

[0015] The terms "α-glucan" and "α-glucan polymer" are used interchangeably herein. α-glucan is a polymer containing glucose monomer units linked together by α-glycosidic bonds. In typical embodiments, the glycosidic bonds of α-glucan herein are approximately, or at least approximately 80%, 81%, 82%, 83%, 84%, 85%, 86%, 87%, 88%, 89%, 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, or 100% α-glycosidic bonds. Examples of α-glucan polymers herein include α-1,3-glucan, α-1,4-glucan, and α-1,6-glucan.

[0016] The terms "β-glucan" and "β-glucan polymer" are used interchangeably herein. β-glucan is a polymer containing glucose monomer units linked together by β-glycosidic bonds. In typical embodiments, the glycosidic bonds of β-glucan herein are approximately, or at least approximately 80%, 81%, 82%, 83%, 84%, 85%, 86%, 87%, 88%, 89%, 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, or 100% β-glycosidic bonds. Examples of β-glucan polymers herein include β-1,3-glucan, β-1,4-glucan, and β-1,6-glucan.

[0017] In this specification, the terms “sugar” and other similar terms refer to monosaccharides and / or disaccharides / oligosaccharides unless otherwise specified. In this specification, “disaccharide” refers to a carbohydrate in which two monosaccharides are linked by a glycosidic bond. In this specification, “oligosaccharide” may refer to a carbohydrate in which, for example, 3 to 15 monosaccharides are linked by a glycosidic bond. Oligosaccharides may also be called “oligomers.” Monosaccharides contained within disaccharides / oligosaccharides (e.g., glucose and / or fructose) may be referred to as “monomer units,” “monosaccharide units,” or other similar terms.

[0018] The terms “α-1,3-glucan,” “polyα-1,3-glucan,” and “α-1,3-glucan polymer” are used interchangeably herein. α-1,3-glucan is an α-glucan containing glucose monomer units linked together by glycosidic bonds, where at least about 50% of the glycosidic bonds are α-1,3. In some embodiments, α-1,3-glucan contains about or at least about 90%, 95%, or 100% of α-1,3 glycosidic bonds. Where present, most or all of the other bonds in α-1,3-glucan herein are typically α-1,6, although some bonds may also be α-1,2 and / or α-1,4. α-1,3-glucan herein is typically water-insoluble.

[0019] In this specification, terms such as “α-1,6-glucan,” “polyα-1,6-glucan,” “α-1,6-glucan polymer,” and “dextran” refer to water-soluble α-glucans containing glucose monomer units linked together by glycosidic bonds, in which case at least about 40% of the glycosidic bonds are α-1,6. In some embodiments, α-1,6-glucan contains about or at least about 90%, 95%, or 100% α-1,6 glycosidic bonds. Other bonds that may optionally be present in α-1,6-glucan include α-1,2, α-1,3, and / or α-1,4 bonds.

[0020] The terms "α-1,4-glucan," "poly-α-1,4-glucan," and "α-1,4-glucan polymer" are used interchangeably herein. α-1,4-glucan is an α-glucan containing glucose monomer units linked together by glycosidic bonds, where at least about 50% of the glycosidic bonds are α-1,4. In some embodiments, α-1,4-glucan contains about or at least about 90%, 95%, or 100% α-1,4 glycosidic bonds. Most or all of the other bonds (if present) in α-1,4-glucan herein are typically α-1,6 (typically forming branches), but may also be α-1,2 and / or α-1,3. Examples of α-1,4-glucans herein include amylose, amylopectin, and starch.

[0021] The terms “β-1,4-glucan,” “polyβ-1,4-glucan,” “β-1,4-glucan polymer,” and “cellulose” are used interchangeably herein. β-1,4-glucan is a water-insoluble β-glucan containing glucose monomer units linked together by glycosidic bonds, where approximately 100% of the glycosidic bonds are β-1,4. β-1,4-glucan may be as disclosed, for example, in U.S. Patent Application Publication No. 2018 / 0334696.

[0022] The terms "β-1,3-glucan," "polyβ-1,3-glucan," and "β-1,3-glucan polymer" are used interchangeably herein. β-1,3-glucan is a β-glucan containing glucose monomer units linked together by glycosidic bonds, where at least about 50% of the glycosidic bonds are β-1,3. In some embodiments, β-1,3-glucan contains about or at least about 90%, 95%, or 100% β-1,3 glycosidic bonds. Most or all of the other bonds (if present) in β-1,3-glucan herein are typically β-1,6 (typically forming branches). β-1,3-glucans may be disclosed, for example, in U.S. Patent Application Publication No. 2014 / 0287919, incorporated herein by reference, and in Stone, BA (2009, Chemistry of Beta-Glucans, In Antony Bacic et al., Eds., Chemistry, Biochemistry, and Biology of 1-3 Beta Glucans and Related Polysaccharides, Academic Press, Burlington, MA).

[0023] The terms “soybean polysaccharides” and “soybean fiber” are used interchangeably herein and refer to high molecular weight, water-insoluble polysaccharide materials that can be obtained from soybeans. Typically, soybean polysaccharides are obtained from the cell wall structural components of soybeans. Soybean polysaccharides as used herein may be disclosed, for example, in U.S. Patent Application Publication No. 2018 / 0079832, which is incorporated herein by reference.

[0024] The terms "arginate," "alginic acid," and "argin" are used interchangeably herein. Arginates are linear copolymers having homopolymer blocks of (1,4)-linked β-D-mannuronate (Ma) and α-L-gluronate (Gu) residues, each linked together in different sequences or blocks. Monomers can arise in homopolymer blocks of consecutive Gu residues (Gu blocks), consecutive Ma residues (Ma blocks), or alternating Ma and Gu residues (MaGu blocks).

[0025] As used herein, “α-1,2 branching” (and similar terms) typically includes glucose α-1,2-bonded to a dextran skeleton, and therefore, α-1,2 branching as used herein may also be called α-1,2,6 bonding. α-1,2 branching as used herein typically has one glucose group (which may optionally be called pendant glucose).

[0026] As used herein, “α-1,3 branching” (and similar terms) typically contains glucose α-1,3-bonded to a dextran skeleton, and therefore, α-1,3 branching as used herein may also be called α-1,3,6 bonding. As used herein, α-1,3 branching typically has one glucose group (which may optionally be called pendant glucose).

[0027] In some embodiments, the term "copolymer" refers to a polymer comprising at least two different types of α-glucans, such as dextran and α-1,3-glucan.

[0028] In this specification, terms such as "graft copolymer" and "branched copolymer" generally refer to copolymers comprising a "backbone" (or "main chain") and one or more side chains branching from the backbone. The side chains are structurally distinct from the backbone.

[0029] Examples of graft copolymers as used herein are “dextran-α-1,3-glucan graft copolymers” (and similar terms) comprising a dextran-containing backbone and one or more α-1,3-glucan side chains. In some embodiments, the backbone may itself be a branched dextran disclosed herein, and the addition of α-1,3-glucan side chains to such a backbone (thus forming the graft copolymers as used herein) may be by enzymatic elongation from a non-reducing end presented by short branching (α-1,2,-1,3 or -1,4 branching, each typically composed of a single glucose monomer, i.e., pendant glucose). Short branching (which can be enzymatically elongated to α-1,3-glucan side chains) may reside on otherwise linear or nearly linear dextran, or on branched dextran. In some embodiments, α-1,3-glucans can also be synthesized from the non-reducing ends of the dextran backbone, such as embodiments in which the dextran skeleton is linear or nearly linear, or embodiments in which the dextran skeleton is branched (e.g., dendritic, or non-dendritic [branching does not originate from the core] but has a branch-on-branch structure). Such α-1,3-glucans are technically extensions from the dextran backbone rather than side chains of dextran.

[0030] In this specification, the branching percentage in a polysaccharide refers to the percentage of all bonds in the polysaccharide that represent the branching point. For example, the percentage of α-1,2 branching in α-glucan in this specification refers to the percentage of all bonds in the glucan that correspond to the α-1,2 branching point. Unless otherwise stated, the bond percentages disclosed in this specification are based on all bonds in the polysaccharide or on the portion of the polysaccharide that the disclosure particularly considers.

[0031] Terms such as "linkage," "glycosidic bond," and "bond" refer to covalent bonds that connect sugar monomers within sugar compounds (oligosaccharides and / or polysaccharides). Examples of glycosidic bonds include 1,6-α-D-glycosidic bonds (also known as "α-1,6" bonds as specified herein), 1,3-α-D-glycosidic bonds (also known as "α-1,3" bonds as specified herein), 1,4-α-D-glycosidic bonds (also known as "α-1,4" bonds as specified herein), and 1,2-α-D-glycosidic bonds (also known as "α-1,2" bonds as specified herein).

[0032] The glycosidic bond profiles of polysaccharides or their derivatives can be determined using any method known in the art. For example, the bond profile can be determined by nuclear magnetic resonance (NMR) spectroscopy (e.g., 13 13C NMR and / or 1 This can be determined using methods employing 1H NMR. These and other methods that may be used are disclosed, for example, in Food Carbohydrates: Chemistry, Physical Properties, and Applications (SWCui.Ed, Chapter 3, SWCui, Structural Analysis of Polysaccharides, Taylor & Francis Group LLC, Boca Raton, FL, 2005), which is incorporated herein by reference.

[0033] In this specification, the “molecular weight” of a polysaccharide or polysaccharide derivative may be expressed as weight-average molecular weight (Mw) or number-average molecular weight (Mn), in units of Daltons (Da) or grams / moles. Alternatively, the molecular weight may be expressed as DPw (weight-average degree of polymerization) or DPn (number-average degree of polymerization). For smaller polysaccharide polymers such as oligosaccharides, the molecular weight may optionally be provided as “DP” (degree of polymerization), which simply refers to the number of monomers contained in the polysaccharide. “DP” can also characterize the molecular weight of a polymer on an individual molecular basis. Various methods for calculating these various molecular weights are known in the art, such as high-pressure liquid chromatography (HPLC), size exclusion chromatography (SEC), or gel permeation chromatography (GPC).

[0034] As used herein, Mw is defined as Mw = ΣNiMi 2 It can be calculated as / ΣNiMi (wherein Mi is the molecular weight of individual chain i, and Ni is the number of chains of that molecular weight). In addition to SEC, the Mw of a polymer can be determined by other techniques such as static light scattering, mass spectrometry, MALDI-TOF (matrix-assisted laser desorption / ionization time-of-flight type), small-angle or neutron scattering of X-rays, or ultracentrifugation. As used herein, Mn can be calculated as Mn = ΣNiMi / ΣNi (wherein Mi is the molecular weight of chain i, and Ni is the number of chains of that molecular weight). In addition to SEC, the Mn of a polymer can be determined by various colligative methods, such as end-group determination by spectroscopic analysis methods such as vapor pressure osmotic pressure measurement, proton NMR, proton FTIR, or UV-Vis. As used herein, DPw and DPn can be calculated from Mw and Mn by dividing them, respectively, by the molar mass M1 of a single monomer unit. For unsubstituted glucan polymers, M1 = 162. In the case of substituted (derivative) glucan polymers, M1 = 162 + M f xDoS, in the formula, M f is the molar mass of the substituent, and DoS is the degree of substitution (average number of substituents per glucose unit of the glucan polymer).

[0035] In this specification, “amino acid polysaccharide derivative” (and similar terms such as “amino acid grafted polysaccharide”) (e.g., amino acid glucan derivative) typically refers to a polysaccharide that is substituted with at least one type of amino acid or amino acid-derived group and optionally further substituted with at least one other type of organic group (i.e., the amino acid group is also considered an organic group). The degree of substitution (DoS) of polysaccharide derivatives in this specification may be up to about 3.0 (e.g., about 0.001 to about 3.0). In this specification, terms such as “amino acid group” refer to a group that is formed on (substituted on) a polysaccharide or polysaccharide derivative when derivatizing the polysaccharide or polysaccharide derivative with an amino acid (by contacting / reacting the polysaccharide with an amino acid under conditions suitable for derivatization of the polysaccharide or polysaccharide derivative with an amino acid). The amino acid group / organic group may be attached to the polysaccharide derivative in this specification via, for example, an ether, ester, carbamate / carbamoyl, sulfonyl, carbonate, or amide bond.

[0036] The organic groups in this specification are typically uncharged (nonionic) or anionic; generally, such charges may be present when the organic group is in the aqueous composition in this specification, taking into further consideration the pH of the aqueous composition (in some embodiments, the pH may be 4 to 10 or 5 to 9 or any pH disclosed herein). When present in a polysaccharide derivative in this specification, an organic group containing a carboxylic acid group or a carboxylate group may itself be a carboxylic acid or carboxylate group (for example, carbon 6 of glucose may be -COOH or -COO - (i) may be an ether-, ester-, carbamate-, sulfonyl-, or carbonate-bonded to a polysaccharide, or (ii) an organic group containing a carboxylic acid or carboxylate group (e.g., a carboxyalkyl group such as carboxymethyl). The aspartic acid and glutamic acid groups herein typically contain a carboxylic acid and / or carboxylate group.

[0037] As used herein, the term “degree of substitution” (DoS or DS) refers to the average number of hydroxyl groups in each monomer unit of a polysaccharide derivative that are substituted with one or more amino acid groups and optionally one or more other organic groups (e.g., ethers, esters, or other bonds as used herein). The DoS of polysaccharide derivatives as used herein may refer to the DoS of a particular substituent, or to the overall DoS, which is the sum of the DoS values ​​of different substituent types. Unless otherwise disclosed, when DoS is not referred to a particular substituent type, it means the overall DoS.

[0038] As used herein, the term “molar substitution” (MS) refers to the moles of amino acid groups and optionally another organic group per monomer unit of a polysaccharide derivative. It should be noted that the molar substitution values ​​of polysaccharide derivatives can have a very high upper limit, for example, several hundred or even several thousand. For example, if the organic group is a hydroxyl-containing alkyl group obtained by the addition of ethylene oxide to one of the hydroxyl groups of the polysaccharide, the hydroxyl group thus formed from ethylene oxide can then be further etherified to form a polyether.

[0039] As used herein, the term "ether" (e.g., polysaccharide ether derivative) may be as disclosed in, for example, U.S. Patent Application Publication Nos. 2014 / 179913, 2016 / 0304629, 2015 / 0239995, 2018 / 0230241, 2018 / 0237816, 2020 / 0002646, 2023 / 0212325, 2023 / 0235097, or 2024 / 0301325, or International Publication No. WO 2021 / 257786 pamphlet, each of which is incorporated herein by reference. The terms "polysaccharide ether derivative", "polysaccharide ether compound", "polysaccharide ether" and the like are used interchangeably herein. The polysaccharide ether derivatives herein are polysaccharides etherified with one or more organic groups (e.g., uncharged, anionic) (in addition to being optionally derivatized with at least one amino acid) such that the derivative has a DoS with one or more amino acid groups and organic groups of up to about 3.0. The polysaccharide ether derivative has a partial structure -C G -O-C and is therefore referred to herein as an "ether", where "-C G " represents a carbon atom of a monomer unit (e.g., glucose) of the polysaccharide ether derivative (such carbon atom was bonded to a hydroxyl group [-OH] in the polysaccharide precursor of the ether), and "-C-" is the carbon atom of the organic group.

[0040] The terms used herein with respect to “ester” (e.g., polysaccharide ester derivative) may be as disclosed in, for example, U.S. Patent Application Publication No. 2014 / 0187767, No. 2018 / 0155455, No. 2020 / 0308371, or No. 2023 / 0287148, or International Publication No. 2021252575, or International Publication No. 2023 / 287684, which are incorporated herein by reference, respectively. The terms “polysaccharide ester derivative,” “polysaccharide ester compound,” and “polysaccharide ester” are used interchangeably herein. Polysaccharide ester derivatives herein are polysaccharides esterified with one or more organic groups (i.e., acyl groups) (in addition to optional derivatization with at least one amino acid) such that the derivative has a maximum of about 3.0 DoS of one or more amino acid groups and organic groups. In some embodiments, when derivatized to a polysaccharide, one or more amino acid groups are esterified with the polysaccharide and can therefore be optionally considered as ester or acyl groups. Polysaccharide ester derivatives have a substructure of C G By containing -O-CO-C-, it is referred to herein as "ester," and in the formula, "-C G The hyphen "-" represents the carbon atom of the monomeric unit of the polysaccharide ester derivative (e.g., glucose) (such carbon atoms were bonded to the hydroxyl group [-OH] in the ester's polysaccharide precursor), and "-CO-C-" is contained within the acyl group.

[0041] The terms "polysaccharide carbamate derivative," "polysaccharide carbamate," and "carbamoyl polysaccharide" are used interchangeably in this specification. A polysaccharide carbamate derivative is (in addition to being optionally derivatized with at least one amino acid) a binding moiety -OCONH- or [ka] It contains, and therefore, substructure-C G -OCONH-C R - or -C G -OCON-C R2 -Includes, in the formula, "-C G"-" represents the carbon atom of the monomer unit (e.g., glucose) of a polysaccharide carbamate derivative, and "-C" represents the carbon atom of the monomer unit (e.g., glucose). R - is included in the organic group. In some embodiments, the nitrogen atom of the carbamate / carbamoyl moiety is bonded to a hydrogen atom and an organic group. However, in some embodiments, the nitrogen atom of the carbamate / carbamoyl moiety may be the same (e.g., two methyl groups, two ethyl groups) or may be different (e.g., one methyl group and one ethyl group) bonded to two organic groups (as in the above "-C"). R2 (Indicated by -). In some embodiments, when derivatized to a polysaccharide, one or more amino acid groups are carbamoyl-bonded to the polysaccharide and can therefore be optionally considered as a carbamate group or a carbamoyl group.

[0042] The terms "polysaccharide sulfonyl derivative" and "sulfonyl polysaccharide" are used interchangeably in this specification. Polysaccharide sulfonyl derivatives contain the binding moiety -OSO2- (in addition to being derivatized with at least one amino acid selectively), and therefore have a substructure -C G -O-SO2-C R -Includes, in the formula, "-C G "-" represents the carbon atom of the monomer unit (e.g., glucose) of a polysaccharide sulfonyl derivative, and "-C" represents the carbon atom of the monomer unit (e.g., glucose). R - is contained within the organic group. The sulfonyl bonds in this specification are not ionizable. The sulfonyl groups of the polysaccharide sulfonyl derivatives in this specification may be disclosed, for example, in U.S. Patent Application Publication No. 2023 / 0212325, which is incorporated herein by reference.

[0043] The terms "polysaccharide carbonate derivative" and "carbonate polysaccharide" are used interchangeably within this specification. Polysaccharide carbonate derivatives contain a binding moiety -OCOO- (in addition to being derivatized with at least one amino acid), and therefore have a substructure -C G -O-COO-C R -Includes, in the formula, "-C G "-" represents the carbon atom of the monomer unit (e.g., glucose) of the polysaccharide carbonate derivative, and "-C" represents the carbon atom of the monomer unit (e.g., glucose). R- is contained in the organic group. Carbonate bonds in this specification are not ionizable. Carbonate groups of polysaccharide carbonate derivatives in this specification may be, for example, as disclosed in U.S. Patent Application Publication No. 2023 / 0212325, which is incorporated herein by reference.

[0044] The “sulfonate” groups as used herein may be as disclosed, for example, in International Publication No. 2019 / 246228 or U.S. Patent Application Publication No. 2021 / 0253977, which are incorporated herein by reference.

[0045] As used herein, “oxidized polysaccharide derivative” (and similar terms) refers to compounds resulting from the oxidation of polysaccharide derivatives, such as those disclosed herein. Such oxidation may occur, for example, at one or more hydroxyl groups of the monomeric units of the polysaccharide derivative and / or at one or more hydroxyl groups of the substituted organic groups of the polysaccharide derivative. Oxidation may independently convert the hydroxyl groups to aldehydes, ketones, or carboxyl groups. The polysaccharide derivatives herein may be oxidized, for example, by contacting them with one or more oxidizing substances / oxidizing agents under aqueous conditions. In some embodiments, the polysaccharide derivatives herein may be oxidized before or after amino acid derivatization and optionally derivatized with further organic groups. The oxidation reactions described herein are, for example, as disclosed in the following examples, or as disclosed in International Publication No. 2022 / 178073 or 2022 / 178075 or U.S. Patent Application Publication No. 2024 / 0199766 or 2024 / 0150497, which are respectively incorporated herein by reference.

[0046] As used herein, terms such as “aqueous liquid,” “aqueous fluid,” “aqueous conditions,” “aqueous reaction conditions,” “aqueous environment,” and “aqueous system” may refer to water or aqueous solutions. “Aqueous solution” as used herein may contain one or more dissolved salts, and the maximum total salt concentration may be about 3.5% by weight in some embodiments. While aqueous liquids as used herein typically contain water as the sole solvent in the liquid, aqueous liquids may optionally contain one or more other solvents (e.g., polar organic solvents) that are miscible in water. Thus, an aqueous solution may contain a solvent having at least about 10% by weight of water.

[0047] As used herein, “aqueous composition” has a liquid component comprising, for example, about or at least about 10, 20, 30, 40, 50, 60, 70, 80, 90, 95, 99, or 100% by weight of water. Examples of aqueous compositions include, for example, mixtures, solutions, dispersions (e.g., suspensions, colloidal dispersions), and emulsions.

[0048] The compositions of this disclosure may, in some embodiments, provide stability to dispersions or emulsions. “Stability” (or “the quality of being stable”) of a dispersion or emulsion as used herein is the ability, for example, that dispersed particles of a dispersion, or droplets dispersed in another liquid (emulsion), remain dispersed for a period of about or at least about 2, 4, 6, 9, 12, 18, 24, 30, or 36 months after the initial preparation of the dispersion or emulsion (e.g., about or at least about 70, 75, 80, 85, 90, 95, 96, 97, 98, 99, or 100% by weight of the particles of the dispersion or droplets of the emulsion remain dispersed). A stable dispersion or emulsion may, in some embodiments, resist overall settling, aggregation, and / or cohesion of the dispersed / emulsified material.

[0049] Polysaccharide derivatives described herein as “soluble,” “water-soluble,” or “water-soluble” (and similar terms) are soluble (or recognizably soluble) in water or under other aqueous conditions, but optionally the aqueous conditions are further characterized by having a pH of 4–9 (e.g., pH 6–8) and / or a temperature of about 1–130°C (e.g., 20–25°C). In some embodiments, water-soluble polysaccharide derivatives are soluble in 1% by weight or more in water at pH 7 at 25°C. In contrast, polysaccharide derivatives described as “insoluble,” “water-insoluble,” or “water-insoluble” (and similar terms) are not soluble under these conditions. In some embodiments, less than 1.0 gram (e.g., no detectable amount) of a water-insoluble polysaccharide derivative is soluble in 1000 milliliters of such aqueous conditions (e.g., water at 23°C).

[0050] The term “household care products” and similar terms typically refer to products, goods, and services related to the handling, cleaning, maintenance, and / or preparation of household items and their contents. Examples of such products include chemicals, compositions, products, or combinations thereof intended for such care.

[0051] The terms “fabric,” “textile,” and “cloth” are used interchangeably in this specification and refer to woven materials having a network structure of natural and / or artificial fibers. Such fibers may be, for example, in the form of twisted yarn or knitted yarn.

[0052] "Fabric care composition" and similar terms refer to any composition suitable for treating fabrics in any way. Examples of such compositions include laundry detergents and fabric softeners, which are examples of laundry care compositions.

[0053] As used herein, “detergent composition” typically comprises at least one surfactant (detergent compound) and / or one builder. As used herein, “surfactant” refers to a substance that tends to reduce the surface tension of a liquid in which it is dissolved. Surfactants can function, for example, as detergents, wetting agents, emulsifiers, foaming agents and / or dispersants.

[0054] Terms such as “heavy-duty detergent” and “all-purpose detergent” are used interchangeably herein and refer to detergents that help wash white and / or colored fabrics regularly at all temperatures. Terms such as “low-duty detergent” and “high-quality detergent” are used interchangeably herein and refer to detergents that help care for delicate fabrics such as viscose, wool, silk, microfiber, or other fabrics that require special care. “Special care” may include, for example, the use of excessive water, low agitation, and / or no bleaching.

[0055] In this specification, terms such as "builder" and "builder agent" refer to compositions that can form complexes with hard water cations, such as calcium cations and magnesium cations. Such complex formation is thought to prevent the formation of water-insoluble salts and / or other complexes by the cations. With respect to detergent compositions for cleaning or maintenance applications, builders added thereto can typically improve or maintain the cleaning efficiency of surfactants present in the detergent composition. Terms such as "builder ability" and "builder activity" are used interchangeably in this specification and refer to the ability of an aqueous composition to exhibit characteristics given by one or more builders present in the aqueous composition. Polysaccharide derivatives in some embodiments of this specification can be used as builders.

[0056] The terms "flocculant," "flocculation agent," "flocculation composition," and "coagulant" as used herein refer to substances that can promote the coagulation / solidification / aggregation of insoluble particles suspended in water or other aqueous liquids, thereby allowing for easier removal of the particles by sedimentation, filtration, pelletization, and / or other suitable means. Particle coagulation can typically occur in the process of removing / separating particles from an aqueous suspension. Polysaccharide derivatives, in some embodiments as used herein, may be used as flocculants.

[0057] The term "personal care products" and similar terms typically refer to products, goods, and services related to the treatment, cleansing, washing, care, or conditioning of humans. Examples of such products include chemicals, compositions, products, or combinations thereof that have applications in such care.

[0058] The terms “ingestable product” and “ingestable composition” refer to any substance that can be taken orally (i.e., by mouth), either alone or in combination with other substances, whether or not it is intended for consumption. Therefore, ingestible products include foods / beverages. “Food / beverage” refers to any edible product, such as a solid, semi-solid, or liquid, that is intended for consumption by humans or animals (e.g., for nutritional purposes). For example, “food” as used herein may optionally mean “foodstuffs,” “food products,” or other similar terms. “Non-edible product” (“non-edible composition”) refers to any composition that can be taken orally for purposes other than the consumption of food or beverages. Examples of non-edible products as used herein include supplements, dietary supplements, functional foods, medical supplies, oral care products (e.g., toothpaste, mouthwash), and cosmetics (e.g., sweet lip balm).

[0059] The term "medical supplies" and similar terms typically refer to products, goods, and services related to the diagnosis, treatment, and / or care of patients.

[0060] In this specification, “medical supplies,” “medicine,” “drug,” or similar terms refer to compositions used to treat illness or injury, which may be administered enterally or parenterally.

[0061] The term "industrial product" and similar terms typically refer to products, goods, and services used in industrial and / or institutional settings, but not typically used by individual consumers.

[0062] As used herein, the term "viscosity" refers to a measure of the degree to which a fluid (aqueous or non-aqueous) resists forces that tend to cause flow. Various units of viscosity that may be used herein include, for example, centipoise (cP, cps) and pascal-second (Pa·s). One centipoise is equal to 1 / 100 poise, and one poise is equal to 0.100 kg·m. -1 ·s -1 It is equal to . Viscosity may be reported in some embodiments as “intrinsic viscosity” (IV, η, in units dL / g), a term referring to a measure of the contribution of the glucan polymer to the viscosity of a liquid (e.g., solution) containing the glucan polymer. The IV measurements herein can be obtained using any preferred method, such as, for example, U.S. Patent Application Publication No. 2017 / 0002335, No. 2017 / 0002336, or No. 2018 / 0340199, all of which are incorporated herein by reference, or those disclosed in Weaver et al. (J.Appl.Polym.Sci.35:1631~1637) or Chun and Park (Macromol.Chem.Phys.195:701~711). Partially, for example, IV can be measured by dissolving the glucan polymer in DMSO containing about 0.9–2.5% by weight (e.g., 1, 2, or 1–2% by weight) of LiCl (optionally, dissolved at about 100°C for at least 2, 4, or 8 hours). IV as used herein may optionally be used as a relative measure of molecular weight.

[0063] The terms “sequence identity,” “identity,” and others used herein with respect to polypeptide amino acid sequences (e.g., those of glucosyltransferases) are defined and determined in U.S. Patent Application Publication No. 2017 / 0002336, which is incorporated herein by reference.

[0064] The "dry" or "free" compositions herein typically contain less than 6, 5, 4, 3, 2, 1, 0.5, or 0.1% by weight of water.

[0065] The terms "percentage by volume," "volume percentage," "vol%," and "v / v%" are used interchangeably in this specification. The volume percentage of solute in a solution can be calculated using the following formula: [(volume of solute) / (volume of solution)] × 100%.

[0066] The terms "percent by weight," "weight percentage (wt%)," and "weight-to-weight percentage (%w / w)" are used interchangeably in this specification. Percent by weight refers to the percentage of a substance by mass when it is contained in a composition, mixture, or solution.

[0067] Terms such as "weight / volume percentage" and "w / v%" are used interchangeably in this specification. Weight / volume percentage can be calculated as follows: ((mass of material [g]) / (total volume of material + liquid containing the material [mL])) × 100%. The material may be insoluble in the liquid (i.e., a solid phase in the liquid phase, e.g., a dispersion) or soluble in the liquid (i.e., a solute dissolved in the liquid).

[0068] The term "isolated" means a substance (or process) in a form or environment that does not exist in nature. Non-limiting examples of isolated substances include any polysaccharide derivatives disclosed herein. The embodiments disclosed herein are considered to be synthetic / artifacts (which cannot be manufactured or carried out without human intervention / involvement) and / or possess properties not found in nature.

[0069] As used herein, the term “increased” may mean an amount or activity that is at least about 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 50%, 100%, or 200% greater than the amount or activity being compared. Terms such as “increased,” “enhanced,” “enhanced,” “higher,” and “improved” are used interchangeably herein.

[0070] Some aspects of this disclosure relate to compositions (products) comprising amino acid polysaccharide derivatives (amino acid grafted polysaccharides). Typically, the amino acid polysaccharide derivatives of this disclosure are produced by contacting at least one amino acid with a polysaccharide (or a polysaccharide already derivatized with an organic group) (under preferred conditions, typically including aqueous conditions, for the amino acid to react with the polysaccharide / derivative and derivatize), and the amino acid polysaccharide derivative has a maximum degree of substitution (DoS) of about 3.0 at at least one group formed by the amino acid (i.e., having at least one amino acid-derived group). Thus, compositions (products) comprising amino acid polysaccharide derivatives (amino acid grafted polysaccharides) are disclosed, where the amino acid polysaccharide derivative has a maximum DoS of about 3.0 at at least one amino acid-derived group. The amino acid polysaccharide derivatives disclosed herein are suitable for various aqueous applications in hard water cations (e.g., Ca 2+ Mg 2+ It has several advantageous features, such as being able to prevent / reduce the formation of undesirable deposits resulting from interactions between ) and anionic compounds (e.g., carbonates, stealths).

[0071] The amino acids that may be used to derivatize the polysaccharides herein may be one or more of the following: alanine (Ala, A), arginine (Arg, R), asparagine (Asn, N), aspartic acid (Asp, D), cysteine ​​(Cys, C), glutamic acid (Glu, E), glutamine (Gln, Q), glycine (Gly, G), histidine (His, H), isoleucine (Ile, I), leucine (Leu, L), lysine (Lys, K), methionine (Met, M), phenylalanine (Phe, F), proline (Pro, P), serine (Ser, S), threonine (Thr, T), tryptophan (Trp, W), tyrosine (Tyr, Y), and valine (Val, V). In some embodiments, the amino acids may have anionic side groups (e.g., aspartic acid, glutamic acid). In some embodiments, the amino acid may have a basic side group (e.g., lysine, arginine, or histidine). In some embodiments, the amino acid may have a polar side group (e.g., serine, threonine, cysteine, tyrosine, asparagine, or glutamine). In some embodiments, the amino acid may have a nonpolar side group (e.g., glycine, alanine, valineleucine, isoleucine, methionine, phenylalanine, tryptophan, or proline). In some embodiments, the amino acid may have a side group containing an aryl group (e.g., phenylalanine, tryptophan, or tyrosine). The amino acids in some embodiments may be natural or non-natural. Derivatizations in this specification may use one amino acid or two or more different amino acids (to form a mixed amino acid polysaccharide derivative). With regard to nomenclature, polysaccharide derivatives in this specification can be characterized using any of the aforementioned amino acids; aspartic acid polysaccharide derivatives, polyaspartic acid polysaccharide derivatives, glutamic acid polysaccharide derivatives and polyglutamic acid polysaccharide derivatives (and similar terms) exemplify this nomenclature.

[0072] In some embodiments, amino acids can derivatize polysaccharides herein via the carboxyl group of the amino acid. Such carboxyl groups may be those of the constant moiety of the amino acid (i.e., a carboxyl directly bonded to the α-carbon of the amino acid) or those of a side group (in embodiments where aspartic acid or glutamic acid, each having a carboxyl group in its side chain, are used). In some embodiments, when amino acids are used to derivatize / substitute polysaccharides, the carboxyl group of the amino acid may form an ester bond with the polysaccharide.

[0073] In some embodiments, amino acids can derivatize polysaccharides herein via the α-amine group of the amino acid. For example, amino acids can bond to polysaccharides by forming an amide bond with a carboxylic acid-containing group (e.g., a carboxyalkyl group such as carboxymethyl) that has been previously derivatized on the polysaccharide.

[0074] In some embodiments, one or more amino acid molecules may be repeatedly bonded (derived from) amino acid-derived groups already attached to a polysaccharide (e.g., by amide or ester bonds), thereby forming a polyamino acid (i.e., an amino acid chain is grafted onto the polysaccharide; in this sense, the resulting copolymer may optionally be considered a graft copolymer of a polysaccharide having one or more polyamino acids). A polyamino acid chain is typically an oligopeptide or polypeptide in which each amino acid is repeatedly linked via peptide / amide bonds. For example, polysaccharide derivatization using aspartates or glutamates may form polyaspartic acid groups / chains or polyglutamic acid groups / chains, respectively, on the resulting polysaccharide derivative. A polyamino acid group / chain (e.g., polyaspartic acid or polyglutamic acid) may have, for example, about, at least about, or at most about 2, 3, 4, 5, 10, 15, 20, 25, 30, 2-20, or 5-20 residues of the constituent amino acids. Furthermore, in some embodiments, the polyamino acid group / chain (e.g., polyaspartic acid or polyglutamic acid) may have a molecular weight of approximately or up to approximately 10, 15, 20, 25, 30, or 15-25 kDa. The synthesis of polyamino acid chains in this specification may optionally be considered to be by condensation. The weight percentage of amino acid content and / or amino acid chain content of amino acid polysaccharide derivatives (copolymers) in this specification are, for example, approximately, at least approximately, or up to approximately 0.5%, 1%, 2.5%, 5%, 10%, 15%, 20%, 25%, 30%, 40%, 50%, 60%, 70%, 80%, or 90%.

[0075] The preceding sentences relating to how amino acids can derivatize polysaccharides or polysaccharide derivatives provide examples of characterizing “groups formed by amino acids” or “amino acid-derived groups” (and similar language) used to describe amino acid polysaccharide derivatives herein.

[0076] In some embodiments for generating amino acid polysaccharide derivatives as described herein, the polysaccharide or polysaccharide derivative may be glucan, fructan, galactan, mannan, arabinan, xylan, arginate, or soybean polysaccharide (or any derivative thereof). Glucan as described herein may be, for example, α-glucan or β-glucan. The glycosidic bonds of α-glucan or its amino acid derivatives are typically about or at least about 80%, 81%, 82%, 83%, 84%, 85%, 86%, 87%, 88%, 89%, 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, or 100% α-glycosidic bonds. Examples of preferred α-glucans include α-1,3-glucan, α-1,6-glucan, and α-1,4-glucan.

[0077] α-1,3-glucans may be used herein, for example, to provide amino acid polysaccharide derivatives (amino acid α-1,3-glucan derivatives). In some embodiments, such α-1,3-glucans may contain about or at least about 50%, 60%, 70%, 80%, 85%, 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, 99.5%, or 100% α-1,3 glycosidic bonds. Thus, in some embodiments, α-1,3-glucans may have about 50%, 40%, 30%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1%, 0.5%, or 0% non-α-1,3 glycosidic bonds or less than that. Typically, glycosidic bonds that are not α-1,3 are almost entirely or entirely α-1,6. It should be understood that the higher the percentage of α-1,3 bonds present in α-1,3-glucans, the higher the probability that the glucan is linear, because the occurrence rate of certain bonds that may be part of a branching point is lower. In some embodiments, α-1,3-glucans have no branching points, or have branching points at about 5%, 4%, 3%, 2%, or less than 1% of the glycosidic bonds in the α-1,3-glucan.

[0078] The DPw, DPn, or DP of the α-1,3-glucan moiety of an amino acid α-1,3-glucan derivative may, in some embodiments, be about or at least about 10, 25, 50, 75, 100, 150, 200, 300, 400, 500, 600, 700, 800, 900, 1000, 1100, 1200, 1300, 1400, 1500, 1600, 1700, 1800, 1900, 2000, 2500, 3000, 3500, or 4000. DPw, DPn, or DP may optionally be expressed as a range between any two of these values. As a simple example, the DPw, DPN, or DP of α-1,3-glucan are approximately 50-1600, 100-1600, 200-1600, 300-1600, 400-1600, 500-1600, 600-1600, 700-1600, 50-1250, 100-1250, 200-1250, 300-1250, 400-1250, 500-1250, and 600-1250. These may be 700-1250, 50-1000, 100-1000, 200-1000, 300-1000, 400-1000, 500-1000, 600-1000, 700-1000, 50-900, 100-900, 200-900, 300-900, 400-900, 500-900, 600-900, 700-900, 600-800, or 600-750. Any of these DPw, DPn, or DP values ​​may also be used in reference to polysaccharide derivatives herein, in which case such references are used in reference to the polysaccharide portion of the derivative. In some embodiments, the α-1,3-glucan portion of the α-1,3-glucan derivative may have a high molecular weight, which is reflected in a high intrinsic viscosity (IV). For example, IV may be about or at least about 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 6-8, 6-7, 6-22, 6-20, 6-17, 6-15, 6-12, 10-22, 10-20, 10-17, 10-15, 10-12, 12-22, 12-20, 12-17, or 12-15 dL / g. For comparison, it should be noted that α-glucans with at least 90% (e.g., about 99% or 100%) α-1,3 bonds and about 800 DPw have an IV of about 2-2.5 dL / g.In this specification, IV may be measured, for example, using an α-glucan polymer dissolved in DMSO having about 0.9–2.5% by weight (e.g., 1, 2, 1–2% by weight) of LiCl.

[0079] The α-1,3-glucan portion of the α-1,3-glucan derivatives in this specification is incorporated herein by reference to, for example, U.S. Patent No. 7,000,000, No. 8871474, No. 10301604 or No. 10260053 or U.S. Patent Publication No. 2019 / 0112456, No. 2019 / 0078062, No. 2019 / 0078063 or No. 2018 / 0340 This may be as disclosed in Specification No. 199, No. 2018 / 0021238, No. 2018 / 0273731, No. 2017 / 0002335, No. 2015 / 0232819, No. 2015 / 0064748, No. 2020 / 0165360, No. 2019 / 0276806, or No. 2019 / 0185893 (e.g., molecular weight, binding profile, method of production).

[0080] α-1,6-glucan (dextran) may be used herein, for example, to provide polysaccharide derivatives (amino acid α-1,6-glucan derivatives or amino acid dextran derivatives). Such α-1,6-glucan may contain, for example, about 100% α-1,6-glucosidic bonds (i.e., completely linear dextran) or about or at least about 50%, 60%, 70%, 80%, 85%, 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, or 99.5% α-1,6-glycosidic bonds. In some embodiments, substantially linear α-1,6-glucan may contain 5%, 4%, 3%, 2%, 1%, or less than 0.5% branching. If present, the branching from α-1,6-glucan is typically short, consisting of 1 (pendant), 2, or 3 glucose monomers. In some embodiments, α-1,6-glucan may contain approximately 50%, 40%, 30%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1%, 0.5%, or 0% α-1,4, α-1,3, and / or α-1,2 glycosidic bonds or less. Typically, such bonds are present entirely or nearly entirely as branching points from α-1,6-glucan.

[0081] The α-1,6-glucan moiety of the α-1,6-glucan derivatives described herein may have, for example, α-1,2, α-1,3 and / or α-1,4 branching. In some embodiments, the total glycosidic bonds of branched α-1,6-glucans are at least 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 30%, 35%, 40%, 45%, 50%, 2-25%, 2-20%, 2-15%, 2-10%, 3-25%, 3-20%, 3-15%, 3-10%, 5-30%, 5-25%, 5-20%, 5-15%, 5-10%, 7-13%, 8-12%, 9-11%, 10-30%, 10-25%, 10-22%, 10-20%, 10-15%, 12-20%, 12-18%, 14-20%, 14-18%, 15-30%, 15-25%, 15-20%, 15-18%, 15-17%, 20-45%, 20-40%, 20-35%, 20-30%, 20-25%, 30-45%, or 30-40%, or about less than that, are α-1,2, α-1,3, and / or α-1,4 glycoside branched links (in some embodiments, α-1,2 branching or α-1,3 branching is the only type of branching present). Such branching is typically the length of a single glucose monomer, with a large portion (>90% or >95%) or all (100%) of it being the length of a single glucose monomer. In some embodiments, α-1,2-branched α-1,6-glucans may be enzymatically produced according to the procedures of U.S. Patent Application Publication No. 2017 / 0218093 or No. 2018 / 0282385 (both incorporated herein by reference), where an α-1,2-branched enzyme such as GTFJ18T1 or GTF9905 may be added during or after the production of dextran. In some embodiments, any other enzyme known to produce α-1,2-branching may be used. α-1,3-branched α-1,6-glucans may be prepared as disclosed, for example, in Vuillemin et al. (2016, J. Biol Chem. 291:7687-7702) or U.S. Patent Application Publication No. 2022 / 0267745 (both incorporated herein by reference).

[0082] The α-1,6-glucan portion of the α-1,6-glucan derivatives described herein is, for example, about, at least about, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 35, 40, 45, 50, 85, 90, 95, 100, 105, 110, 150, 200, 250, 300, 400, 500, 1000, 1500, 2000, 2500, 3000, 4000, 5000, 6000, 8-20, 8-30, 8-100, 8-500, 3-4 3-5, 3-6, 3-7, 3-8, 4-5, 4-6, 4-7, 4-8, 5-6, 5-7, 5-8, 6-7, 6-8, 7-8, 90-120, 95-120, 100-120, 105-120, 110-120, 115-120, 90-115, 95-115, 100-115 , 105~115, 110~115, 90~110, 95~110, 100~110, 105~110, 90~105, 95~105, 100~105, 90~100, 95~100, 90~95, 85~95, 85~90, 5~100, 5~250, 5~500, 5~1000 5-1500, 5-2000, 5-2500, 5-3000, 5-4000, 5-5000, 5-6000, 10-100, 10-250, 10-500, 10-1000, 10-1500, 10-2000, 10-2500, 10-3000, 10-4000, 10-50 00, 10-6000, 25-100, 25-250, 25-500, 25-1000, 25-1500, 25-2000, 25-2500, 25-3000, 25-4000, 25-5000, 25-6000, 50-100, 50-250, 50-500, 50-1000, 50-1500, 50-2000, 50-2500, 50-3000, 50-4000, 50-5000, 50-6000, 100-250, 100-400, 100-500, 100-1000, 100-1500, 100-2000, 100-2500, 100-3000 , 100~4000, 100~5000, 100~6000, 200~300, 250~500, 250~1000, 250~1500, 250~2000, 250~2500, 250~3000, 250~4000, 250~5000, 250~6000, 300~2800,300-3000, 350-2800, 350-3000, 500-1000, 500-1500, 500-2000, 500-2500, 500-2800, 500-3000, 500-4000, 500-5000, 500-6000, 600-1550, 600-1850, 600-2000, 600-2500, 600-3000, 750-1000, 750-1250, 750-1500, 750-2000, 750-2 DPw, DPN, or DP may be 500, 750-3000, 750-4000, 750-5000, 750-6000, 900-1250, 900-1500, 900-2000, 1000-1250, 1000-1400, 1000-1500, 1000-2000, 1000-2500, 1000-3000, 1000-4000, 1000-5000, 1000-6000, or 1100-1300 or approximately less than that. The Mw of α-1,6-glucan in some aspects is approximately, at least, 100,000, 125,000, 150,000, 175,000, 200,000, 240,000, 250,000, 500,000, 750,000, 1,000,000, 2,000,000, 3,000,000, 4,000,000, 5,000,000, 6,000,000, 7,000,000, 8,000,000, 9,000,000, 10,000,000, 20,000,000, 30,000,000, 40,000,000, 50,000,000, 60,000,000, 70 million, 80 million, 90 million, 100 million, 110 million, 120 million, 130 million, 140 million, 150 million, 160 million, 170 million , 180 million, 190 million, 200 million, 100,000 to 200,000, 125,000 to 175,000, 130,000 to 170,000, 135,000 to 165,000, 140,000 to 160,000, 145,000 to 150,000 5,000, 10 million to 80 million, 20 million to 70 million, 30 million to 60 million, 40 million to 50 million, 50 million to 200 million, 60 million to 200 million, 70 million to 200 million, 80 million to 200 million, 90 million to 200 million, 100 million to 200 million, 110 million to 200 million, 120 million to 200 million, 50 million to 180 million, 60 million to 180 million, 7 0 million to 180 million, 80 million to 180 million, 90 million to 180 million, 100 million to 180 million, 110 million to 180 million, 120 million to 180 million, 50 million to 160 million, 60 million to 160 million, 70 million to 160 million, 80 million to 160 million, 90 million to 160 million,100 million to 160 million, 110 million to 160 million, 120 million to 160 million, 50 million to 140 million, 60 million to 140 million, 70 million to 140 million, 80 million to 140 million, 90 million to 140 million, 100 million to 140 million, 110 million to 140 million, 120 million to 140 million, 50 million to 120 million, 60 million to 120 million, 70 million to 120 million, 80 million to 120 million, It may be 90 million to 120 million, 90 million to 110 million, 100 million to 120 million, 110 million to 120 million, 50 million to 110 million, 60 million to 110 million, 70 million to 110 million, 80 million to 110 million, 90 million to 110 million, 100 million to 110 million, 50 million to 100 million, 60 million to 100 million, 70 million to 100 million, 80 million to 100 million, 90 million to 100 million, or 95 million to 105 million Daltons, or about less than that. In some aspects, the Mw of α-1,6-glucan is, for example, approximately, at least approximately, 1, 5, 7.5, 10, 12.5, 15, 20, 25, 30, 40, 50, 60, 70, 75, 80, 90, 100, 125, 150, 175, 200, 225, 250, 275, 300, 400, 500, 600, 700, 800, 900, 1000, 1250, 1500, 1750, 2000, 1~2000, 1~1000, 1~500, 1~400, 1~300, 1~200, 1~100, 1~50, 5~30, 5~25, 5~20, 5~250, 5~200, 10~2000, 10~1000, 10~500, 10~400, 10~300, 1 0-250, 10-200, 10-100, 10-50, 10-30, 10-25, 10-20, 20-2000, 20-1000, 20-500, 20-400, 20-300, 20-200, 20-100, 20-50, 30-2000, 30-1000, 30-500, 30-400, 30-300, 30-2 00, 30-100, 30-50, 40-2000, 40-1000, 40-500, 40-400, 40-300, 40-200, 40-100, 40-50, 50-2000, 50-1000, 50-500, 50-400, 50-300, 50-200, 100-2000, 100-1000, 100-500,100-400, 100-300, 100-200, 150-225, 150-200, 165-225, 165-200, 175-225, 175-200, 180-190, 200-2000, 20-1000, 200-500, 200-400, 200-300, 7.5-10, 7.5-12.5, 7.5-15, 7.5-20, 7.5-30, 10-12.5, 10-15, 10-20, 10-30, 15-25, 15-30, 40-60, 45-55, 190-210 or 290-310 kDa or approximately less. The molecular weight of α-1,6-glucan may be calculated, as necessary, based on any of the aforementioned α-1,6-glucan DPw, DPn, or DP values. Any of the aforementioned DPw, DPn, DP, or Dalton values / ranges may characterize the α-1,6-glucan described herein, for example, before or after selectively branched (e.g., α-1,2 and / or α-1,3). In some embodiments, any of the aforementioned DPw, DPn, DP, or Dalton values ​​or ranges may characterize the α-1,6-glucan derivatives described herein. The molecular weight of the α-1,6-glucan derivatives described herein may be calculated, for example, based on any of the aforementioned α-1,6-glucan DPw, DPn, DP, or Dalton values, further considering the DoS and substituent types of the derivative.

[0083] The α-1,6-glucan portion of the α-1,6-glucan derivatives described herein may be as disclosed in, for example, U.S. Patent Publication Nos. 2016 / 0122445, 2017 / 0218093, 2018 / 0282385, 2020 / 0165360, or 2019 / 0185893, which are incorporated herein by reference (e.g., molecular weight, binding / branching profile, method of production). In some embodiments, the α-1,6-glucans for derivatization as described herein may be produced in a preferred reaction comprising glucosyltransferase (GTF) 0768 (SEQ ID NO: 1 or 2 in U.S. Patent Application Publication No. 2016 / 0122445), GTF8117, GTF6831, or GTF5604 (the latter three GTF enzymes are SEQ ID NOs: 30, 32, and 33, respectively, in U.S. Patent Application Publication No. 2018 / 0282385), or a GTF having an amino acid sequence that is at least 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, or 99% identical to the amino acid sequence of GTF0768, GTF8117, GTF6831, or GTF5604.

[0084] Alpha-glucan graft copolymers may be used herein, for example, to provide amino acid polysaccharide derivatives. The alpha-glucan graft copolymer portion of the graft copolymer derivatives herein may be as disclosed, for example, in U.S. Patent Application Publication No. 2020 / 0165360, No. 2019 / 0185893, or No. 2020 / 0131281, which are incorporated herein by reference (e.g., molecular weight, binding / branching profile, method of preparation). Graft copolymers may comprise α-1,6-glucan (as a backbone) and α-1,3-glucan (as one or more side chains), where the latter component is grafted onto the former component; typically, these graft copolymers are produced by using α-1,6-glucan or α-1,2- and / or α-1,3-branched α-1,6-glucan as a primer for α-1,3-glucan synthesis by α-1,3-glucan-producing glucosyltransferase. The α-1,3-glucan side chains of α-glucan graft copolymers as described herein may be α-1,3-glucan as disclosed herein. The α-1,6-glucan backbone of α-glucan graft copolymers as described herein may be α-1,6-glucan or α-1,2- and / or α-1,3-branched α-1,6-glucan as disclosed herein.In some embodiments, the α-glucan graft copolymer is (A)(i) branched by about 10-22% (e.g., about 12-20%, 12-18%, 14-20%, 14-18%, 15-18%, 15-17%, or 16%) α-1,2 and / or α-1,3 linkages (i.e., α-1,2,6 and / or α-1,3,6) (e.g., the backbone contains a total of about 82-86% or 84% α-1,6 linkages and about 14-18% or 16% α-1,2 and / or α-1,3 linkages) (ii) an α-1,6-glucan skeleton having an Mw of approximately 15-25, 15-22.5, 17-25, 17-22.5, 18-22, or 20 kDa (with 100% α-1,6-links prior to the α-1,2 and / or α-1,3 branching), and (b) one or more α-1,3-glucan side chains (e.g., 2, 3, 4, 5, or 6) extended from one or more of the α-1,2 and / or α-1,3 branching, such graft copolymers are typically water-insoluble.

[0085] α-1,4-glucan may be used herein, for example, to provide amino acid polysaccharide derivatives (amino acid α-1,4-glucan derivatives). Such α-1,4-glucan may, in some embodiments, contain about or at least about 50%, 60%, 70%, 80%, 85%, 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, 99.5%, or 100% of α-1,4 glycosidic bonds. Thus, in some embodiments, α-1,4-glucan may have about 50%, 40%, 30%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1%, 0.5%, or 0%, or less, of non-α-1,4 glycosidic bonds. Examples of α-1,4-glucans as used herein include amylose, amylopectin, and starch. α-1,4-glucans such as starch may be derived from, for example, vegetable sources (e.g., potatoes, tapioca, peas, palm) or cereal sources (e.g., corn, wheat, rice, barley).

[0086] In some embodiments, the DPw, DPn, or DP of the α-1,4-glucan moiety of an α-1,4-glucan derivative may be approximately or at least approximately 10, 25, 50, 75, 100, 150, 200, 300, 400, 500, 600, 700, 800, 900, 1000, 1100, 1200, 1300, 1400, 1500, 1600, 1700, 1800, 1900, 2000, 2500, 3000, 3500, or 4000. DPw, DPn, or DP can optionally be expressed as a range between any two of these values.

[0087] In some embodiments for generating amino acid polysaccharide derivatives as described herein, the polysaccharide may be a β-glucan derivative. The glycosidic bonds of the β-glucan derivatives as described herein are typically about or at least about 80%, 81%, 82%, 83%, 84%, 85%, 86%, 87%, 88%, 89%, 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, or 100% β-glycosidic bonds. Examples of preferred β-glucans include β-1,3-glucans (e.g., laminarin, paramylon, curdlan) and β-1,4-glucans (cellulose).

[0088] β-1,4-glucan may, for example, be used herein to provide amino acid polysaccharide derivatives (amino acid β-1,4-glucan derivatives). Such β-1,4-glucan typically contains about 100% β-1,4 glycosidic bonds. In some embodiments, the DPw, DPn, or DP of the β-1,4-glucan portion of the β-1,4-glucan derivative may be about or at least about 10, 25, 50, 75, 100, 150, 200, 300, 400, 500, 600, 700, 800, 900, 1000, 1100, 1200, 1300, 1400, 1500, 1600, 1700, 1800, 1900, 2000, 2500, 3000, 3500, or 4000. DPw, DPN, or DP can optionally be expressed as a range between any two of these values ​​(e.g., 1000-2000, 1300-1700, 1400-1600).

[0089] In some embodiments for generating amino acid polysaccharide derivatives as described herein, the polysaccharide may be soybean polysaccharide or arginate. In some embodiments, the soybean polysaccharide portion of the soybean polysaccharide derivative may be as disclosed in U.S. Patent Application Publication 2018 / 0079832 or International Publication 2016 / 133734, which are incorporated herein by reference. In some embodiments, the arginate portion of the arginate derivative may be as disclosed in U.S. Patent Application Publication 2014 / 0193712 or U.S. Patent Application Publication 2009 / 0010983, which are incorporated herein by reference.

[0090] In some embodiments, amino acid polysaccharide derivatives may have a degree of substitution (DoS) of up to about 3.0 (e.g., 0.001 to 3.0) at least one group formed by amino acids as disclosed herein (i.e., having a group derived from at least one amino acid). DoS can be, for example, approximately or at least approximately or at most approximately 0.001, 0.0025, 0.005, 0.01, 0.025, 0.05, 0.075, 0.1, 0.2, 0.25, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1.0, 1.1, 1.2, 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, 1.9, 2.0, 2.1, 2.2, 2.3, 2.4, 2.5, 2.6, 2.7, 2.8, 2.9, or 3.0 (DoS can optionally be expressed as a range between any two of these values).Some examples of DoS ranges in this specification are 0.005-2.0, 0.005-1.6, 0.005-1.5, 0.005-1.25, 0.005-1.0, 0.005-0.9, 0.005-0.8, 0.005-0.7, 0.005-0.6, 0.005-0.5, 0.005-0.25, 0.005-0.1, 0.04-0.1, 0.05-2.0, 0.05-1.6, 0.05-1.5, and 0.05-1.2. 5, 0.05~1.0, 0.05~0.9, 0.05~0.8, 0.05~0.7, 0.05~0.6, 0.05~0.5, 0.1~2.0, 0.1~1.6, 0.1~1.5, 0.1~1.25, 0.1~1.0, 0.1~0.9, 0.1~0.8, 0.1~0.7, 0.1~0.6, 0.1~0.5, 0.15~2.0, 0.15~1.6, 0.15~1.5, 0.15~1.25, 0.15~1.0, 0.15~0. 9, 0.15~0.8, 0.15~0.7, 0.15~0.6, 0.15~0.5, 0.2~2.0, 0.2~1.6, 0.2~1.5, 0.2~1.25, 0.2~1.0, 0.2~0.9, 0.2~0.8, 0.2~0.7, 0.2~0.6, 0.2~0.5, 0.25~2.0, 0.25~1.6, 0.25~1.5, 0.25~1.25, 0.25~1.0, 0.25~0.9, 0.25~0.8, 0.25~0 Examples include 0.7, 0.25-0.6, 0.25-0.5, 0.3-2.0, 0.3-1.6, 0.3-1.5, 0.3-1.25, 0.3-1.0, 0.3-0.9, 0.3-0.8, 0.3-0.7, 0.3-0.6, 0.3-0.5, 0.4-2.0, 0.4-1.6, 0.4-1.5, 0.4-1.25, 0.4-1.0, 0.4-0.9, 0.4-0.8, 0.4-0.7, 0.4-0.6, and 0.4-0.5.In some embodiments, the mixed polysaccharide derivatives herein, for example, those having one or more amino acid-derived groups together with one or more other distinct organic groups (e.g., ether-, ester-, carbamate / carbamoyl-, sulfonyl-, or carbonate-bonding groups) and / or other substituents (e.g., sulfonate or carboxylate groups), may be characterized by having any of the aforementioned DoS values / ranges (where the DoS value / range is considered to be either the total DoS of all the substituents combined or the DoS of any one particular substituent [i.e., on an individual basis]).

[0091] With respect to the polysaccharide derivatives disclosed herein, which are glucan derivatives, for example, since there are up to three hydroxyl groups in the glucose monomer unit of glucan, the overall DoS of the glucan derivative may be 3.0 or less. Since glucan derivatives such as those disclosed herein have a DoS (e.g., about 0.001 to about 3.0) at at least one amino acid-derived group and optionally at at least another organic group, it will be understood that not all substituents of a glucan derivative can be hydroxyl.

[0092] In some embodiments, polysaccharide derivatives may be substituted with at least one organic group for use as a substrate for derivatization with amino acids, and / or if present after amino acid derivatization. Optionally, amino acid polysaccharide derivatives are (i) Can be produced by contacting at least one amino acid with a polysaccharide that has already been derivatized with another organic group (under conditions suitable for the amino acid to react with and derivatize the organic group-derivatized polysaccharide), or (ii) It can be produced by further derivatizing an amino acid polysaccharide derivative with another organic group (under conditions suitable for the organic group to react with and derivatize the amino acid polysaccharide derivative).

[0093] In some embodiments, the organic group may be attached to the polysaccharide derivative via an ether linkage, an ester linkage, a carbamate / carbamoyl linkage, a carbonate linkage, or a sulfonyl linkage.

[0094] In some embodiments, the polysaccharide derivatives described herein may include one or more ether groups. The organic group in the ether bond to the polysaccharide derivative may be, for example, an alkyl group. In some embodiments, the alkyl group may be linear, branched, or cyclic ("cycloalkyl" or "alicyclic"). In some embodiments, the alkyl group may be C4-C 18 Alkyl alkyl groups, or C1-C 10 Alkyl("C # In this context, # refers to the number of carbon atoms in the alkyl group, such as C1-C 18 These are alkyl groups. Alkyl groups can be, for example, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecanyl, tetradecanyl, pentadecanyl, hexadecanyl, heptadecanyl, or octadecanyl groups; such alkyl groups are typically linear. In some embodiments, one or more carbons of an alkyl group can be substituted with another alkyl group to make the alkyl group branched. Suitable examples of branched isomers of linear alkyl groups include isopropyl, isobutyl, tert-butyl, sec-butyl, isopentyl, neopentyl, isohexyl, neohexyl, 2-ethylhexyl, 2-propylheptyl, and isooctyl. In some embodiments, the alkyl group is a cycloalkyl group such as cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, or cyclodecyl groups.

[0095] In some embodiments, the organic group ether-bonded to the polysaccharide derivative may be a substituted alkyl group having a substitution on one or more carbon atoms of the alkyl group. The substitution may be one or more hydroxyl, aldehyde, ketone, and / or carboxyl groups. For example, the substituted alkyl group may be a hydroxyalkyl group, a dihydroxyalkyl group, or a carboxyalkyl group. Examples of preferred hydroxyalkyl groups are hydroxymethyl (-CH2OH), hydroxyethyl (e.g., -CH2CH2OH, -CH(OH)CH3), hydroxypropyl (e.g., -CH2CH2CH2OH, -CH2CH(OH)CH3, -CH(OH)CH2CH3), hydroxybutyl, and hydroxypentyl groups. Other examples include dihydroxyalkyl groups (diols) such as dihydroxymethyl, dihydroxyethyl (e.g., -CH(OH)CH2OH), dihydroxypropyl (e.g., -CH2CH(OH)CH2OH, -CH(OH)CH(OH)CH3), dihydroxybutyl, and dihydroxypentyl groups. Suitable examples of carboxyalkyl groups include carboxymethyl (-CH2COOH), carboxyethyl (e.g., -CH2CH2COOH, -CH(COOH)CH3), carboxypropyl (e.g., -CH2CH2CH2COOH, -CH2CH(COOH)CH3, -CH(COOH)CH2CH3), carboxybutyl, and carboxypentyl groups.

[0096] In some embodiments, one or more carbon atoms of the alkyl group in the ether bond to the polysaccharide derivatives herein may be substituted with another alkyl group. Examples of such substituted alkyl groups are methyl, ethyl, and propyl groups. Specifically, the organic group may be, for example, -CH(CH3)CH2CH3 or -CH2CH(CH3)CH3, both of which are propyl groups having a methyl substituent.

[0097] As is evident from the above examples of various substituted alkyl groups, in some embodiments, substitutions on an alkyl group (e.g., hydroxyl or carboxyl groups) can be on the terminal carbon atoms of the alkyl group, in which case the terminal carbon group is on the opposite side of the alkyl group in the ether bond to the monomer unit (e.g., glucose) of the polysaccharide ether compound. An example of this terminal substituent is the hydroxypropyl group -CH2CH2CH2OH. Alternatively, the substitution can be on the internal carbon atoms of the alkyl group. An example of an internal substitution is the hydroxypropyl group -CH2CH(OH)CH3. The alkyl group may have one or more substitutions, which may be the same (e.g., two hydroxyl groups [dihydroxyl]) or different (e.g., one hydroxyl group and one carboxyl group).

[0098] Optionally, the etherified alkyl groups used herein may contain one or more heteroatoms, such as oxygen, sulfur, and / or nitrogen, within the hydrocarbon chain. Examples include alkylglycerol alkoxylate moieties (-alkylene-OCH2CH(OH)CH2OH), moieties derived from ring-opening of 2-ethylhexylglycidyl ether, and alkyl groups containing a tetrahydropyranyl group (e.g., derived from dihydropyran). Further examples include alkyl groups whose terminals are substituted with a cyano group (-C≡N); such substituted alkyl groups may optionally be called nitrile or cyanoalkyl groups. Examples of cyanoalkyl groups used herein include cyanomethyl, cyanoethyl, cyanopropyl, and cyanobutyl groups.

[0099] In some embodiments, the etherified organic group is C2~C 18 (For example, C4~C 18) are alkenyl groups, which can be linear, branched, or cyclic. As used herein, the term “alkenyl group” refers to a hydrocarbon group containing at least one carbon-carbon double bond. Examples of alkenyl groups include ethenyl, propenyl, butenyl, pentenyl, hexenyl, cyclohexyl, and allyl groups. In some embodiments, one or more carbons of an alkenyl group may be substituted with an alkyl group, hydroxyalkyl group, or dihydroxyalkyl group, such as those disclosed herein. Examples of such substituted alkyl groups include methyl, ethyl, and propyl groups. Optionally, alkenyl groups herein may contain one or more heteroatoms, such as oxygen, sulfur, and / or nitrogen, in the hydrocarbon chain; for example, an alkenyl group may contain a portion derived from the ring-opening of an allyl glycidyl ether.

[0100] In some embodiments, the etherified organic group is C2~C 18 The term "alkynyl" is used herein to mean a linear or branched hydrocarbon group containing at least one carbon-carbon triple bond. Alkynyl groups as used herein may be, for example, propynyl, butynyl, pentynyl, or hexynyl. The alkynyl group may be optionally substituted with alkyl, hydroxyalkyl, and / or dihydroxyalkyl groups. Optionally, the alkynyl group may contain one or more heteroatoms, such as oxygen, sulfur, and / or nitrogen, within the hydrocarbon chain.

[0101] In some embodiments, the etherified organic group is (-CH2CH2O-) 、 A polyether containing repeating units of (-CH2CH(CH3)O-) or mixtures thereof, in which case the total number of repeating units is in the range of 2 to 100. In some embodiments, the organic group is (-CH2CH2O-) 3~100 Or (-CH2CH2O-) 4~100 It is a polyether containing (-CH2CH(CH3)O-). In some embodiments, the organic group is (-CH2CH(CH3)O-). 3~100 Or (-CH2CH(CH3)O-) 4~100This is a polyether group containing (CH2CH2O). Where used herein, for a polyether group, the subscript specifying a range of values ​​specifies the potential number of repeating units, for example, (CH2CH2O). 2~100 This refers to a polyether group containing 2 to 100 repeating units. In some embodiments, the polyether groups in this specification may be capped with methoxy, ethoxy, or propoxy groups, etc.

[0102] In some embodiments, the etherified organic group includes an aryl group. As used herein, the term “aryl” means an aromatic / carbocyclic group having a monocyclic (e.g., phenyl), a polycyclic (e.g., biphenyl), or a polycondensed ring (e.g., 1,2,3,4-tetrahydronaphthyl, naphthyl, anthryl, or phenanthryl) in which at least one is aromatic, which is optionally monosubstituted, disubstituted, or trisubstituted with alkyl groups such as methyl, ethyl, or propyl. In some embodiments, the aryl group is C6-C 20 The aryl group is an aryl group. In some embodiments, the aryl group is a methyl-substituted aryl group such as a tolyl (-C6H4CH3) or xylyl[-C6H3(CH3)2] group. For example, the tolyl group may be a p-tolyl group. In some embodiments, the aryl group is a benzyl group (-CH2-phenyl). The benzyl group herein may optionally be substituted (typically on its phenyl ring) with one or more halogen, cyano, ester, amide, ether, alkyl (e.g., C1-C6), aryl (e.g., phenyl), alkenyl (e.g., C2-C6), or alkynyl (e.g., C2-C6) groups.

[0103] Polysaccharide derivatives having ether groups in some embodiments may contain one etherifying organic group. An example of such a compound is one containing a carboxyalkyl group (e.g., carboxymethyl) as the sole etherifying organic group. Further examples include polysaccharide ethers containing an alkyl group (e.g., methyl, ethyl, propyl) as the sole etherifying organic group. Further examples include polysaccharide ethers containing a dihydroxyalkyl group (e.g., dihydroxypropyl) as the sole etherifying organic group.

[0104] Polysaccharide derivatives having ether groups in some embodiments may contain two or more different types of etherified organic groups (i.e., mixed ethers of polysaccharides). Examples of such polysaccharide ethers include (i) two different alkyl groups as etherified organic groups, (ii) an alkyl group and a hydroxyalkyl group (alkylhydroxyalkyl polysaccharide), (iii) an alkyl group and a carboxyalkyl group (alkylcarboxyalkyl polysaccharide), (iv) a hydroxyalkyl group and a carboxyalkyl group (hydroxyalkylcarboxyalkyl polysaccharide), (v) two different hydroxyalkyl groups as etherified organic groups, (vi) two different carboxyalkyl groups as etherified organic groups, or (vii) a carboxyalkyl group (e.g., carboxymethyl) and an aryl group (e.g., benzyl). Some non-limiting examples of these types of mixed ethers include ethylhydroxyethyl polysaccharide, hydroxyalkylmethyl (e.g., hydroxypropylmethyl) polysaccharide, carboxymethylhydroxyethyl polysaccharide, carboxymethylhydroxypropyl polysaccharide, and carboxymethylbenzyl polysaccharide. The ether groups of the mixed polysaccharide ether may, in some examples, be as disclosed in U.S. Patent Application Publication No. 2020 / 0002646, which is incorporated herein by reference.

[0105] The polysaccharide derivatives described herein may, in some embodiments, comprise one or more ester groups. The ester groups of the polysaccharide derivatives may comprise, for example, at least one acyl group -CO-R' (wherein R' comprises a chain of 1 to 26 carbon atoms). R' may be, for example, linear, branched, or cyclic. Examples of linear acyl groups described herein include ethanol, propanoyl, butanoyl, pentanoyl, hexanoyl, heptanoyl, octanoyl, nonanoyl, decanoyl, undecanoyl, dodecanoyl, tridecanoyl, tetradecanoyl, pentadecanoyl, hexadecanoyl, heptadecanoyl, octadecanoyl, nonadecanoyl, eicosanoyl, uneicosanoyl, docosanoyl, tricosanoyl, tetracosanoyl, pentacosanoyl, and hexacosanoyl. Some common names for the above acyl groups are acetyl (ethanolyl group), propionyl (propanoyl group), butyryl (butanoyl group), valeryl (pentanoyl group), caproyl (hexanoyl group), enantyl (heptanoyl group), caprylyl (octanoyl group), pelargonyl (nonanoyl group), capryl (decanoyl group), lauroyl (dodecanoyl group), myristyl (tetradecanoyl group), palmityl (hexadecanoyl group), stearyl (octadecanoyl group), arachidyl (eicosanoyl group), behenyl (docosanoyl group), lignoceryl (tetracosanoyl group), and cerotyl (hexacosanoyl group).

[0106] In some embodiments, the acyl group of the polysaccharide derivative includes an aryl group. The arylacyl group may include, for example, a benzoyl group (-CO-C6H5), also known as a benzoate group. In some embodiments, the arylacyl group may include a benzoyl group substituted with at least one halogen ("X", e.g., Cl, F), alkyl, alkyl halide, ether, cyano or aldehyde group, or a combination thereof, as represented in structures III(a) to III(r) below: [ka]

[0107] In some embodiments, the acyl group of the polysaccharide derivative is [ka] , or any other acyl group that can be formed using, for example, a cyclic organic anhydride as an esterifying agent.

[0108] In some embodiments, polysaccharide derivatives having ester groups may contain one type of esterified acyl group. An example of such a derivative contains an acetyl group as the sole esterified acyl group. Furthermore, in some embodiments, the polysaccharide derivative may contain two or more different types of esterified acyl groups (i.e., mixed esters of polysaccharides). Examples of such mixed esters include those having at least (i) an acetyl and propionyl group, (ii) an acetyl and butyryl group, and (iii) a propionyl and butyryl group.

[0109] The acyl groups of the polysaccharide ester derivatives described herein may be as disclosed, for example, in U.S. Patent Application Publication No. 2014 / 0187767, No. 2018 / 0155455, No. 2020 / 0308371, or No. 2023 / 0287148, or International Publication No. 2021 / 252575 (each of which is incorporated herein by reference).

[0110] The polysaccharide derivatives described herein may, in some embodiments, comprise one or more carbamate / carbamoyl groups. The carbamate groups of the polysaccharide derivatives may be derived from aliphatic, alicyclic, or aromatic monoisocyanates. In some embodiments, the substituents of the polysaccharide derivatives may be carbamate-linked phenyl, benzyl, diphenylmethyl, or diphenylethyl groups; these groups may, optionally, be derived using aromatic monoisocyanates, such as phenyl, benzyl, diphenylmethyl, or diphenylethyl isocyanates. In some embodiments, the substituents of the polysaccharide derivative may be carbamate-linked ethyl, propyl, butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, or octadecyl groups; these groups may be optionally derived using aliphatic monoisocyanates, such as ethyl, propyl, butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, or octadecyl isocyanates. In some embodiments, the substituents of the polysaccharide derivative may be carbamate-linked cyclohexyl, cycloheptyl, or cyclododecyl groups; these groups may be optionally derived using alicyclic monoisocyanates such as cyclohexyl, cycloheptyl, or cyclododecyl isocyanates.

[0111] The carbamate groups of the polysaccharide derivatives herein may be, for example, those disclosed in U.S. Patent Application Publication No. 2022 / 0033531 or No. 2023 / 0212325, or in International Publication Brochure No. 2021 / 252569, each of which is incorporated herein by reference.

[0112] The polysaccharide derivatives described herein may, in some embodiments, comprise one or more sulfonyl groups. The sulfonyl groups of the polysaccharide derivatives described herein may be as disclosed, for example, in International Publication No. 2021 / 252569 or U.S. Patent Application Publication No. 2023 / 0212325, which are incorporated herein by reference.

[0113] This disclosure also relates to a method for producing amino acid polysaccharide derivatives (amino acid grafted polysaccharides). Such a method is typically, (a) Contacting at least one amino acid with a polysaccharide (or a polysaccharide already derivatized with an organic group) (under suitable conditions, typically including aqueous conditions, for the amino acid to react with the polysaccharide / derivative and derivatize), thereby producing an amino acid polysaccharide derivative (the amino acid polysaccharide derivative having a maximum degree of substitution (DoS) of at least one group (e.g., polyamino acid) formed by the amino acid), (b) Selective isolation of amino acid polysaccharide derivatives, Includes. Any of the features described herein relating to amino acid polysaccharide derivatives can characterize this derivatization method. The methodological parameters for derivatizing polysaccharides / derivatives into amino acids (e.g., incubation time, temperature, reagents [e.g., amino acids, solvents, pH adjusters / buffers], reagent concentrations, polysaccharide / derivative type, polysaccharide / derivative substrate concentration, and / or step order) may be any of those disclosed in the following examples, or may be within 5% to 10% of any of those parameters as needed.

[0114] The amino acid derivatized polysaccharides produced in the derivatization reactions described herein can be optionally isolated. In some embodiments, such products can be first precipitated from the aqueous conditions of the reaction. (Whether or not it had precipitated initially) Settling and / or washing of the solid product can be carried out by adding an excess amount (e.g., at least 2-3 times the volume of the reaction) of alcohol (e.g., 100% or 95% concentration), such as methanol, ethanol, or isopropanol, to the reaction. The product can then be isolated using a filtration funnel, centrifuge, press filter, or any other method or apparatus that allows for the removal of the liquid from the solid. The isolated product can be dried by vacuum drying, air drying, or freeze-drying, etc.

[0115] In some embodiments, polysaccharide derivative products may instead be isolated by a step of ultrafiltration (e.g., a 5 or 10 molecular weight cutoff filter) of the completed reactants or their aqueous dilutions. Optionally, the complete reactants or their dilutions may first be filtered periodically (i.e., not ultrafiltration), and the filtrate may then be subjected to ultrafiltration. The concentrated liquid obtained by ultrafiltration can then be dried to its constituent solids by lyophilization or the like, or the solids may be precipitated from the liquid and then dried (e.g., lyophilization).

[0116] The amino acid polysaccharide derivatization reaction can be repeated using the amino acid polysaccharide derivative products described herein as starting materials for further modification. Such further modification may use the same amino acids as those used in the first reaction, or different amino acids. In some embodiments, the polysaccharide or polysaccharide derivative for amino acid derivatization is water-insoluble, while in other embodiments it is water-soluble.

[0117] The amino acid polysaccharide derivatives disclosed herein include, for example, about, at least about, 0.01, 0.05, 0.1, 0.2, 0.25, 0.3, 0.4, 0.5, 0.6, 0.7, 0.75, 0.8, 0.9, 1.0, 1.2, 1.25, 1.4, 1.5, 1.6, 1.75, 1.8, 2.0, 2.25, 2.5, 3.0, 3.5, 4.0, 4.5, and 5. ,6,7,8,9,10,11,12,13,14,15,16,17,18,19,20,21,22,23,24,25,26,27,28,29,30,31,32,33,34,35,36,37,38,39,40,41,42,43,44,45,46,47,48,49,50,51,52,53,55,56,57,58,59, 60, 61, 62, 63, 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, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 0.01~0.1, 0.01~0.08, 0.01~0.06, 0.01~0. A certain amount of water may be present in a composition / system, such as an aqueous composition / system or a dry composition / system, in amounts of 0.5, 0.03-0.1, 0.03-0.08, 0.03-0.06, 0.03-0.05, 4-12, 4-10, 4-8, 5-12, 5-10, 5-8, 6-12, 6-10, or 6-8 by weight % or w / v%, or about less than that, or in a range between any two of these values. The liquid component of an aqueous composition may be an aqueous fluid, such as water or an aqueous solution. The solvent of an aqueous solution is typically water, or may contain, for example, about or at least about 10, 20, 30, 40, 50, 60, 70, 80, 90, 95, 98, or 99% by weight of water. References herein to aqueous compositions or dry compositions may also refer to aqueous systems or dry systems, respectively. In some embodiments, the compositions herein may include, or may be in the form of, solutions, dispersions (e.g., emulsions), mixtures, wet cakes, or wet or dry powders.

[0118] The solvents of the compositions herein may, in some embodiments, include, for example, water and at least about 40% (v / v or w / w) of one or more polar organic solvents. In some embodiments, the solvent may be about or at least about 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 8 The solvent contains one or more polar organic solvents in the following concentrations: 7, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 40-90, 40-80, 40-70, 40-60, 50-90, 50-80, 50-70, 50-60, 60-90, 60-80, 60-70, 70-90, 70-80, 40-70, 40-60, 75-85, or 85-95 v / v% or w / w%. The remainder of the solvent is typically water only (e.g., a solvent containing about 75 v / v% polar organic solvent will have about 25 v / v% water), but may optionally contain one or more other liquids other than polar organic solvents (e.g., less than 2, 1, 0.5, or 0.25 v / v%). The solvents described herein may optionally be considered aqueous solvents, given that they contain water. The solvents described herein typically contain one polar organic solvent, but may optionally contain two, three or more polar organic solvents; in such embodiments, the concentration of the polar organic solvent is typically the concentration of a combination of polar organic solvents.

[0119] In some embodiments, polar organic solvents can be protic. Examples of protic polar organic solvents as used herein include alcohols (e.g., methanol, ethanol, isopropanol, 1-propanol, tert-butyl alcohol, n-butanol, iso-butanol), methylformamide, and formamide. Further examples of protic polar organic solvents as used herein include n-butanol, ethylene glycol, 2-methoxyethanol, 1-methoxy-2-propanol, glycerol, 1,2-propanediol, and 1,3-propanetriol.

[0120] In some embodiments, polar organic solvents can be aprotic. Examples of aprotic polar organic solvents as used herein include acetonitrile, dimethyl sulfoxide, acetone, N,N-dimethylformamide, N,N-dimethylacetamide, tetrahydrofuran, propylene carbonate, and sulfolane. Further examples of aprotic polar organic solvents as used herein include hexamethylphosphoramide, dimethylimidazolidinone (1,3-dimethyl-2-imidazolidinone), dioxane, nitromethane, and butanone. In general, esters, ketones, and aldehyde solvents that do not contain acidic hydrogen atoms are other examples of aprotic polar organic solvents as used herein.

[0121] The aqueous compositions described herein have viscosities of, for example, about, at least about, 1, 5, 10, 100, 200, 300, 400, 500, 600, 700, 1000, 2000, 3000, 4000, 5000, 6000, 7000, 8000, 9000, 10000, 15000, 1-300, 10-300, 25-300. The viscosity may be 50-300, 1-250, 10-250, 25-250, 50-250, 1-200, 10-200, 25-200, 50-200, 1-150, 10-150, 25-150, 50-150, 1-100, 10-100, 25-100, or 50-100 centipoise (cp) or less. Viscosity may be measured, for example, using the aqueous compositions herein at any temperature between about 3°C ​​and about 80°C (e.g., 4-30°C, 15-30°C, 15-25°C). Viscosity is typically measured at atmospheric pressure (about 760 Torre) or ±10% thereof. Viscosity can be measured, for example, using a viscometer or rheometer, and optionally, for example, about 0.1, 0.5, 1.0, 5, 10, 50, 100, 500, 1000, 0.1-500, 0.1-100, 1.0-500, 1.0-1000, or 1.0-100s. -1 It can be measured at shear rates (rotational shear rates) of (1 / s) or approximately 5, 10, 20, 25, 50, 100, 200, or 250 rpm (revolutions / minute).

[0122] The compositions disclosed herein include, for example, about 1500, 1400, 1300, 1200, 1100, 1000, 900, 800, 700, 600, 500, 400, 300, 280, 260, 240, 220, 200, 190, 180, 170, 160, 150, 140, 130, 120, 110, 100, 90, 80, 70, 60, 50, 45, 40, 35, 30, 25, 20, 18, 16, 14, 12, The turbidity may be 10, 9, 8, 7, 6, 5, 4, 3, 2, 1, 1-250, 1-200, 1-150, 1-100, 1-50, 1-20, 1-15, 1-10, 1-5, 2-250, 2-200, 2-150, 2-100, 2-50, 2-20, 2-15, 2-10, 2-5, 10-250, 10-200, 10-150, 10-100, 10-50, or 10-20 NTU (turbidity units by turbidimetry) or about less than that. Any of these NTU values ​​may optionally relate to the amino acid polysaccharide derivatives and solvent component portions of the compositions in this specification. In some embodiments, any of these NTU levels is considered to be present (last) for about, at least about, or up to about 0.5, 1, 2, 4, 6, 8, 10, 20, 30, 60, 90, 120, 150, 180, 210, 240, 270, 300, 330, or 360 days, or for 1, 2, or 3 years (typically starting from the initial preparation). Turbidity can be measured using any suitable method, such as the method disclosed in Progress in Filtration and Separation (Edition: 1, Chapter 16. Turbidity: Measurement of Filtrate and Supernatural Quality?, Publisher: Academic Press, Editors: E-Starleton, July 2015), which is incorporated herein by reference, or as described in the following examples.

[0123] Aqueous compositions in several embodiments comprising amino acid polysaccharide derivatives include one or more salt / buffers (e.g., Na + Cl -(NaCl, phosphoric acid, tris, citric acid) (e.g., ≤0.1, 0.5, 1.0, 2.0 or 3.0 by weight) and / or for example, about 4.0, 4.5, 5.0, 5.5, 6.0, 6.5, 7.0, 7.5, 8.0, 8.5, 9.0, 9.5, 10.0, 10.5, 11.0, 11.5, 12.0, 12.5, 13.0, 13.5, 4.0~10. The pH may be 0, 4.0-9.0, 4.0-8.0, 5.0-10.0, 5.0-9.0, 5.0-8.0, 6.0-10.0, 6.0-9.0, 6.0-8.0, 9.0-13.5, 10.0-13.5, 10.5-13.5, 11.0-13.5, 9.0-13.0, 10.0-13.0, 10.5-13.0, or 11.0-13.0. The amino acid polysaccharide derivatives in this specification may be, for example, anionic or uncharged (nonionic), but in some embodiments they may be cationic. The amino acid polysaccharide derivatives are anionic in some embodiments. The charge of the amino acid polysaccharide derivatives herein may be present when the polysaccharide derivative is in the aqueous composition herein, for example, taking into account the pH of the aqueous composition (in some embodiments, the pH may be 4 to 10 or 5 to 9 or any of the pH disclosed above).

[0124] In some embodiments, using an aqueous composition which is an aqueous dispersion (e.g., emulsion) of particles of the amino acid polysaccharide derivatives of the Disclosure, the particles are dispersed over approximately or at least approximately 30%, 40%, 50%, 60%, 70%, 80%, 85%, 90%, 95%, 98%, 99%, or 100% of the volume of the dispersion. In some embodiments, such a level of dispersion (e.g., emulsion) is considered to last for approximately, at least approximately, or up to approximately 0.5, 1, 2, 4, 6, 8, 10, 20, 30, 60, 90, 120, 150, 180, 210, 240, 270, 300, 330, or 360 days, or for 1, 2, or 3 years (typically starting from the initial preparation of the dispersion).

[0125] The temperatures of compositions in this specification (e.g., aqueous compositions) containing amino acid polysaccharide derivatives are, for example, about or up to about 0, 5, 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, 95, 100, 105, 110, 115, 120, 125, 130, 135, 140, 145, 150, 155, 160, 0-160, 0-150, 0-140, 0-130, 0-120, 0-110, 0-100, 0-90. 0-80, 0-70, 0-60, 10-160, 10-150, 10-140, 10-130, 10-120, 10-110, 10-100, 10-90, 10-80, 10-70, 10-60, 50-80, 50-75, 50-70, 50-65, 55-80, 55-75, 55-70, 55-65, 60-80, 60-75, 60-70, 60-65, 5-50, 15-25, 20-25, 20-30 or 20-40°C, or approximately less.

[0126] Compositions herein containing amino acid polysaccharide derivatives may, in some embodiments, be non-aqueous (e.g., dry compositions). Examples of such embodiments include any other form of powder, granules, microcapsules, flakes, or granular material. Other examples include larger compositions, e.g., pellets, bars, grains, beads, tablets, sticks, or other aggregates, or ointments or lotions (or any other form of non-aqueous or dry composition herein). Non-aqueous or dry compositions typically contain about 12, 10, 8, 6, 5, 4, 3, 2, 1.5, 1.0, 0.5, 0.25, 0.10, 0.05, or 0.01% by weight of water or about less. In some embodiments (for example, relating to laundry or dishwashing detergents), the dry compositions herein may be provided in the form of sachets, pouches, water-dispersible compositions / carriers (e.g., fiber-containing compositions, e.g., nonwoven fabrics or other fiber structures, sponges or foams, aggregates), water-soluble compositions / carriers (e.g., sheets or films, fiber-containing compositions, e.g., nonwoven fabrics or other fiber structures, sponges or foams, aggregates), or any other suitable unit dose form.

[0127] The compositions herein containing amino acid polysaccharide derivatives may, in some embodiments, be detergent compositions. Examples of such compositions are disclosed herein as dishwashing detergents and fabric care detergents.

[0128] Compositions herein containing amino acid polysaccharide derivatives may, in some embodiments, contain one or more salts, such as sodium salts (e.g., NaCl, Na2SO4). Other examples of salts include (i) aluminum, ammonium, barium, calcium, chromium (II or III), copper (I or II), iron (II or III), hydrogen, lead (II), lithium, magnesium, manganese (II or III), mercury (I or II), potassium, silver, sodium, strontium, tin (II or IV), or zinc cations, and (ii) acetates, borates, bromates, bromides, carbonates, chlorates, chlorides, chlorites, chromates, cyanamides, and shea salts. This includes substances having anions such as ions, dichromates, dihydrogen phosphates, ferricyanides, ferrocyanides, fluorides, bicarbonates, hydrogen phosphates, hydrogen sulfates, hydrogen sulfides, bisulfites, hydrides, hydroxides, hypochlorites, iodates, iodides, nitrates, nitrides, nitrites, oxalates, oxides, perchlorates, permanganates, peroxides, phosphates, phosphides, phosphites, silicates, stanates, stanites, sulfates, sulfides, sulfites, tartrates, or thiocyanate anions. Therefore, for example, any salt having a cation from (i) above and an anion from (ii) above may be included in the composition. Salts may be present in the aqueous compositions herein in weight percent of, for example, about or at least about 0.01, 0.025, 0.05, 0.075, 0.1, 0.25, 0.5, 0.75, 1.0, 1.25, 1.5, 1.75, 2.0, 2.5, 3.0, 3.5, 0.01–3.5, 0.5–3.5, 0.5–2.5, or 0.5–1.5% by weight (such weight percent values ​​typically refer to the total concentration of one or more salts).

[0129] The compositions herein, comprising amino acid polysaccharide derivatives, may optionally contain one or more enzymes (active enzymes). Examples of suitable enzymes include proteases, cellulases, hemicellulases, peroxidases, lipolytic enzymes (e.g., metallolipolytic enzymes), xylanases, lipases, phospholipases, esterases (e.g., aryl esterases, polyesterases), perhydrolases, cutinases, pectinases, pectinate lyases, mannanases, keratinases, reductases, oxidases (e.g., choline oxidases), phenol oxidases, lipoxygenases, ligninases, pullulanases, tanases, pentosanases, melanases, β-glucanases, arabinosidases, hyaluronidases, chondroitinases, laccases, metalloproteinases, amadriases, glucoamylases, arabinofuranosidases, phytases, isomerases, transferases, nucleases, and amylases. Where enzymes are present, they may be present in the compositions herein as active enzymes in an amount of approximately 0.0001 to 0.1% by weight (e.g., 0.01 to 0.03% by weight) (calculated, for example, as pure enzyme protein). For fabric care or automatic dishwashing applications, enzymes (e.g., any of the above, such as cellulase, protease, amylase, nuclease, and / or lipase) may be present in the aqueous composition (e.g., washing solution, wastewater) in which the fabrics or dishes are treated, at concentrations ranging from a minimum of approximately 0.01 to 0.1 ppm of total enzyme protein, or from approximately 0.1 to 10 ppb of total enzyme protein (e.g., less than 1 ppm), to a maximum of approximately 100, 200, 500, 1000, 2000, 3000, 4000, or 5000 ppm of total enzyme protein.

[0130] Compositions comprising amino acid polysaccharide derivatives and / or such derivatives are biodegradable in some embodiments. Such biodegradability is determined, for example, by the carbon dioxide emission test method (OECD Guideline 301B incorporated herein by reference), at least about, or up to about 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 5% after 15, 30, 45, 60%, 75%, 80%, 85%, 90%, 5% after 15, 30, 45, 60%, 75%, 80%, 85%, 90%, 5%. The biodegradability may be ~60%, 5~80%, 5~90%, 40~70%, 50~70%, 60~70%, 40~75%, 50~75%, 60~75%, 70~75%, 40~80%, 50~80%, 60~80%, 70~80%, 40~85%, 50~85%, 60~85%, 70~85%, 40~90%, 50~90%, 60~90%, or 70~90%, or any value between 5% and 90%. Such biodegradability is thought to be about, at least about, or up to about 10%, 25%, 50%, 75%, 100%, 150%, 200%, 250%, 500%, 750%, or 1000% higher than the biodegradability of existing materials.

[0131] In some embodiments, amino acid polysaccharide derivatives can typically be crosslinked by chemical (covalent) crosslinking. Crosslinks formed using the crosslinking agents described herein may, for example, be between two or more polysaccharide derivative molecules (i.e., intermolecular crosslinking). In some embodiments, EGDE-based crosslinking is also intended to be intramolecular, i.e., crosslinking at different points within a single polysaccharide derivative molecule.

[0132] The crosslinked amino acid polysaccharide derivatives described herein may comprise homogeneous or heterogeneous polysaccharide derivative components. Crosslinked polysaccharide derivatives having homogeneous polysaccharide derivative components may be prepared using one form / type, lot, or preparation of the polysaccharide derivative, for example, by using a specific enzymatic reaction and / or derivatization. Crosslinked polysaccharide derivatives having heterogeneous polysaccharide derivative components may typically be prepared using, for example, two or more different forms / types, lots, or preparations of the polysaccharide derivative. For example, a heterogeneous crosslinked polysaccharide derivative may comprise two or more amino acid polysaccharide derivatives that differ in substituents, DoS, molecular weight, and / or glycosidic bond profiles.

[0133] The crosslinking agents used herein for crosslinking amino acid polysaccharide derivatives in some embodiments may be di- or poly-carboxylic acids, aldehydes, or polyphenols. One or more crosslinking agents useful for crosslinking polysaccharide derivatives herein include phosphoryl chloride (POCl3), polyphosphates, sodium trimetaphosphate (STMP), boron-containing compounds (e.g., boric acid, diborate, tetraborate, e.g., tetraborate decahydrate, pentaborate, polymer compounds, e.g., Polybor®, alkaliborate), polyvalent metals (e.g., titanium-containing compounds, e.g., titanium ammonium lactate, titanium triethanolamine, titanium acetylacetonate, or polyhydroxy complexes of titanium; zirconium-containing compounds, e.g., zirconium lactate, zirconium carbonate, zirconium acetylacetonate, zirconium triethanolamine, zirconium diisopropylamine lactate, or polyhydroxy complexes of zirconium), glyoxal, glutaraldehyde, aldehydes, and polyphenols. The formulation is intended to include riphenols, divinyl sulfones, epichlorohydrins, polyamide-epichlorohydrins (PAEs), dicarboxylic acids or polycarboxylic acids (e.g., citric acid, malic acid, tartaric acid, succinic acid, glutaric acid, adipic acid), dichloroacetic acid, polyamines, 1,2,7,8-diepoxyoctane, diethylene glycol dimethyl ether (diglym), diglycidyl ethers (e.g., diglycidyl ether itself, ethylene glycol diglycidyl ether [EGDE], 1,4-butanediol diglycidyl ether [BDGE], polyethylene glycol diglycidyl ether [PEGDE such as PEG2000DGE], bisphenol A diglycidyl ether [BADGE]), bis-guaiacol diepoxides, and triglycidyl ethers (e.g., trimethylolpropane triglycidyl ether). Further examples of crosslinking agents intended to be useful herein are disclosed in U.S. Patent No. 4,462,917, 4,464,270, 4,477,360, or 4,799,550, or U.S. Patent Application Publication 2008 / 0112907, all of which are incorporated herein by reference.Furthermore, in some embodiments, the crosslinking agent is not a boron-containing compound (for example, as described above).

[0134] The composition may comprise one, two, three, four or more different amino acid polysaccharide derivatives as specified herein, and optionally, at least one (i) underivativeated polysaccharide and / or (ii) a polysaccharide derivative that is not itself amino acid-derivativeated. For example, the composition may comprise at least one amino acid glucan derivative and at least one glucan; in some embodiments, the latter may be (or could be) a precursor compound of the former. In some embodiments, the following are absent: underivativeated polysaccharides and / or polysaccharide derivatives that are not amino acid-derivativeated.

[0135] In some embodiments, the aqueous compositions herein comprising an amino acid polysaccharide derivative further comprising at least one cation, wherein the polysaccharide derivative is bonded to the cation. Such bonding is typically by ionic bonding. An example of a cation is Ca 2+ and / or Mg 2+ This includes one or more hard water cations such as the following. The bonding of amino acid polysaccharide derivatives in this specification to cations in aqueous compositions / systems may, for example, act to soften the water in the aqueous composition / system (acting as a builder).

[0136] Aqueous compositions / systems in which an amino acid polysaccharide derivative can be bound to at least one cation may, for example, be a cleaning solution / wastewater used to clean tableware (e.g., in an automatic dishwasher) or fabric-containing articles (e.g., cloth, in a washing machine, etc.) as described herein, or any other aqueous composition / system to which a detergent has been added to provide cleaning and / or maintenance; such aqueous compositions / systems typically benefit from the ability of the amino acid polysaccharide derivative to prevent / reduce adverse effects (e.g., scale deposition and / or scum formation) caused by the presence of one or more cations. In some embodiments, an aqueous composition / system in which an amino acid polysaccharide derivative can be bound to at least one cation may be any system disclosed herein in which water or aqueous solutions are circulated, transported and / or stored (detergent is not necessarily required); such systems may also typically benefit for the same reasons disclosed above. Typically, the amino acid polysaccharide derivatives described herein may act as builders / softeners by sequestering / chelating and / or precipitating cations. In some embodiments, the water-soluble amino acid polysaccharide derivatives described herein may remain water-soluble by binding to cations. In some embodiments, the water-insoluble amino acid polysaccharide derivatives described herein that are dispersed (e.g., stably dispersed) may remain dispersed by binding to cations. The binding (or any other interaction) between the amino acid polysaccharide derivatives described herein and cations may prevent / reduce the formation of undesirable insoluble salts (e.g., carbonates such as CaCO3 or MgCO3, hydroxides such as Mg(OH)2 or Ca(OH)2, sulfates such as CaSO4), and / or other insoluble compounds (e.g., calcium and / or magnesium salts of fatty acids such as stearic acid), and / or their deposits (e.g., scum such as scale and soap residue) that can form in aqueous systems with hard water cations (e.g., by about or at least about 10%, 20%, 30%, 40%, 50%, 60%, 70%, or 80% compared to when no amino acid polysaccharide derivatives are used). In some embodiments, the scale may include CaCO3, MgCO3, CaSO4, Fe2O3, FeS, and / or FeS2.

[0137] In addition to those mentioned above, some examples of aqueous systems in this specification that can be treated with amino acid polysaccharide derivatives include those in industrial environments. Examples of industrial environments in this specification include those in the energy (e.g., fossil fuels such as petroleum or natural gas), water (e.g., water treatment and / or purification, industrial water, wastewater treatment), agriculture (e.g., grains, fruits / vegetables, fishing, aquaculture, dairy products, animal husbandry, timber, plants), chemical (e.g., pharmaceuticals, chemical processing), food processing / manufacturing, mining, or transportation (e.g., freshwater and / or maritime transport, train or truck containers) industries. Further examples of aqueous systems in this specification that can be treated with amino acid polysaccharide derivatives include those for water treatment, water storage, and / or other water-containing systems (e.g., piping / conduits, heat exchangers, condensers, filters / filtration systems, storage tanks, water cooling towers, water cooling systems / apparatus, pasteurization equipment, boilers, sprayers, nozzles, ship hulls, ballast water). Further examples of aqueous systems according to this specification that may be treated with the amino acid polysaccharide derivatives herein include those in medical / dental / healthcare environments (e.g., hospitals, clinics, laboratories, nursing homes; e.g., equipment cleaning), food service environments (e.g., restaurant, shop kitchens, cafeterias), retail environments (e.g., grocery stores, soft drink machines / dispensers), hospitality / travel environments (e.g., hotels / motels), sports / recreational environments (e.g., swimming pools / bathtubs, spas), or office / home environments (e.g., bathrooms, bathtubs / showers, kitchens, electrical appliances [e.g., washing machines, automatic dishwashers, refrigerators, freezers], sprinkler systems, residential / building water pipes, water tanks, water heaters).Further examples of aqueous systems as defined herein that can be treated with amino acid polysaccharide derivatives as defined herein include, all incorporated herein by reference, U.S. Patent Application Publications 2013 / 0029884, 2005 / 0238729, 2010 / 0298275, 2016 / 0152495, 2013 / 0052250, 2015 / 009891, 2016 / 0152495, 2017 / 0044468, and 2012 / 020769. Examples include those disclosed in any of the following: Specification No. 9, Specification No. 2020 / 0308592, Specification No. 2024 / 0199766 or Specification No. 2024 / 0150497, or U.S. Specification No. 4552591, Specification No. 4925582, Specification No. 6478972, Specification No. 6514458, Specification No. 6395189, Specification No. 7927496 or Specification No. 8784659, or International Publication Brochure No. 2022 / 178073 or Brochure No. 2022 / 178075. In some embodiments, the aqueous systems that can be treated herein include (i) saline water such as seawater, or (ii) aqueous solutions having about 2.0, 2.25, 2.5, 2.75, 3.0, 3.25, 3.5, 3.75, 4.0, 2.5-4.0, 2.75-4.0, 3.0-4.0, 2.5-3.5, 2.75-3.5, 3.0-3.5, 3.0-4.0, or 3.0-3.5% by weight of one salt or combination of salts (e.g., containing at least NaCl).

[0138] In some embodiments, amino acid polysaccharide derivatives may form complexes with hard hydroxides (e.g., carbonates such as CaCO3) as specified herein. Such complexes include, for example, a hard hydroxide encapsulated / coated with the amino acid polysaccharide derivative (e.g., 100% or at least 80%, 85%, 90%, 95%, 98%, or 99% encapsulated / coated). Such complexes are typically water-insoluble; for this reason, such complexes can be readily removed from aqueous compositions. Further disclosed herein is a method comprising treating an aqueous composition having at least one hard hydroxide (e.g., a carbonate such as CaCO3 or MgCO3, a hydroxide such as Ca(OH)2 or Mg(OH)2, or a sulfate such as CaSO4) with at least one amino acid polysaccharide derivative as specified, resulting in the formation of a water-insoluble complex comprising the hard hydroxide and the amino acid polysaccharide derivative. Such water-insoluble complexes can be stably dispersed or are stably dispersible as such in some embodiments. This method may optionally further include removing all or most of the water-insoluble complex (formed during the processing step) from the aqueous composition. Such a method may optionally be considered a flocculation method, as long as it removes the water-insoluble hard aqueous salt. The water-insoluble complexes described herein, comprising at least one amino acid polysaccharide derivative and at least one hard aqueous salt, can be used as components in various products, such as paper products. Accordingly, products such as paper containing complexes comprising amino acid polysaccharide derivatives and hard aqueous salts are disclosed herein.

[0139] Compositions / products comprising at least one amino acid polysaccharide derivative as defined herein, such as aqueous or non-aqueous compositions, are household care products, personal care products, industrial products, ingestible products (e.g., food), medical supplies or pharmaceuticals, for example, U.S. Patent Application Publications 2018 / 0022834, 2018 / 0237816, 2018 / 0230241, and 2018007983, all incorporated herein by reference. These include specifications No. 2, No. 2016 / 0311935, No. 2016 / 0304629, No. 2015 / 0232785, No. 2015 / 0368594, No. 2015 / 0368595, No. 2016 / 0122445, No. 2019 / 0202942 or No. 2019 / 0309096, or those described in International Publication No. 2016 / 133734. In some embodiments, the composition may comprise at least one component / component of a household care product, personal care product, industrial product, medical product, pharmaceutical product or ingestible product (e.g., food) as disclosed in any of the aforementioned publications and / or disclosed herein.

[0140] In some embodiments, the compositions are considered useful in providing one or more of the following physical properties to personal care products, pharmaceuticals, household goods, industrial products, medical supplies, or ingestible products (e.g., food): thickening, freeze-thaw stability, lubricity, moisture retention and release, texture, consistency, shape retention, emulsifying properties, binding properties, suspension properties, dispersibility, gelling properties, and reduction of mineral hardness.

[0141] Personal care products as disclosed herein include, but are not limited to, skincare compositions, cosmetic compositions, antifungal compositions, and antimicrobial compositions. Personal care products as disclosed herein may take the form of, for example, lotions, creams, foams, pastes, balms, ointments, pomades, gels, liquids, serums, or combinations thereof. Personal care products disclosed herein may optionally contain at least one active ingredient. An active ingredient is generally recognized as an ingredient that produces an intended pharmacological effect.

[0142] In some embodiments, personal care products may be skincare products. Skincare products may be used and / or designed for generalized or targeted application (e.g., to the hands or feet). In some embodiments, skincare products may be used on hair and / or nails (or exclusively for nails). In some embodiments, skincare products may be applied to the skin to address skin damage associated with dehydration. Skincare products may also be used to address the appearance of the skin (e.g., to reduce the appearance of scaly, cracked, and / or red skin) and / or to address the texture of the skin (e.g., to reduce roughness and / or dryness of the skin while improving the smoothness and delicacy of the skin). Skincare products typically contain at least one active ingredient, such as zinc oxide, petrolatum, white petrolatum, mineral oil, cod liver oil, lanolin, dimethicone, hard fats, vitamin A, allantoin, calamine, kaolin, glycerin, or colloidal oatmeal, or combinations thereof, for treating or preventing skin diseases or providing moisturizing effects to the skin while also providing cosmetic effects. Skincare products may also contain one or more natural moisturizing elements, such as ceramides, hyaluronic acid, glycerin, squalane, amino acids, cholesterol, fatty acids, triglycerides, phospholipids, glycosphingolipids, urea, linoleic acid, glycosaminoglycans, mucopolysaccharides, sodium lactate, or sodium pyrrolidone carboxylate. Other ingredients that may be included in skincare products include, but are not limited to, glycerides, apricot kernel oil, canola oil, squalane, squalene, coconut oil, corn oil, jojoba oil, jojoba wax, lecithin, olive oil, safflower oil, sesame oil, shea butter, soybean oil, sweet peach oil, sunflower oil, tea tree oil, shea butter, palm oil, cholesterol, cholesterol esters, wax esters, fatty acids, and orange oil. In some embodiments, skincare products may be ointments, lotions, or disinfectants (e.g., hand sanitizers).Skin care products / formulations that can be adapted to be aqueous compositions as described herein include, for example, U.S. Patent Publication Nos. 20100189669, 20200093799, 20080014162, 20050002889, 20020039565, 20080213323, 20040022822, and incorporated herein by reference. U.S. Patent No. 20070166249, U.S. Patent No. 20080152606, U.S. Patent No. 20080008668, U.S. Patent No. 20140256830, U.S. Patent No. 20030206932, U.S. Patent No. 20030114323, U.S. Patent No. 20110152335, U.S. Patent No. 20150202139, U.S. Patent No. 20040180026, U.S. Patent No. 4595586, U.S. Patent No. 4268526, Specification No. 4272519, Specification No. 4285967, Specification No. 4368189, Specification No. 4372944, Specification No. 4699780, Specification No. 4816271, Specification No. 4839164 Specification, Specification No. 4464362, Specification No. 5552135, Specification No. 5693255, Specification No. 5976555, Specification No. 5607921, Specification No. 5618523, Specification No. 5798108. Such specifications may be those disclosed in, for example, Patent No. 5356627, Patent No. 5811083, Patent No. 5939085, Patent No. 6280714, Patent No. 8465973, Patent No. 9867774, Patent No. 11110049, Patent No. 10546658, Patent No. 11033480, European Patent No. 0321929, or International Publication No. 2013092872. Skin care products may contain, for example, one or more ingredients / additives disclosed in any of the aforementioned references.

[0143] Personal care products as used herein may also be in the form of, for example, makeup, lipstick, mascara, lipstick, foundation, blush, eyeliner, lip liner, lip gloss, other cosmetics, sunscreen, sunblock, nail polish, nail conditioner, bath gel, shower gel, body wash, facial cleanser, lip balm, skin conditioner, cream, foam, cold cream, moisturizer, body spray, soap, body scrub, desquamant, astringent, scratching lotion, depilatory, permanent solution, anti-dandruff preparation, antiperspirant composition, deodorant, shaving products, pre-shave products, after-shave products, cleansing agents, skin gel, serum (skin serum), rinse, toothpaste composition, toothpaste, or mouthwash. Examples of personal care products (e.g., cleansers, soaps, scrubs, cosmetics) include carriers or desquamants (e.g., jojoba beads [jojoba ester beads]) (e.g., about 1-10, 3-7, 4-6, or 5% by weight); such active ingredients may be optionally dispersed within the product.

[0144] In some embodiments, personal care products may be hair care products. Examples of hair care products as used herein include shampoos, hair conditioners (leave-in or rinse-out), cream rinses, hair dyes, hair color products, hair shine products, hair serums, anti-frizzy products, split-end repair products, mousses, hair sprays, and styling gels. In some embodiments, hair care products may be in the form of liquids, pastes, gels, creams, foams, solids, or powders. The hair care products disclosed herein typically include the following ingredients commonly used to formulate hair care products: anionic surfactants, e.g., sodium polyoxyethylene lauryl ether sulfate; cationic surfactants, e.g., stearyltrimethylammonium chloride and / or distearyltrimethylammonium chloride; nonionic surfactants, e.g., glyceryl monosterol, sorbitan monopalmitate and / or polyoxyethylene cetyl ether; humectants, e.g., propylene glycol, 1,3-butylene glycol, glycerin, sorbitol, pyroglutamate, amino acids and / or trimethylglycine; hydrocarbons, e.g., liquid paraffin, petrolatum, solid paraffin, squalane and / or olefin oligomers; higher alcohols, e.g., stearyl alcohol and / or cetyl alcohol; superfatting agents; anti-dandruff agents; disinfectants, anti-inflammatory agents; herbal medicines; water-soluble polymers, e.g., methylcellulose, hydroxycellulose and / or partially deacetylated chitin; preservatives, e.g., parabens; UV absorbers; pearlescent agents; pH adjusters, fragrances; and one or more pigments.

[0145] Personal care products in some embodiments may be hair care compositions such as hair styling or hair setting compositions (e.g., hair gel or lotion, hair mousse / foam, hair serum) (e.g., foam, cream, paste, non-flowing gel, mousse, pomade, lacquer, hair wax). Hair styling / setting compositions / formulations that can be adapted to become aqueous compositions as described herein include, for example, U.S. Patent Application Publication No. 20090074697, International Publication No. 1999048462, U.S. Patent Application Publication No. 20130068849, Japanese Patent Publication No. 0454116, U.S. Patent No. 5304368, Australian Patent No. 667246B2, U.S. Patent No. 5413775, U.S. Patent No. 5441728, and U.S. Patent No. Such specifications may be disclosed in Japanese Patent Publication No. 5939058, Japanese Patent Publication No. 2001302458, U.S. Patent Publication No. 6346234, U.S. Patent Publication No. 20020085988, U.S. Patent Publication No. 7169380, U.S. Patent Publication No. 20090060858, U.S. Patent Publication No. 20090326151, U.S. Patent Publication No. 20160008257, International Publication No. 2020164769, or U.S. Patent Publication No. 20110217256.Hair care compositions such as hair styling / setting compositions may contain one or more ingredients / additives and / or fragrances / scents, aromatherapy essences, herbs, infusions, antibacterial agents, stimulants (e.g., caffeine), essential oils, hair dyes, dyes or colorants, gray hair dyes (anti-gray) as disclosed in any of the aforementioned references. Agents, defoamers, sunscreens / UV blockers (e.g., benzophenone-4), vitamins, antioxidants, surfactants or other wetting agents, mica, silica, metal flakes or other glitter effect materials, conditioning agents (e.g., volatile or non-volatile silicone fluids), antistatic agents, opacifiers, anti-tacks, penetrating agents, preservatives (e.g., phenoxyethanol, ethylhexylglycerin, benzoates, diazolidinyl urea, iodopropynyl butylcarbamate), emollients (e.g., panthenol, isopropyl myristate), rheologically modified or thickening polymers (e.g., acrylate / methacrylamide copolymer, polyacrylic acid [e.g., CARBOMER]) The materials may include an emulsified oil phase, petroleum, fatty alcohols, diols and polyols, emulsifiers (e.g., PEG-40 hydrogenated castor oil, oleth-20), humectants (e.g., glycerin, caprylyl glycol), silicone derivatives, proteins, amino acids (e.g., isoleucine), conditioners, chelating agents (e.g., EDTA), solvents (e.g., see below), monosaccharides (e.g., dextrose), disaccharides, oligosaccharides, pH stabilizing compounds (e.g., aminomethylpropanol), film-forming agents (e.g., acrylate / hydroxyester acrylate copolymer, polyvinylpyrrolidone / vinyl acetate copolymer, triethyl acetate) and / or one or more of any other suitable materials in this specification. Optional hair fixation / styling agents as used herein include PVP (polyvinylpyrrolidone), octylacrylamide / acrylate / butylaminoethyl methacrylate copolymer, vinylcaprolactam / PVP / dimethylaminoethyl methacrylate copolymer, AMPHOMER, or any other film-forming agent.

[0146] Hair styling / hair setting compositions may include, for example, water and optionally a water-miscible (typically polar) organic compound (e.g., liquid or gas), such as an alcohol (e.g., ethanol, propanol, isopropanol, n-butanol, iso-butanol, tert-butanol), an alkylene glycol alkyl ether, and / or a monoalkyl or dialkyl ether (e.g., dimethyl ether). If an organic compound is included, it may constitute, for example, about 10%, 20%, 30%, 40%, 50%, or 60% by weight or volume of the solvent (the remainder being water). The amount of solvent in the hair styling / setting compositions herein may be, for example, about 50-90%, 60-90%, 70-90%, 80-90%, 50-95%, 60-95%, 70-95%, 80-95%, or 90-95% by weight.

[0147] The pharmaceuticals described herein may be in the form of, for example, emulsions, liquids, elixirs, gels, suspensions, solutions, creams, foams, serums, or ointments. The pharmaceuticals described herein may also be in the form of any of the personal care products disclosed herein, such as antimicrobial or antifungal compositions. The pharmaceuticals may further comprise one or more pharmaceutically acceptable carriers, diluents, and / or pharmaceutically acceptable salts. The compositions described herein may also be used in capsules, capsule encapsulants, tablets, tablet coatings, and as excipients for medical supplies and drugs.

[0148] The household care and / or industrial products described herein may be, for example, drywall tape bonding compounds, mortar, grout, cement plaster, spray plaster, cement stucco, adhesives, pastes, wall / ceiling binders, tape casting, extrusion molding, injection molding and binders and processing aids for ceramics, insecticides, herbicides and spray adhesives and suspension / dispersion aids for fertilizers, fabric care products, for example, fabric softeners and laundry detergents; hard surface cleaners; air purifiers; polymer emulsions; latex; gels, for example, aqueous gels; surfactant solutions; paints, for example, aqueous paints; protective coatings; adhesives, sealants and caulking agents; inks, for example, aqueous inks; metal cutting fluids; films or coatings; or emulsion-based metal cleaning solutions used in electroplating, phosphate treatment, galvanizing and / or general metal cleaning operations. In some embodiments, the compositions herein are incorporated into fluids as viscosity modifiers and / or friction reducers, and such applications include downhaul operations / fluids (e.g., in hydraulic fracturing and enhanced oil recovery).

[0149] Examples of edible products as disclosed herein include foods, beverages, animal feed, animal health and / or nutrition products and / or medical supplies. In edible products, the intended uses of compositions as disclosed herein may be, for example, to provide texture, to add volume, and / or to thicken.

[0150] Some aspects of this specification relate to (i) saline water such as seawater, or (ii) aqueous solutions having about 2.0, 2.25, 2.5, 2.75, 3.0, 3.25, 3.5, 3.75, 4.0, 2.5-4.0, 2.75-4.0, 3.0-4.0, 2.5-3.5, 2.75-3.5, 3.0-3.5, 3.0-4.0, or 3.0-3.5% by weight of one salt or combination of salts (e.g., containing at least NaCl) having at least one amino acid polysaccharide derivative disclosed herein. The concentration of the amino acid polysaccharide derivative in such aqueous solution of (i) or (ii) may be, for example, at least about 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1.0, 0.1-0.6, 0.1-0.5, 0.1-0.4, 0.1-0.3 or 0.1-0.2% by weight or less. Despite the relatively high salt concentration in such aqueous composition, in some embodiments, the amino acid polysaccharide derivative is considered to remain completely or largely in the solution or dispersion and contribute viscosity. Such solutions or dispersions of (i) or (ii) whose viscosity has been modified with the amino acid polysaccharide derivatives of this specification may be used as is in a system utilizing such a solution or dispersion (e.g., any of the specifications, e.g., a downhole operation).

[0151] Further examples of using the compositions of this disclosure for edible products include: leavening, binding and / or coating components; carriers for colorants, flavors / flavors and / or high-intensity sweeteners; spray-drying additives; leavening agents, thickeners, dispersants and / or emulsifiers; and components that promote moisture retention (humectants). Examples of products that may be prepared using the compositions of this specification include foods, beverage products, pharmaceuticals, nutritional products and sports products. Examples of beverages of this specification include concentrated beverage mixtures, carbonated beverages, non-carbonated beverages, fruit-flavored beverages, fruit juices, tea, coffee, milk, nectar, powdered beverages, liquid concentrates, dairy beverages, ready-to-drink (RTD) products, smoothies, alcoholic beverages, flavored waters and combinations thereof. Examples of foods as used herein include baked goods (e.g., bread), confectionery, frozen dairy products, meat, artificial / synthetic / cultured meat, cereal products (e.g., breakfast cereals), dairy products (e.g., yogurt), spices (e.g., mustard, ketchup, mayonnaise), snack bars, soups, dressings, mixes, processed foods, baby food, diet foods, peanut butter, syrups, sweeteners, food coatings, pet food, animal feed, animal health and nutrition products, dried fruits, sauces, gravy, jams / jelly, dessert products, spreads, butter, breadcrumbs, spice mixes, sugar coatings, and the like. In some embodiments, compositions as used herein may provide or enhance the fizz of beverages, such as dairy beverages, non-dairy alternative beverages (e.g., "vegan" milks such as soy milk, almond milk, or coconut milk), dairy creamers and / or non-dairy creamers (for hot beverages such as coffee [e.g., cappuccino], tea [e.g., chai tea]).

[0152] In some embodiments, a composition comprising at least one amino acid polysaccharide derivative as herein may be in the form of a fabric care composition. The fabric care composition may be used for hand washing, machine washing and / or other purposes, such as soaking and / or pre-treating fabrics. The fabric care composition may take the form of, for example, laundry detergent, fabric conditioner, any laundry product, rinse product or dryer additive, unit dose or spray. A liquid fabric care composition may be in the form of an aqueous composition. In other embodiments, the fabric care composition may be in a dry form, such as, for example, a granular detergent or a dryer additive sheet. Other non-limiting examples of fabric care compositions include granular or powdered all-purpose or strong cleaning agents; liquid, gel or paste-form all-purpose or strong cleaning agents; liquid or dry detergents for delicate fabrics (e.g., delicate fabrics); cleaning aids such as bleaching additives, "stain sticks," or pretreatment agents; substrate-loaded products, such as dry or wet wipes, pads, or sponges; sprays and mists; water-soluble unit-dose products; and water-dispersible unit-dose products (e.g., products containing dispersible fibers). Further examples of compositions herein may be in the form of liquids, gels, powders, hydrophilic colloids, aqueous solutions, granules, tablets, capsules, beads, or lozenges, single-compartment sachets, multi-compartment sachets, single-compartment pouches, or multi-compartment pouches.

[0153] The detergent compositions described herein may be in any useful form, such as powder, granules, paste, bar, unit dose, or liquid. Liquid detergents may typically be aqueous, containing up to about 70% by weight of water and 0% to about 30% by weight of an organic solvent. Liquid detergents may also be in the form of a compact gel containing only about 30% by weight of water.

[0154] A detergent composition (e.g., a fabric care product or any other product herein) typically comprises one or more surfactants, which are selected from nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, zwitterionic surfactants, semipolar nonionic surfactants and mixtures thereof. In some embodiments, the surfactant is present in a concentration of about 0.1% to about 60% by weight of the detergent composition; in alternative embodiments, the concentration is about 1% to about 50% by weight; and in further embodiments, the concentration is about 5% to about 40% by weight. The detergent will typically contain 0% to about 50% by weight of anionic surfactants, such as linear alkylbenzene sulfonates (LAS), α-olefin sulfonates (AOS), alkyl sulfates (higher alcohol sulfates) (AS), alcohol ethoxysulfates (AEOS or AES), secondary alkanesulfonates (SAS), α-sulfo fatty acid methyl esters, alkyl- or alkenyl succinic acids, or soaps. In addition, the detergent composition may optionally contain 0% to about 40% by weight of nonionic surfactants, such as alcohol ethoxylates (AEO or AE), carboxylated alcohol ethoxylates, nonylphenol ethoxylates, alkyl polyglycosides, alkyldimethylamine oxides, ethoxylated fatty acid monoethanolamides, fatty acid monoethanolamides, or polyhydroxyalkyl fatty acid amides (as described, for example, in International Publication No. 92 / 06154, incorporated herein by reference). However, in some embodiments, the detergent composition may be surfactant-free or contain less than 5, 4, 3, 2, 1, 0.5, 0.25, 0.1, 0.05, or 0.025% by weight of surfactants (such “detergent compositions” may optionally be called, for example, “compositions,” “cleaning compositions,” or “treatment compositions”; the disclosure herein of detergent compositions does not necessarily have to include surfactants in some embodiments).

[0155] The detergent compositions herein may optionally include one or more detergent builders or builder systems, in addition to the amino acid polysaccharide derivatives disclosed herein that can function as builders. In some embodiments, oxidized α-1,3-glucan may be included as an auxiliary builder; oxidized α-1,3-glucan compounds for use herein are disclosed in U.S. Patent Application Publication No. 2015 / 0259439. In some embodiments incorporating at least one builder, the detergent composition contains the builder in an amount of at least about 1% by weight, about 3% to about 60% by weight, or further about 5% to about 40% by weight of the composition. Examples of builders include alkali metals, ammonium salts and alkanol ammonium salts of polyphosphates, alkali metal silicates, alkaline earth metals and alkali metal carbonates, aluminosilicates, polycarboxylic acid compounds, ether hydroxypolycarboxylic acid salts, copolymers of maleic anhydride with ethylene or vinyl methyl ether, 1,3,5-trihydroxybenzene-2,4,6-trisulfonic acid and carboxymethyloxysuccinic acid, various alkali metal salts, ammonium salts and substituted ammonium salts of polyacetic acid, such as ethylenediaminetetraacetic acid and nitrilotriacetic acid, and polycarboxylic acid salts, such as meritic acid, succinic acid, citric acid, oxydisuccinic acid, polymaleic acid, benzene 1,3,5-tricarboxylic acid, carboxymethyloxysuccinic acid and their soluble salts. Further examples of detergent builders or complexing agents include zeolites, diphosphates, triphosphates, phosphonates, diphosphonates (e.g., 1-hydroxyethylidene-1,1-diphosphonic acid [HEDP]), citrates, nitrilotriacetic acid (NTA), ethylenediaminetetraacetic acid (EDTA), diethylenetriaminepentaacetic acid (DTMPA), alkyl succinic or alkenyl succinic acids, soluble silicates or layered silicates (e.g., SKS-6 from Hoechst).

[0156] In some embodiments, the builder forms water-soluble hard ion complexes (e.g., metal ion sequestering builders) such as citrates and polyphosphates (e.g., sodium tripolyphosphate and sodium tripolyphosphate hexahydrate, potassium tripolyphosphate, and mixed sodium tripolyphosphate and potassium tripolyphosphate). Any suitable builder, including builders known in the art, is intended to be used in this disclosure (see, for example, European Patent No. 2100949).

[0157] In some embodiments, suitable builders include phosphate builders and non-phosphate builders. In some embodiments, the builder is a phosphate builder. In some embodiments, the builder is a non-phosphate builder. The builder may be used in concentrations of 0.1% to 80% by weight, 5% to 60% by weight, or 10% to 50% by weight of the composition. In some embodiments, the product comprises a mixture of phosphate builders and non-phosphate builders. Suitable phosphate builders include monophosphates, diphosphates, triphosphates, or oligomeric polyphosphates, for example, alkali metal salts of these compounds, such as sodium salts. In some embodiments, the builder may be sodium tripolyphosphate (STPP). Furthermore, the composition may include carbonates and / or citrates, preferably citrates, which help to achieve a neutral pH composition. Other suitable non-phosphate builders include homopolymers and copolymers of polycarboxylic acids and their partial or fully neutralized salts, monomeric polycarboxylic acids and hydroxycarboxylic acids, and their salts. In some embodiments, the salts of the above compounds include ammonium salts and / or alkali metal salts, i.e., lithium salts, sodium salts and potassium salts, for example, sodium salts. Suitable polycarboxylic acids include acyclic, alicyclic, heterocyclic and aromatic carboxylic acids, which in some embodiments may contain at least two carboxyl groups separated from each other in each case, and in some examples from each other by two or fewer carbon atoms.

[0158] The detergent compositions described herein may contain at least one chelating agent. Suitable chelating agents include, but are not limited to, copper, iron, and / or manganese chelating agents and mixtures thereof. In embodiments using at least one chelating agent, the composition contains about 0.1% to about 15% by weight or further about 3.0% to about 10% by weight of the composition of the chelating agent.

[0159] The detergent compositions described herein may contain at least one deposition aid. Suitable deposition aids include, but are not limited to, polyethylene glycol, polypropylene glycol, polycarboxylates, dirt-releasing polymers such as polyterephthalic acid, clays such as kaolinite, montmorillonite, attapulgite, illite, bentonite, halloysite, and mixtures thereof.

[0160] The detergent compositions described herein may contain one or more dye transfer inhibitors. Suitable polymer dye transfer inhibitors include, but are not limited to, polyvinylpyrrolidone polymers, polyamine N-oxide polymers, copolymers of N-vinylpyrrolidone and N-vinylimidazole, polyvinyloxazolidone and polyvinylimidazole, or mixtures thereof. Further dye transfer inhibitors include manganese phthalocyanines, peroxidases, polyvinylpyrrolidone polymers, polyamine N-oxide polymers, copolymers of N-vinylpyrrolidone and N-vinylimidazole, polyvinyloxazolidone and polyvinylimidazole and / or mixtures thereof; examples of chelating agents include ethylenediaminetetraacetic acid (EDTA), diethylenetriaminepentamethylenephosphonic acid (DTPMP), 1-hydroxyethylidene-1,1-diphosphonic acid (HEDP), ethylenediamine N,N'-disuccinic acid (EDDS); methylglycine diacetic acid (MGDA); diethylenetriaminepentaacetic acid (DTPA); propylenediaminetetraacetic acid (PDT) A); 2-hydroxypyridine-N-oxide (HPNO); or methylglycine diacetic acid (MGDA); N,N-glutamic acid N,N-diacetic acid (N,N-dicarboxymethylglutamate tetrasodium salt) (GLDA); nitrilotriacetic acid (NTA); 4,5-dihydroxy-m-benzenedisulfonic acid; citric acid and any salts thereof; N-hydroxyethylethylenediaminetriacetic acid (HEDTA), triethylenetetraaminehexaacetic acid (TTHA), N-hydroxyethyliminodiacetic acid (HEIDA), dihydroxyethylglycine (DHEG), ethylenediaminetetrapropionic acid (EDTP), and derivatives thereof which may be used alone or in combination with any of the above. In embodiments using at least one dye transfer inhibitor, the compositions herein may contain about 0.0001% to about 10% by weight, about 0.01% to about 5% by weight, or further about 0.1% to about 3% by weight of the composition.

[0161] The detergent compositions described herein may contain silicates. In some of these embodiments, sodium silicates (e.g., sodium disilicate, sodium metasilicate, and / or crystalline phyllosilicate) are used. In some embodiments, the silicate is present in a concentration of about 1% to about 20% by weight of the composition. In some embodiments, the silicate is present in a concentration of about 5% to about 15% by weight of the composition.

[0162] The detergent compositions described herein may include dispersants. Suitable water-soluble organic materials include, but are not limited to, homopolymeric acids or copolymeric acids or salts thereof, in which the polycarboxylic acid contains at least two carboxyl groups separated from each other by two or fewer carbon atoms.

[0163] The detergent compositions herein may, for example, additionally include one or more enzymes as disclosed above. In some embodiments, the detergent composition may include one or more enzymes, each at a concentration of about 0.00001% to about 10% by weight of the composition, and the remaining amount of cleaning aids. In some other embodiments, the detergent composition may also include each enzyme at concentrations of about 0.0001% to about 10% by weight, about 0.001% to about 5% by weight, about 0.001% to about 2% by weight, or about 0.005% to about 0.5% by weight of the composition. The enzymes contained in the detergent compositions herein may be stabilized using conventional stabilizers, such as polyols such as propylene glycol or glycerol; sugars or sugar alcohols; lactic acid; boric acid or boric acid derivatives (e.g., aromatic boric acid esters).

[0164] In some embodiments, detergent compositions may include one or more other types of polymers in addition to amino acid polysaccharide derivatives as disclosed herein. Examples of other types of polymers useful herein include carboxymethylcellulose (CMC), dextran, poly(vinylpyrrolidone) (PVP), polyethylene glycol (PEG), poly(vinyl alcohol) (PVA), polycarboxylates, such as polyacrylates, maleic acid / acrylic acid copolymers, and lauryl methacrylate / acrylic acid copolymers.

[0165] The detergent compositions described herein may contain a bleaching system. For example, the bleaching system may include an H2O2 source such as a perborate or percarbonate, which can be combined with a peracid-forming bleaching activator such as tetraacetylethylenediamine (TAED) or nonanoyloxybenzenesulfonate (NOBS). Alternatively, the bleaching system may include a peroxy acid (e.g., an amide, imide, or sulfone type peroxy acid). Alternatively, the bleaching system may further include an enzymatic bleaching system containing a perhydrolase, such as the system described in International Publication No. 2005 / 056783.

[0166] The detergent compositions described herein may also contain conventional detergent components such as fabric conditioners, clays, foaming agents, foam inhibitors, corrosion inhibitors, dirt suspenders, re-soiling inhibitors, dyes, disinfectants, discoloration inhibitors, fluorescent whitening agents, or fragrances. The pH of the detergent compositions described herein (measured in aqueous solution at the concentration used) is typically neutral or alkaline (for example, pH about 7.0 to about 11.0).

[0167] Examples of suitable anti-redeposition agents and / or clay stain removers for fabric care products as used herein include polyethoxyamphoteric surfactants, water-soluble copolymers of acrylic acid or methacrylic acid with acrylic acid or methacrylic acid-ethylene oxide condensates (e.g., U.S. Patent No. 3,719,647), cellulose derivatives such as carboxymethylcellulose and hydroxypropylcellulose (e.g., U.S. Patents No. 3,597,416 and 3,523,088), and mixtures containing nonionic alkyl polyethoxy surfactants, polyethoxyalkyl quaternary cationic surfactants and fatty amide surfactants (e.g., U.S. Patent No. 4,228,044). Non-limiting examples of other suitable anti-redeposition agents and clay stain removers are disclosed in U.S. Patents No. 4,597,898 and 4,891,160, and International Publication No. 95 / 32272, all of which are incorporated herein by reference.

[0168] Certain forms of detergent compositions that can be adapted for the purposes disclosed herein include, for example, U.S. Patent Application Publication No. 20090209445A1, U.S. Patent Application Publication No. 20100081598A1, U.S. Patent No. 7001878B2, European Patent No. 1504994B1, International Publication Brochure No. 2001085888A2, and International Publication Brochure No. 2003089562A1, all of which are incorporated herein by reference. International Publication No. 2009098659A1, International Publication No. 2009098660A1, International Publication No. 2009112992A1, International Publication No. 2009124160A1, International Publication No. 2009152031A1, International Publication No. 2010059483A1, International Publication No. 2010088112A1, International Publication No. 201009091 Pamphlet No. 5A1, International Publication No. 2010135238A1, International Publication No. 2011094687A1, International Publication No. 2011094690A1, International Publication No. 2011127102A1, International Publication No. 2011163428A1, International Publication No. 2008000567A1, International Publication No. 2006045391A1, International Publication No. This is disclosed in Brochure No. 2006007911A1, International Publication No. 2012027404A1, European Patent No. 1740690B1, International Publication No. 2012059336A1, U.S. Patent No. 6730646B1, International Publication No. 2008087426A1, International Publication No. 2010116139A1, and International Publication No. 2012104613A1.

[0169] The laundry detergent compositions described herein may optionally be strong (all-purpose) laundry detergent compositions. A typical strong laundry detergent composition contains a detergent surfactant (10% by weight to 40% by weight) comprising an anionic detergent surfactant (selected from the group consisting of linear, branched, or randomly substituted or unsubstituted alkyl sulfates, alkyl sulfonates, alkoxylated alkyl sulfates, alkyl phosphates, alkyl phosphonates, alkyl carboxylates and / or mixtures thereof) and optionally a nonionic surfactant (selected from the group consisting of linear, branched, or randomly substituted or unsubstituted alkoxylated alkyl alcohols, e.g., C8-C18 ethoxylated alkyl alcohols and / or C6-C12 alkylphenol alkoxylates), in which the weight ratio of the anionic detergent surfactant (having a hydrophilicity index (HIc) of 6.0 to 9) to the nonionic detergent surfactant is greater than 1:1. Suitable detergent surfactants also include cationic detergent surfactants (selected from the group consisting of alkylpyridinium compounds, alkyl quaternary ammonium compounds, alkyl quaternary phosphonium compounds, alkyl ternary sulfonium compounds and / or mixtures thereof); zwitter and / or amphoteric detergent surfactants (selected from the group consisting of alkanolamine sulfobetaines); amphoteric surfactants; semipolar nonionic surfactants; and mixtures thereof.

[0170] Detergents in this specification, such as strong laundry detergent compositions, may optionally include a surfactant-enhancing polymer consisting of an amphiphilic alkoxylated grease-cleaning polymer (an alkoxylated polymer having branched hydrophilic and hydrophobic properties, selected from the group such as alkoxylated polyalkylene imines in the range of 0.05% to 10% by weight) and / or a random graft polymer (typically comprising a hydrophilic backbone containing monomers selected from the group consisting of unsaturated C1-C6 carboxylic acids, ethers, alcohols, aldehydes, ketones, esters, sugar units, alkoxy units, saturated polyalcohols such as maleic anhydride and glycerol, and mixtures thereof, and a hydrophobic side chain selected from the group consisting of C4-C25 alkyl groups, polypropylene, polybutylene, vinyl esters of saturated C1-C6 monocarboxylic acids, C1-C6 alkyl esters of acrylic acid or methacrylic acid, and mixtures thereof).

[0171] For example, detergents in this specification, such as strong laundry detergent compositions, may optionally include further polymers, such as dirt-releasing polymers (anionic and end-capped polyesters, polymers comprising at least one monomer unit selected from sugars, dicarboxylic acids, polyols and combinations thereof in random or block structures, such as SRP1, polymers based on ethylene terephthalate in random or block structures and copolymers thereof, such as REPEL-O-TEX SF, SF-2 AND SRP6, TEXCARE SRA100, SRA300, SRN100, SRN170, SRN240, SRN300 AND SRN325, MARLOQUEST The anti-redeposition agents (0.1% to 10% by weight) in this specification may include carboxylate polymers having molecular weights in the range of 500 to 100,000 Da, such as polymers comprising at least one monomer selected from acrylic acid, maleic acid (or maleic anhydride), fumaric acid, itaconic acid, aconitic acid, mesaconic acid, citraconic acid, methylenemalonic acid and any mixture thereof, vinylpyrrolidone, vinylpyrrolidone homopolymer and / or polyethylene glycol; and polymer carboxylates (e.g., maleate / acrylate random copolymer or polyacrylate homopolymer).

[0172] For example, detergents in this specification, such as strong laundry detergent compositions, may optionally further contain saturated or unsaturated fatty acids, preferably saturated or unsaturated C12-C24 fatty acids (0% to 10% by weight), and deposition aids (examples of which include polysaccharides, cellulose polymers, polydiallyldimethylammonium halides (DADMAC), and copolymers of DAD MAC in random or block structures with vinylpyrrolidone, acrylamide, imidazole, imidazolium halides and mixtures thereof, cationic guar gum, cationic starch, cationic polyacrylamide and mixtures thereof).

[0173] The detergents herein, such as strong laundry detergent compositions, may optionally further include, for example, dye transfer inhibitors comprising manganese phthalocyanine, peroxidase, polyvinylpyrrolidone polymer, polyamine N-oxide polymer, copolymer of N-vinylpyrrolidone and N-vinylimidazole, polyvinyl oxazolidone and polyvinylimidazole and / or mixtures thereof, for example, ethylenediaminetetraacetic acid (EDTA), diethylenetriaminepentamethylenephosphonic acid (DTPMP), 1-hydroxyethylidene-1,1-diphosphonic acid (HEDP), ethylenediamine N,N'-disuccinic acid (EDDS), methylglycine diacetic acid (MGDA), diethylenetriamine pentaacetic acid The product may contain chelating agents including acids (DTPA), propylenediaminetetraacetic acid (PDTA), 2-hydroxypyridine-N-oxide (HPNO) or methylglycine diacetic acid (MGDA), N,N-diacetic acid (N,N-dicarboxymethylglutamate tetrasodium salt (GLDA)), nitrilotriacetic acid (NTA), 4,5-dihydroxy-m-benzenedisulfonic acid, citric acid and any salts thereof, N-hydroxyethylethylenediaminetriacetic acid (HEDTA), triethylenetetraaminehexaacetic acid (TTHA), N-hydroxyethyliminodiacetic acid (HEIDA), dihydroxyethylglycine (DHEG), ethylenediaminetetrapropionic acid (EDTP) and derivatives thereof.

[0174] For example, detergents as described herein, such as strong laundry detergent compositions, may optionally contain: a silicone or fatty acid-based foam inhibitor; a hueing dye; calcium and magnesium cations; a visual signaling component; an antifoaming agent (0.001% to about 4.0% by weight); and / or a structuring agent / thickener (0.01% to 5% by weight) selected from the group consisting of diglycerides and triglycerides, ethylene glycol distearate, microcrystalline cellulose, microfiber cellulose, biopolymers, xanthan gum, gellan gum, and mixtures thereof. The structuring agent may also be called a structuring agent.

[0175] The detergents described herein may, for example, be in the form of a strong drying / solid laundry detergent composition. Such detergents include (i) cleaning surfactants, for example any anionic cleaning surfactant disclosed herein, any nonionic cleaning surfactant disclosed herein, any cationic cleaning surfactant disclosed herein, any amphoteric and / or amphoteric cleaning surfactant disclosed herein, any amphoteric surfactant, any semipolar nonionic surfactant, and mixtures thereof; (ii) builders, for example any phosphate-free builders (e.g., zeolite builders in the range of 0% to less than 10% by weight), any phosphate builders (e.g., sodium tripolyphosphate in the range of 0% to less than 10% by weight), citric acid, citrates and nitrilotriacetic acid, any silicates (e.g., sodium silicate or potassium silicate or sodium metasilicate in the range of 0% to less than 10% by weight), any carbonates (e.g., sodium carbonate and / or sodium bicarbonate in the range of 0% to less than 80% by weight) and so on. (iii) a mixture of the above; (iii) bleaching agents, e.g., any photobleaching agents (e.g., zinc phthalocyanine sulfonate, aluminum phthalocyanine sulfonate, xanthene dyes and mixtures thereof), any hydrophobic or hydrophilic bleaching activators (e.g., dodecanoyloxybenzenesulfonate, decanoyloxybenzenesulfonate, decanoyloxybenzoic acid or salts thereof, 3,5,5-trimethylhexanoyloxybenzenesulfonate, tetraacetylethylenediamine-TAED, nonanoyloxybenzenesulfonate-NOBS, nitrile quat and mixtures thereof), any source of hydrogen peroxide (e.g., inorganic perhydrate salts including mono or sodium tetrahydrate salts of perborate, percarbonate, persulfate, superphosphate or persilicate), any preforming hydrophilic and / or hydrophobic peracids (e.g., percarboxylic acids and salts, percarbonates and salts, perimide acids and salts, peroxomonosulfate and salts and mixtures thereof);and / or (iv) any other components, such as bleaching catalysts (e.g., imine-based bleaching enhancers, including iminium cations and polyions, iminium amphoteric ions, modified amines, modified amine oxides, N-sulfonylimines, N-phosphonylimines, N-acylimines, thiadiazole dioxides, perfluoroimines, cyclic sugar ketones and mixtures thereof); and metal-containing bleaching catalysts (e.g., copper, iron, titanium, ruthenium, tungsten, molybdenum or manganese cations, along with auxiliary metal cations such as zinc or aluminum and metal ion chelating agents such as EDTA, ethylenediaminetetra(methylenephosphonic acid));

[0176] For example, detergents in this specification, such as those for fabric care (e.g., laundry), may be contained in unit doses (e.g., sachets or pouches). The form of a unit dose may include a water-soluble outer film that completely encloses the liquid or solid detergent composition. A unit dose may include a single compartment or at least two, three, or more compartments. The compartments may be arranged in an overlapping or side-by-side orientation. A unit dose in this specification is typically a closed structure of any form / shape suitable for retaining and protecting its contents without releasing the contents before contact with water. In some embodiments, a unit dose may include water-dispersible or water-soluble fibers.

[0177] In some embodiments, compositions comprising at least one amino acid polysaccharide derivative as herein may be in the form of a fabric softener (liquid fabric softener), or may include such a composition. An example of such a composition is a rinse agent used when washing a fabric-containing material as herein, typically after washing the fabric-containing material with a laundry detergent composition (e.g., a rinse used in the laundry rinse cycle of a washing machine). The concentration of the amino acid polysaccharide derivative in a composition comprising a fabric softener (e.g., a rinse) may be, for example, about or at least about 20, 30, 40, 50, 60, 70, 80, 20-80, 20-70, 20-60, 30-80, 30-70, 30-60, 40-80, 40-70, or 40-60 ppm. The concentration of the fabric softener in the composition (e.g., rinse) may be, for example, about or at least about 50, 75, 100, 150, 200, 300, 400, 500, 600, 50-600, 50-500, 50-400, 50-300, 50-200, 100-600, 100-500, 100-400, 100-300, 100-200, 10-600, 50-500, 50-400, 50-300, 50-200, 200-600, 200-500, 200-400, or 200-300 ppm. The concentration of the fabric softener may be based on the entire fabric softener composition (not necessarily on the individual components of the fabric softener) or on one or more fabric softeners in the fabric softener formulation. The fabric softeners described herein may further include, for example, one or more fabric softeners (e.g., diethyl ester dimethylammonium chloride), antistatic agents, fragrances, wetting agents, viscosity modifiers (e.g., calcium chloride), pH buffers / buffers (e.g., formic acid), antimicrobial agents, antioxidants, radical scavengers (e.g., ammonium chloride), chelating agents / builders (e.g., diethylenetriamine pentaacetate), defoaming agents / lubricants (e.g., polydimethylsiloxane), preservatives (e.g., benzisothiazolinone), and colorants. In some embodiments, the fabric softener may further include one or more of the following: a fabric softener, a viscosity modifier, a pH buffer / buffer, a radical scavenger, a chelating agent / builder, and an antifoaming agent / lubricant.In some embodiments, fabric softeners may be fragrance-free and / or dye-free, or may contain less than about 0.1% by weight of fragrance and / or dye. In some aspects, fabric softeners that can be adapted for use herein may be as disclosed in any of U.S. Patent Application Publications No. 2014 / 0366282, No. 2001 / 0018410, No. 2006 / 0058214, No. 2021 / 0317384 or No. 2006 / 0014655 or International Publications No. 2007 / 078782, No. 1998 / 016538, No. 1998 / 012293, No. 1998007920, No. 2000 / 070004, No. 2009 / 146981, No. 2000 / 70005 or No. 2013087366, which are incorporated herein by reference. Some brands of fabric softeners that may be adapted for use herein include, if desired, DOWNY, DOWNY ULTRA, DOWNY INFUSIONS, ALL, SNUGGLE, LENOR, and GAIN. In some embodiments, liquid fabric softener products (e.g., if present before use in the rinse cycle of a wash) may be formulated to contain one or more amino acid polysaccharide derivatives. In some embodiments, the fabric softener may be in unit doses as disclosed herein for detergents.

[0178] A composition disclosed herein comprising at least one amino acid polysaccharide derivative may, for example, be in the form of a dishwashing detergent composition. Examples of dishwashing detergents include automatic dishwasher detergents (typically used in dishwashers) and hand dishwashing detergents. A dishwashing detergent composition may, for example, be in any dry or liquid / aqueous form disclosed herein. Components that may be included in some embodiments of a dishwashing detergent composition include, for example, phosphates, oxygen-based or chlorine-based bleaches; nonionic surfactants, alkaline salts (e.g., metasilicates, alkali metal hydroxides, sodium carbonate), any active oxygen disclosed herein, corrosion inhibitors (e.g., sodium silicate); defoamers; additives for slowing the removal of gloss and patterns from ceramics; fragrances; anti-solidification agents (in granular detergents); starch (in tablet detergents); gelling agents (in liquid / gel detergents); and / or sand (in powder detergents).

[0179] For example, dishwashing detergents such as automatic dishwasher detergents or liquid dishwashing detergents contain (i) any ethoxylated nonionic surfactant, alkoxylated alcohol surfactant, epoxy-capped poly(oxyalkylated) alcohol or amine oxide surfactant present in an amount of 0-10% by weight; (ii) any phosphate builder (e.g., monophosphate, diphosphate, tripolyphosphate, other oligomeric polyphosphate, sodium tripolyphosphate-STPP) in an amount of about 5-60% by weight, any phosphate-free builder (e.g., methylglycine diacetic acid [MGDA] and their salts or derivatives, glutamine- Builders comprising N,N-diacetic acid [GLDA] and its salts or derivatives, iminodisuccinic acid (IDS) and its salts or derivatives, carboxymethyl inulin and its salts or derivatives, amino acid-based compounds including nitrilotriacetic acid [NTA], diethylenetriaminepentaacetic acid [DTPA], β-alaninediacetic acid [B-ADA] and their salts), homopolymers and copolymers of polycarboxylic acids and their partial or fully neutralized salts, monomer polycarboxylic acids and hydroxycarboxylic acids and their salts in the range of 0.5% to 50% by weight, or sulfonated / carboxylated polymers in the range of 0.1% to about 50% by weight, (iii) about 0.(iv) Drying aids in the range of 1% to about 10% by weight (e.g., polyesters, especially anionic polyesters, polycarbonates, polyurethanes, and / or polyureas, polyorganosiloxane compounds or their, especially reactive cyclic carbonates and urea-type precursor compounds, together with further monomers having 3 to 6 functional groups - typically acid, alcohol, or ester functional groups that induce polycondensation); (iv) Silicates in the range of about 1% to about 20% by weight (e.g., sodium or potassium silicates, e.g., sodium disilicate, sodium metasilicate, and crystalline phyllosilicate); (v) Inorganic bleaching agents (e.g., perhydrate salts such as perborates, percarbonates, superphosphates, persulfates, and persilicates) and / or organic bleaching agents (e.g., diacyl- and tetraacylperoxy (d) Organic peroxy acids, particularly diperoxide decanedioic acid, diperoxytetradecanedioic acid, and diperoxyhexadecanedioic acid; (vi) Bleaching activators (e.g., organic peracid precursors in the range of about 0.1% to about 10% by weight) and / or bleaching catalysts (e.g., manganese triazacyclononane and related complexes, Co, Cu, Mn, and Fe bispyridylamine and related complexes; and pentamine cobalt(III) acetate and related complexes); (vii) Metal care agents in the range of about 0.1% to 5% by weight (e.g., benzatriaazole, metal salts and complexes and / or silicates); (viii) Glass corrosion inhibitors in the range of about 0.1% to 5% by weight (e.g., magnesium, zinc, or bismuth salts and / or complexes); and / or (ix) About 0.01 to 5% per gram of automatic dishwasher detergent composition.The active enzyme may be any of the active enzymes disclosed herein in the range of 0 mg, as well as enzyme stabilizing components (e.g., oligosaccharides, polysaccharides, and inorganic divalent metal salts). In some embodiments, the dishwashing detergent components or the entire composition (but adapted accordingly to include the amino acid polysaccharide derivatives herein) may be as disclosed in U.S. Patent No. 8,575,083 or No. 9,796,951, U.S. Patent Application Publication No. 2017 / 0044468, or International Publication No. 2023 / 111170, No. 2023 / 156427, No. 2023 / 105006, No. 2022 / 214385, or No. 2022189536, each of which is incorporated herein by reference. For example, the amino acid polysaccharide derivatives herein may replace or partially replace builder components (e.g., acrylate compounds, and / or any other non-renewable or non-biodegradable builder components) in automatic dishwasher detergents, such as those disclosed in any of the aforementioned references or embodied in the product brands disclosed herein. In some embodiments, the dishwasher detergent may contain, in addition to the amino acid polysaccharide derivatives herein, at least one other builder (e.g., any of those disclosed in the laundry or dishwashing detergents herein, e.g., HEDP).

[0180] The detergents described herein, such as those for dish care, may be provided in unit doses (e.g., sachets or pouches) (e.g., water-soluble unit dose products, water-dispersible unit doses including fibers), and may be as described above for fabric care detergents, but may rather include suitable dish soap compositions.

[0181] It is believed that many commercially available detergent formulations can be adapted to contain at least one amino acid polysaccharide derivative as disclosed herein. Examples of commercially available detergent formulations include PUREX® ULTRAPACKS (Henkel), FINISH® QUANTUM (Reckitt Benckiser), CLOROX® 2 PACKS (Clorox), OXICLEAN MAX FORCE POWER PAKS (Church & Dwight), TIDE® STAIN RELEASE, CASCADE® ACTIONPACS, and TIDE® PODS® (Procter & Gamble).

[0182] A composition disclosed herein comprising at least one amino acid polysaccharide derivative may, for example, be in the form of an oral care composition. Examples of oral care compositions include toothpastes, toothpaste pastes, mouthwashes, mouthwashes, chewing gums and edible strips that provide any form of oral care (e.g., treatment or prevention of caries, gingivitis, plaque, tartar and / or periodontal disease). Oral care compositions may also be used for the treatment of “oral surfaces,” encompassing all soft or hard surfaces in the oral cavity, including the surface of the tongue, the hard or soft palate, the buccal mucosa, the gums and tooth surfaces. “Tooth surfaces” as used herein refers to, for example, the surface of a natural tooth or the hard surface of an artificial tooth such as a crown, cap, filling, bridge, denture, or dental implant.

[0183] The oral care compositions herein may contain, for example, about 0.01 to 15.0% by weight (e.g., about 0.1 to 10% by weight or about 0.1 to 5.0% by weight, about 0.1 to 2.0% by weight) of an amino acid polysaccharide derivative as disclosed herein. The amino acid polysaccharide derivative contained in the oral care composition may sometimes be provided therein as a thickener and / or dispersant, which may be useful in imparting a desired consistency and / or mouthfeel to the composition. The oral care compositions herein may also provide one or more other thickeners or dispersants, such as carboxyvinyl polymers, carrageenan (e.g., L-carrageenan), natural rubber (e.g., karaya, xanthan gum, acacia gum, tragacanth), colloidal magnesium aluminum silicate, or colloidal silica.

[0184] The oral care compositions described herein may, for example, be toothpaste or other toothpastes. Such compositions described herein, as well as any other oral care compositions, may further include, but are not limited to, one or more of the following suitable ingredients: caries preventives, antimicrobial or antimicrobial agents, anti-calculus or calculus inhibitors, surfactants, abrasives, pH adjusters, foaming regulators, humectants, flavoring agents, sweeteners, pigments / colorants, whitening agents, and / or other suitable ingredients. Examples of oral care compositions to which amino acid polysaccharide derivatives may be added described herein are disclosed in U.S. Patent Application Publications No. 2006 / 0134025, No. 2002 / 0022006, and No. 2008 / 0057007, which are incorporated herein by reference.

[0185] The caries prevention agents described herein may be orally acceptable sources of fluoride ions. Suitable sources of fluoride ions include, for example, fluorine compounds, monofluorophosphates and fluorosilicates, and amine fluorides, including olaflur (N'-octadecyltrimethylenediamine-N,N,N'-tris(2-ethanol)-dihydrofluoride). The caries prevention agent may be present in an amount that provides a total of about 100 to 20,000 ppm, about 200 to 5,000 ppm, or about 500 to 2,500 ppm of fluoride ions in the composition. In oral care compositions where sodium fluoride is the sole source of fluoride ions, for example, sodium fluoride may be present in an amount of about 0.01 to 5.0% by weight, about 0.05 to 1.0% by weight, or about 0.1 to 0.5% by weight in the composition.

[0186] Suitable antimicrobial or antimicrobial agents for use in the oral care compositions herein include, for example, phenol compounds (e.g., p-hydroxybenzoic acid esters such as 4-allylcatechol, benzylparaben, butylparaben, ethylparaben, methylparaben and propylparaben; 2-benzylphenol; butylated hydroxyanisole; butylated hydroxytoluene; capsaicin; carvacrol; creosol; eugenol; guaiacol; hexachlorophene and bromochlorophene and other halogens). Bisphenol ionization; 4-hexylresorcinol; 8-hydroxyquinoline and its salts; salicylic acid esters such as menthyl salicylate, methyl salicylate and phenyl salicylate; phenol; pyrocatechol; salicylanilide; thymol; halogenated diphenyl ether compounds such as triclosan and triclosan monophosphate), copper(II) compounds (e.g., copper(II) chloride, copper(II) fluoride, copper(II) sulfate and copper(II) hydroxide), zinc ion sources (e.g., zinc acetate, zinc citrate, Zinc gluconate, zinc glycinate, zinc oxide and zinc sulfate), phthalates and their salts (e.g., magnesium monopotassium phthalate), hexetidine, octenidine, sanguinalin, benzalkonium chloride, domiphene bromide, alkylpyridinium chloride (e.g., cetylpyridinium chloride, tetradecylpyridinium chloride, N-tetradecyl-4-ethylpyridinium chloride), iodine, sulfonamides, bisbiguanides (e.g., alexidine, chlorhexidine, chlorhexidine digluconate), pi The present invention includes peridino derivatives (e.g., dermopinol, octapinol), magnolia extract, grape seed extract, rosemary extract, menthol, geraniol, citral, eucalyptol, antibiotics (e.g., augumentin, amoxiline, tetracycline, doxycycline, minocycline, metronidazole, neomycin, kanamycin, clindamycin), and / or any antimicrobial agents disclosed in U.S. Patent No. 5,776,435, which are incorporated herein by reference. One or more antimicrobial agents may be optionally present in the disclosed oral care composition in amounts, for example, about 0.01 to 10% by weight (e.g., 0.1 to 3% by weight).

[0187] Suitable anti-calculus or calculus-preventing agents for use in oral care compositions according to this specification include, for example, phosphates and polyphosphates (e.g., pyrophosphates), polyaminopropanesulfonic acid (AMPS), zinc citrate trihydrate, polypeptides (e.g., polyaspartic acid and polyglutamic acid), polyolefin sulfonates, polyolefin phosphates, diphosphonates (e.g., azacycloalkane-2,2-diphosphonates such as azacycloheptane-2,2-diphosphonic acid), N-methylazacyclopentane-2,3-diphosphonic acid, 1-hydroxyethylidene-1,1-diphosphonic acid (HEDP), ethane-1-amino-1,1-diphosphonate and / or phosphonoalkane carboxylic acids and their salts (e.g., alkali metal salts and ammonium salts thereof). Useful inorganic phosphates and polyphosphates include, for example, monobasic, dibasic, and tribasic sodium phosphates, sodium tripolyphosphates, tetrapolyphosphates, monosodium, disodium, trisodium, and tetrasodium pyrophosphates, disodium dihydrogen pyrophosphates, sodium trimetaphosphates, sodium hexamethaphosphates, or any of these in which the sodium is substituted with potassium or ammonium. Other useful calculus preventive agents in specific embodiments include anionic polycarboxylate polymers (e.g., polymers or copolymers of acrylic acid, methacrylic acid, and maleic anhydride, such as polyvinyl methyl ether / maleic anhydride copolymers). Further useful anticalculus agents include metal ion chelating agents such as hydroxycarboxylic acids (e.g., citric acid, fumaric acid, malic acid, glutaric acid, and oxalic acid and their salts) and aminopolycarboxylic acids (e.g., EDTA). One or more tartar preventive or tartar inhibitors may be optionally present in the disclosed oral care composition in amounts of, for example, about 0.01 to 50% by weight (e.g., about 0.05 to 25% by weight or about 0.1 to 15% by weight).

[0188] Suitable surfactants for use in the oral care compositions described herein may be, for example, anionic, nonionic, or amphoteric. Suitable anionic surfactants include C 8~20Water-soluble salts of alkyl sulfates, C 8~20 Examples of anionic surfactants include, but are not limited to, sulfonated monoglycerides, sarcosinates, and taurates of fatty acids. Examples of anionic surfactants include sodium lauryl sulfate, sodium coconut oil monoglyceride sulfonate, sodium lauryl sarcosinate, sodium lauryl isethionate, sodium laureth carboxylate, and sodium dodecylbenzenesulfonate. Suitable nonionic surfactants include, but are not limited to, poloxamers, polyoxyethylene sorbitan esters, fatty alcohol ethoxylates, alkylphenol ethoxylates, tertiary amine oxides, tertiary phosphine oxides, and dialkyl sulfoxides. Suitable amphoteric surfactants include C23 surfactants having an anionic group such as carboxylate, sulfate, sulfonate, phosphate, or phosphonate. 8~20 Examples of suitable amphoteric surfactants include, but are not limited to, derivatives of aliphatic secondary and tertiary amines. An example of a suitable amphoteric surfactant is cocoamidopropyl betaine. One or more surfactants are optionally present in the disclosed oral care composition in a total amount of, for example, about 0.01 to 10% by weight (e.g., about 0.05 to 5.0% by weight or about 0.1 to 2.0% by weight).

[0189] Suitable abrasives for use in oral care compositions according to this specification include, for example, silica (e.g., silica gel, hydrated silica, precipitated silica), alumina, insoluble phosphates, calcium carbonate, and resin abrasives (e.g., urea-formaldehyde condensation products). Examples of insoluble phosphates useful as abrasives according to this specification are orthophosphate, polymetaphosphate, and pyrophosphate, and include dicalcium orthophosphate dihydrate, calcium pyrophosphate, β-calcium pyrophosphate, tricalcium phosphate, polymetaphosphate, and insoluble sodium polymetaphosphate. One or more abrasives are optionally present in the disclosed oral care compositions in a total amount of, for example, about 5 to 70% by weight (e.g., about 10 to 56% by weight or about 15 to 30% by weight). The average particle size of the abrasives in a particular embodiment is about 0.1 to 30 μm (e.g., about 1 to 20 μm or about 5 to 15 μm).

[0190] An oral care composition in a particular embodiment may contain at least one pH modifier. Such an agent may be selected to acidify, make more basic, or buffer the pH of the composition to a pH range of about 2 to 10 (e.g., a pH range of about 2 to 8, 3 to 9, 4 to 8, 5 to 7, 6 to 10, or 7 to 9). Examples of pH modifiers useful herein include, but are not limited to, carboxylic acids, phosphonic acids and sulfonic acids; salts (e.g., monosodium citrate, disodium citrate, monosodium maleate); alkali metal hydroxides (e.g., carbonates such as sodium hydroxide, sodium carbonate, sodium bicarbonate, and sesquicarbonates); volates, silicates, phosphates (e.g., monosodium phosphate, trisodium phosphate, pyrophosphates); and imidazoles.

[0191] Suitable foaming agents for use in the oral care compositions herein may be, for example, polyethylene glycol (PEG). For example, high molecular weight PEGs containing PEG having an average molecular weight of about 200,000 to 7,000,000 (e.g., about 500,000 to 5,000,000 or about 1,000,000 to 2,500,000) are preferred. One or more PEGs may be optionally present in the disclosed oral care compositions in a total amount of, for example, about 0.1 to 10% by weight (e.g., about 0.2 to 5.0% by weight or about 0.25 to 2.0% by weight).

[0192] An oral care composition in a particular embodiment may contain at least one humectant. The humectant in a particular embodiment may be glycerin, sorbitol, xylitol, or a polyhydric alcohol such as low molecular weight PEG. The most suitable humectant may also function as a sweetener as herein. One or more humectants may optionally be present in the disclosed oral care composition in a total amount, for example, about 1.0 to 70% by weight (e.g., about 1.0 to 50% by weight, about 2 to 25% by weight, or about 5 to 15% by weight).

[0193] Natural or artificial sweeteners may be optionally included in the oral care compositions herein. Suitable sweeteners include dextrose, sucrose, maltose, dextrin, invert sugar, mannose, xylose, ribose, fructose, levose, galactose, corn syrup (e.g., high-fructose corn syrup or solid corn syrup), partially hydrolyzed starch, hydrolyzed starch, sorbitol, mannitol, xylitol, maltitol, isomalt, aspartame, neotame, saccharin and its salts, dipeptide-based strong sweeteners, and cyclamates. One or more sweeteners may be optionally present in the disclosed oral care compositions in a total amount, for example, about 0.005 to 5.0% by weight.

[0194] The oral care compositions described herein may optionally contain natural or artificial flavorings. Examples of suitable flavorings include vanillin; sage; marjoram; watercress oil; spearmint oil; cinnamon oil; wintergreen oil (methyl salicylate); peppermint oil; clove oil; bay oil; anise oil; eucalyptus oil; citrus oil; fruit oils; essential oils derived from lemon, orange, lime, grapefruit, apricot, banana, grape, apple, strawberry, cherry, or pineapple; flavorings derived from beans or nuts such as coffee, cocoa, cola, peanuts, or almonds; and adsorbent and encapsulated flavorings. Furthermore, the flavorings described herein include components that provide aroma and / or other sensory effects in the mouth, including cooling or warming effects. Such ingredients include, but are not limited to, menthol, menthyl acetate, menthyl lactate, camphor, eucalyptol, eucalyptol, anethole, eugenol, cassia, oxanone, Irisone®, propenylguaetol, thymol, linalool, benzaldehyde, cinnamaldehyde, N-ethyl-p-menthane-3-carboxamine, N,2,3-trimethyl-2-isopropylbutanamide, 3-(1-menthoxy)-propane-1,2-diol, cinnamaldehyde glycerol acetal (CGA), and menthol glycerol acetal (MGA). One or more flavoring agents may be optionally present in the disclosed oral care composition in a total amount, for example, about 0.01 to 5.0% by weight (e.g., about 0.1 to 2.5% by weight).

[0195] The oral care composition in a particular embodiment may contain at least one bicarbonate. For example, any orally acceptable bicarbonate may be used, including alkali metal bicarbonates such as sodium bicarbonate or potassium bicarbonate and ammonium bicarbonate. One or more bicarbonates may optionally be present in the disclosed oral care composition in a total amount, for example, about 0.1 to 50% by weight (e.g., about 1 to 20% by weight).

[0196] An oral care composition in a particular embodiment may contain at least one whitening agent and / or coloring agent. Suitable whitening agents are peroxide compounds, such as those disclosed in U.S. Patent No. 8,540,971, which are incorporated herein by reference. Suitable coloring agents herein include, for example, substances that impart a particular gloss or reflectivity, such as pigments, dyes, lakes, and pearlants. Specific examples of useful coloring agents herein include talc; mica; magnesium carbonate; calcium carbonate; magnesium silicate; aluminum magnesium silicate; silica; titanium dioxide; zinc oxide; red, yellow, brown, and black iron oxides; ferric ammonium ferrocyanide compounds; manganese violet; ultramarine; titanium-added mica; and bismuth oxychloride. One or more coloring agents may optionally be present in the disclosed oral care composition in a total amount, for example, about 0.001 to 20% by weight (e.g., about 0.01 to 10% by weight or about 0.1 to 5.0% by weight).

[0197] Further components that may be optionally included in the oral care compositions herein include, for example, one or more enzymes (as described above), vitamins, and anti-adhesives. Examples of useful vitamins herein include vitamin C, vitamin E, vitamin B5, and folic acid. Examples of suitable anti-adhesives include sorbrol, ficin, and quorum sensing inhibitors.

[0198] Further examples of personal care, household care, and other products and ingredients as used herein may be any such as those disclosed in U.S. Patent No. 8,796,196, which is incorporated herein by reference. Examples of personal care, household care, and other products and ingredients as used herein include fragrances, air fresheners, air odor reducers, insect repellents and insecticides, foaming agents such as surfactants, pet deodorizers, pet insecticides, pet shampoos, disinfectants, hard surface treatment agents (e.g., floors, tubs / showers, sinks, toilets, door handles / panels, glass / windows, automobiles / exterior or interior) (e.g., cleaning agents, disinfectants and / or coatings), wipes and other nonwoven materials, colorants, preservatives, antioxidants, emulsifiers, emollients, oils, medical supplies, flavoring agents and suspending agents.

[0199] This disclosure also relates to a method for processing a material. This method typically involves contacting the material with an aqueous composition comprising at least one amino acid polysaccharide derivative, as disclosed in the specification.

[0200] In some embodiments, the material brought into contact with the aqueous composition in the contact methods described herein may include a fabric. The fabrics described herein may include natural fibers, synthetic fibers, semi-synthetic fibers, or any combination thereof. The semi-synthetic fibers described herein are made using chemically derivatized naturally derived materials, one example of which is rayon. Non-limiting examples of fabric types as used herein include: (i) cellulose fibers, such as cotton (e.g., broadcloth, canvas, chambray, chenille, chintz, corduroy, creton, damask, denim, flannel, gingham, jacquard, knit, materaze, oxford, percale, poplin, pristine, satin, seersucker, sheer, terrycloth, twill, velvet), rayon (e.g., viscose, modal, liocell), linen and Tencel®; (ii) protein fibers, such as silk, wool and related mammalian fibers; (iii) synthetic fibers, such as polyester, acrylic, nylon, etc.; (iv) plant filament fibers derived from jute, flax, ramie, coir, kapok, sisal, hennecken, abaca, hemp and sunhemp; and (v) fabrics made from any combination of the fabrics of (i) to (iv). Fabrics that include combinations of fabric types (e.g., natural and synthetic) include, for example, fabrics that comprise both cotton fibers and polyester. Materials / articles containing one or more fabrics as described herein include, for example, clothing, curtains, drapes, interior decorating materials, carpets, bed linens, bath linens, tablecloths, sleeping bags, tents, and automobile interiors. Other materials containing natural and / or synthetic fibers include, for example, nonwoven fabrics, stuffings, paper, and foams.

[0201] The aqueous composition brought into contact with the fabric may be, for example, a fabric care composition (e.g., laundry detergent, fabric softener). Thus, a processing method in a particular embodiment may be considered a fabric care method or a washing method if a fabric care composition is used therein. The fabric care compositions herein are considered to achieve one or more of the following fabric care benefits (i.e., surface substantive effects): wrinkle removal, wrinkle reduction, wrinkle resistance, reduced fabric abrasion, improved fabric abrasion resistance, reduced fabric pilling, extended fabric life, maintenance of fabric color, suppression of fabric fading, reduced dye transfer, restoration of fabric color, reduced fabric soiling, release of fabric soiling, fabric shape retention, enhanced fabric smoothness, prevention of soil re-adhesion on fabric, prevention of graying of laundry, improved fabric texture / feel, and / or reduced fabric shrinkage.

[0202] Examples of conditions (e.g., time, temperature, wash / rinse volume) for carrying out the fabric care or washing methods described herein are disclosed in International Publication No. 1997 / 003161 and U.S. Patents No. 4,794661, 4580421, and 5945394, which are incorporated herein by reference. In other examples, materials including fabrics are washed with the aqueous compositions described herein for at least about 5, 10, 20, 30, 40, 50, 60, 70, 80, 90, 100, 110 or 120 minutes, and at at least about 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90 or 95°C (e.g., for washing or rinsing: "low" temperature of about 15-30°C). (iii) at a temperature of approximately 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12 (e.g., a pH range of approximately 2 to 12 or approximately 3 to 11); (iv) at a salt (e.g., NaCl) concentration of at least approximately 0.5, 1.0, 1.5, 2.0, 2.5, 3.0, 3.5 or 4.0 wt% or any combination of (i) to (iv).

[0203] The contact step in a fabric care or washing method may include, for example, any of the washing, immersion, and / or rinsing steps. In further embodiments, contact of a material or fabric may be carried out by any means known in the art, for example, by steps of dissolving, mixing, shaking, spraying, treating, immersing, flash washing, injecting on or in, combining, painting, coating, applying, attaching, and / or permeating with the fabric or material an effective amount of the amino acid polysaccharide derivatives herein. In further embodiments, contact may be used to treat the fabric to impart surface substantive effects. As used herein, the terms “texture” or “feel” mean the sensory response a person has to touch a fabric, which may be physical, physiological, psychological, social, or any combination thereof. In one embodiment, the texture of the fabric can be measured using the PhabrOmeter® system (available from Nu Cybertek, Inc. Davis, CA) for measuring relative texture values ​​(American Association of Textile Chemists and Colorists [AATCC test method “202-2012, Relative Hand Value of Textiles: Instrumental Method”]).

[0204] In some embodiments of processing materials including fabrics, amino acid polysaccharide derivative components of aqueous compositions may be adsorbed onto the fabric. This feature is thought to make the amino acid polysaccharide derivatives herein useful as anti-redeposition and / or anti-graying agents in the disclosed fabric care compositions (in addition to their viscosity modifying and / or builder effects). The anti-redeposition or anti-graying agents herein help prevent dirt from re-depositing onto clothing in the wash water after the dirt has been removed. Furthermore, when the amino acid polysaccharide derivatives herein are adsorbed onto the fabric, the mechanical properties of the fabric are thought to be improved in some embodiments.

[0205] The adsorption of amino acid polysaccharide derivatives to fabrics as described herein may be measured, for example, by colorimetric methods (e.g., Dubois et al., 1956, Anal. Chem. 28:350-356; Zemljic et al., 2006, Lenzinger Berichte 85:68-76, both of which are incorporated herein by reference) or by any other method known in the art.

[0206] Other materials that may be brought into contact with the processing methods described above include surfaces that can be treated with dishwashing detergents (e.g., automatic dishwasher detergents or hand dishwashing detergents). Examples of such materials include the surfaces of plates, glasses, pots, pans, gratin dishes, cookware, and tableware (collectively referred to herein as "dishware") made of ceramic, porcelain, metal, glass, plastic (e.g., polyethylene, polypropylene, polystyrene, melamine, etc.) and wood. Thus, the processing method in a particular embodiment may be considered, for example, a dishwashing method or a dishware washing method. Other surfaces that may be brought into contact with a dishwashing method include the surfaces of internal dishwasher components such as washing chambers / compartments, piping / blades, pumps, racks / holders, and sensors. Examples of conditions (e.g., time, temperature, washing volume) for carrying out the dishwashing or dishware washing methods described herein are disclosed herein and in U.S. Patent No. 8,575,083 and U.S. Patent Application Publication No. 2017 / 0044468, which are incorporated herein by reference. In some embodiments, tableware articles may be brought into contact with the aqueous compositions herein under any of the conditions disclosed above, for example, with a fabric-containing material.

[0207] Other materials that may be brought into contact in the above treatment method include oral surfaces such as the tongue, hard and soft palate, buccal mucosa, gingiva and tooth surfaces (e.g., natural teeth or the hard surfaces of artificial teeth such as crowns, caps, fillings, bridges, dentures or dental implants), and any soft or hard surfaces in the oral cavity. Accordingly, the treatment method in a particular embodiment may be considered, for example, an oral care method or a dental care method. The conditions for bringing the oral surface into contact with the aqueous composition herein (e.g., time, temperature) must be suitable for the intended use in which such contact is made. Other surfaces that may be brought into contact in the treatment method also include surfaces of the exoskeleton, such as skin, hair or nails.

[0208] Accordingly, some aspects of this disclosure relate to materials containing amino acid polysaccharide derivatives as disclosed herein (e.g., fabrics or fiber-containing products as disclosed herein). Such materials may be produced, for example, according to material processing methods disclosed herein. In some aspects, a material may contain an amino acid polysaccharide derivative if the amino acid polysaccharide derivative is adsorbed onto or in contact with the surface of the material.

[0209] Some embodiments of the methods for processing materials according to this specification further include a drying step of drying the material after contact with an aqueous composition. The drying step may be carried out immediately after the contact step, or following one or more further steps that may follow the contact step (e.g., drying of cloth or tableware after washing in the aqueous composition according to this specification, for example, after rinsing in water). Drying may be carried out by several arbitrary means known in the art, such as air drying (e.g., about 20-25°C) or at temperatures of at least about 30, 40, 50, 60, 70, 80, 90, 100, 120, 140, 160, 170, 175, 180 or 200°C. The dried materials according to this specification typically contain less than 3, 2, 1, 0.5 or 0.1% by weight of moisture in the material. Cloths are preferred materials for carrying out the optional drying step.

[0210] The aqueous compositions used in the processing methods described herein may be any aqueous compositions disclosed herein. Examples of aqueous compositions include detergents (e.g., laundry detergents or dish soaps), fabric softeners, and water-containing toothpastes such as toothpaste.

[0211] Hard surfaces cleaned or treated in a cleaning / treatment composition containing an anti-adhesion detergent composition as described herein may experience reduced film formation, spot formation, clouding, or other deposition. In some embodiments, the cleaning / treatment composition may be a cleaning solution (wastewater) to which the anti-adhesion detergent composition has been added (e.g., the detergent may be provided in a concentrated form and diluted in the cleaning / treatment composition when cleaning is to be performed). The cleaning / treatment compositions as described herein may be used, for example, in an automatic dishwasher or washing machine; the features of such cleaning / treatment compositions may be as disclosed herein for dishwashing and fabric care compositions. In some embodiments, the cleaning / treatment composition contains at least one cation, and an amino acid polysaccharide derivative is bonded to the cation; this embodiment may have any features disclosed herein with respect to cation bonding.

[0212] Antifouling detergent compositions may be formulated according to any automatic dishwashing or fabric care compositions as disclosed herein or in incorporated references, and may contain, for example, any disclosed components (e.g., surfactants, enzymes, etc.) and / or may be in any form disclosed herein (e.g., powder, flakes, liquid, unit dose, etc.). The amounts of amino acid polysaccharide derivatives herein may be, for example, about or at least about 4, 5, 6, 7, 8, 9, 10, 11, 12, 4-12, 4-10, 4-8, 5-12, 5-10, 5-8, 6-12, 6-10 or 6-8% by weight. In some embodiments, antifouling detergent compositions may have each of the components listed in Table A below, and the amount (by weight) of each component in such a composition may be within the range of (plus / minus) 5%, 10%, 15%, 5-10% or 5-15% of the respective values ​​in Table A.

[0213] [Table A]

[0214] Some aspects of this disclosure relate to methods for cleaning / purifying or treating hard surfaces. Such cleaning / purifying or treating methods are (a) Contacting a hard surface with a cleaning / treatment composition containing an anti-adhesion detergent composition as specified herein, (b) Removing all or part of the cleaning / treatment composition from the hard surface (for example, by rinsing with water with or without a rinsing aid [water / liquid removal aid] and / or added salt; thereby cleaning / purifying or treating the hard surface, the cleaned / purified / treated hard surface having reduced film formation, spot formation, clouding or other deposition. Such methods may include any conditions (e.g., temperature, pH, time, salt / buffer, etc.) (e.g., for automatic dishwashers) disclosed herein that are suitable for cleaning, treating materials / surfaces and / or for cationic bonding.

[0215] The hard surfaces treated by the cleaning / cleaning methods may be hard surfaces of aqueous compositions or systems as disclosed herein, or any hard surfaces that associate with / interact with them. Examples of hard surfaces include or consist of glass, plastics (e.g., styrene-acrylonitrile, polystyrene, polypropylene, polyethylene, melamine), ceramics, porcelain, metals (e.g., steel, stainless steel, aluminum), or stone (e.g., marble, granite); any of these surfaces may be part of tableware as disclosed herein, for example. In some embodiments, hard surfaces may be surfaces found in automatic dishwashers, washing machines, or similar equipment and / or internal components thereof (e.g., pipes, sprayers, nozzles, racks, or inside (e.g., the body / housing) of agitators).

[0216] In some embodiments in which the washing / cleaning method is carried out in an automatic dishwasher, the washing cycle may include the following consecutive periods: (i) optionally, at least one pre-wash period in which water (e.g., about 40-70, 45-70, 50-70 or 60-70°C) is circulated (e.g., about 3-15, 3-10 or 3-6 minutes) to loosen food material on the dishes; (ii) the anti-fouling detergent composition of this specification (e.g., about 10-30 (iii) a main wash time in which 10-25, 10-20, 15-30, 15-25 or 15-20 g dry weight) is added to water (e.g., at about 40-70, 45-70 or 50-70°C) (e.g., at about 1-2.5, 1-2, 1.5-2.5 or 1.5-2 gallons) (e.g., via an automatic dispenser) for a suitable amount of time (e.g., about 3-20, 3-15, 3-10, 5-20, 5-15 or 5-10 minutes) for circulation (thereby giving the washing composition); (iii) at least one rinse time in which water (e.g., about 40-70, 45-70, 50-70 or 60-70°C) is circulated (e.g., about 3-15, 3-10 or 3-6 minutes); and (iv) optionally a drying time. After each of the cleaning cycle periods (ii) and (iii) (and optionally after the optional period [i]), the circulated fluid is typically removed, for example, by a pumping function and / or discharge.

[0217] The washing / cleaning methods described herein may be used to wash tableware (e.g., using an automatic dishwasher or manual / hand washing). Tableware may be as disclosed herein or incorporated herein by reference in U.S. Patent No. 8,575,083 or U.S. Patent Application Publication No. 2017 / 0044468. Examples of tableware include plates, cups, glasses, bowls, pots, cutlery, spoons, knives, forks, serving utensils, ceramics, plastics, cutting boards, porcelain, ceramics, glassware, tableware, utensilware and kitchenware.

[0218] Hard surfaces cleaned by the cleaning / sanitation methods described herein exhibit reduced film formation, spot formation, clouding, and / or other deposition. In some embodiments, such reduction is about or at least about 10%, 20%, 30%, 40%, 50%, 60%, 70%, or 80% compared to that which would be observed with a comparative cleaning / sanitation method using a detergent composition that may be free of amino acid polysaccharide derivatives and have all other properties of the cleaning / sanitation method being the same. Film formation, spot formation, clouding, and associated deposition typically involve one or more insoluble salts (e.g., carbonates such as CaCO3 or MgCO3, hydroxides such as Mg(OH)2 or Ca(OH)2, sulfates such as CaSO4) and / or other insoluble compounds (e.g., calcium and / or magnesium salts of fatty acids such as stearates). Film formation and / or spot formation may optionally also be referred to as scale and / or scum (e.g., soap scum) deposition.

[0219] Rinsing aids may optionally be used in automated dishwashing processes as described herein, during or after the removal of the cleaning / treatment composition from hard surfaces. Rinsing aids are generally intended to remove residual water / liquid from hard surfaces and may therefore optionally be called water / liquid removal aids. In this sense, rinsing aids can improve the removal from hard surfaces of water / liquid containing any dissolved and / or dispersed compounds, such as mineral and / or amino acid polysaccharide derivative-containing complexes. Several embodiments of rinsing aids / water / liquid removal aids may be disclosed in any of U.S. Patents No. 6,630,440, No. 5,739,099, No. 5,516,452, No. 8,685,911, No. 9,567,551, or No. 1,111,8140, which are incorporated herein by reference, respectively. In some embodiments, the rinsing agent may contain an oxo alcohol (aliphatic alcohol alkoxylate), an example of such a rinsing agent being GENAPOL EP 2564 (CAS number 120313-48-6).

[0220] This disclosure also relates to a method for preparing aqueous compositions with improved builder properties. This method comprises, for example, contacting an aqueous composition with at least one amino acid polysaccharide derivative, such as those disclosed herein, wherein the builder properties of the aqueous composition are improved by the derivative compared to the builder properties of the aqueous composition as it was before the contact step. Such a method may optionally be considered a water (or any other aqueous composition) softening method.

[0221] The aqueous composition in this method may be any aqueous composition disclosed herein, such as household care products, personal care products, industrial products, pharmaceuticals, medical supplies, or ingestible products (e.g., food). Suitable examples of household care products include household or industrial care products, such as laundry detergents or fabric softeners and automatic dishwasher detergents. Suitable examples of personal care product items include hair care products (e.g., shampoos, conditioners), toothpaste compositions (e.g., toothpaste, mouthwash), and skin care products (e.g., hand soaps or body soaps, lotions, cosmetics).

[0222] In some embodiments, the aqueous composition in this method is a detergent and / or surfactant composition. Such compositions in this specification may contain, for example, at least one detergent / surfactant component, such as any of the present disclosure, in an amount of about 0.01 to 10% by weight (e.g., about 0.05 to 5.0% by weight or about 0.1 to 2.0% by weight). Those skilled in the art will recognize all of the various products disclosed herein that constitute examples of detergent / surfactant compositions, such as certain household care products (e.g., laundry detergents, dish soaps) and personal care products (e.g., hand / body soaps, toothpastes), particularly products used in cleaning applications.

[0223] In some embodiments, the builder ability of an aqueous composition can be improved by contacting it with one or more amino acid polysaccharide derivatives. This improvement may be an increase of, for example, about or at least about 1%, 5%, 10%, 25%, 50%, 100%, 500%, or 1000% (or any integer between 1% and 1000%) compared to the builder ability of the aqueous composition before the contact step. The degree of improved builder ability achieved can be measured according to a number of methods. For example, the improvement in builder ability achieved by the amino acid polysaccharide derivatives herein can be estimated by determining the extent to which the derivative supplies alkalinity to the aqueous composition or buffers the aqueous composition to maintain alkalinity. As another example, the improvement in builder ability achieved by the amino acid polysaccharide derivatives herein can be estimated by determining the extent to which the derivative reduces hardness in the aqueous composition (by metal-sequestering or chelating hard water cations) and / or helps remove dirt in suspensions (this feature typically applies to fabric care compositions). As another example, improved builder ability may be determined according to methods disclosed in the following examples and / or incorporated herein by reference in U.S. Patent Application Publication No. 2018 / 0022834, No. 2024 / 0199766, or No. 2024 / 0150497 or in International Publication No. 2022 / 178073 or No. 2022 / 178075 (e.g., calcium dispersibility, NTU assay, film reduction assay). Contact between amino acid polysaccharide derivatives and aqueous compositions as described herein may be carried out, for example, by dissolving or dispersing the derivatives in the aqueous composition.

[0224] Non-limiting examples of compositions and methods disclosed herein include: 1. A composition (product) comprising an amino acid polysaccharide derivative (amino acid grafted polysaccharide), wherein the amino acid polysaccharide derivative is produced by contacting at least one amino acid with a polysaccharide (or a polysaccharide already derivatized with an organic group) (under conditions suitable for the amino acid to react with and derivatize the polysaccharide / derivative [typically including aqueous conditions]), and the amino acid polysaccharide derivative has a maximum degree of substitution (DoS) of about 3.0 at at least one group formed by the amino acid (i.e., a maximum DoS of about 3.0 at at least one amino acid-derived group). 1b. A composition (product) comprising an amino acid polysaccharide derivative (amino acid grafted polysaccharide), wherein the amino acid polysaccharide derivative has a maximum degree of substitution (DoS) of approximately 3.0 at least one amino acid-derived group. 2. The composition of Embodiment 1 or 1b, wherein the amino acid polysaccharide derivative is an amino acid glucan derivative. 3. The composition of Embodiment 2, wherein the amino acid glucan derivative is an amino acid α-glucan derivative. 4. The composition of Embodiment 3, wherein at least about 50% of the glycosidic bonds of the amino acid α-glucan derivative are α-1,6 bonds. 5. The composition according to Embodiment 3 or 4, wherein the amino acid α-glucan derivative comprises at least about 1% α-1,2 and / or α-1,3 branching. 6. The composition of Embodiment 3, wherein at least about 50% (or at least about 90% or about 100%) of the glycosidic bonds of the amino acid α-glucan derivative are α-1,3 bonds. 7. The composition according to Embodiment 3, wherein at least about 50% of the glycosidic bonds of the amino acid α-glucan derivative are α-1,4 bonds. 8. The composition according to Embodiment 2, wherein the amino acid glucan derivative is an amino acid β-glucan derivative. 9. The composition according to Embodiment 8, wherein at least about 50% of the glycosidic bonds of the amino acid β-glucan derivative are β-1,4 bonds or β-1,3 bonds. 10. The composition according to Embodiment 1 or 1b, wherein the amino acid polysaccharide derivative is an amino acid arginate derivative. 11. The composition according to Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, or 10, wherein the amino acid polysaccharide derivative derived from the polysaccharide (or polysaccharide derivative) has a weight-average degree of polymerization (DPw) of at least 6 (for example, DPw is at least about 50, about 100, or about 200). 12. The composition according to Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11, wherein the DoS is at least about 0.005 (for example, the DoS is 0.005 to 1.5, 0.005 to 1.0, 0.005 to 0.5, 0.005 to 0.1, or 0.04 to about 0.1). 13. The composition according to Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12, wherein the group formed by amino acids comprises a polyamino acid chain (oligo- or polypeptide) of two or more amino acid residues. 14. The composition according to Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, or 13, wherein the amino acid is aspartic acid or glutamic acid, and optionally the group formed by aspartic acid or glutamic acid comprises polyaspartic acid or polyglutamic acid, each comprising two or more residues. 15. A composition according to Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14, wherein (i) an amino acid polysaccharide derivative is produced by contacting at least one amino acid with a polysaccharide that has already been derivatized with an organic group (under conditions suitable for the amino acid to react with the organic group-derivatized polysaccharide and further derivatize it [typically including aqueous conditions]), or (ii) an amino acid polysaccharide derivative is produced by further derivatizing the amino acid polysaccharide derivative with an organic group (under conditions suitable for the organic group to react with the amino acid polysaccharide derivative and further derivatize it [typically including aqueous conditions]). 16. The composition according to Embodiment 15, wherein the organic group is ether-bonded to the polysaccharide derivative. 17. The composition according to Embodiment 15 or 16, wherein the organic group comprises a carboxyalkyl, alkyl, hydroxyalkyl, or aryl group. 18. The composition according to Embodiment 15, 16, or 17, wherein the organic group comprises a carboxymethyl group. 19. The composition according to Embodiments 15, 16, 17, or 18, wherein the organic group comprises a carboxylic acid group (e.g., a carboxyalkyl group such as carboxymethyl), and optionally, step (i) is carried out to derivatize the polysaccharide by an amino acid forming an amide bond with the carboxylic acid group. 20. The composition according to Embodiment 15, 17, or 18, wherein the organic group is an ester bond, carbamate bond, carbonate bond, or sulfonyl bond to a polysaccharide derivative. 20b. The composition according to Embodiments 1, 1b, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20, wherein the amino acid polysaccharide derivative is an amino acid soybean polysaccharide derivative. 20c. The composition according to Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, or 20b, wherein the amino acid polysaccharide derivative is biodegradable by a carbon dioxide emission test method after 15, 60, or 90 days. 20d. The composition according to Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 20b, or 20c, wherein the amino acid polysaccharide derivative is oxidized (for example, oxidized before or after the amino acid derivatization of the polysaccharide / derivative). 21. The composition according to Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 20b, 20c, or 20d, wherein the composition is an aqueous composition. 22. The aqueous composition contains at least one cation (e.g., Mg 2+ or Ca 2+ The composition according to Embodiment 21, further comprising ) wherein an amino acid polysaccharide derivative is bonded to a cation. 23. A composition according to Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 20b, 20c, 20d, 21 or 22, which is a household care product, personal care product, industrial product, ingestible product, medical supply or pharmaceutical. 24. The composition according to Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 20b, 20c, 20d, 21, 22, or 23, in the form of a liquid, gel, powder, hydrocolloid, granules, tablet, capsule, bead or lozenge, single compartment sachet, multi-compartment sachet, single compartment pouch, multi-compartment pouch, water-dispersible unit dose (e.g., fiber-containing composition, e.g., nonwoven fabric or other fiber structure, sponge or foam, aggregate), or water-soluble unit dose (e.g., sheet or film, fiber-containing composition, e.g., nonwoven fabric or other fiber structure, sponge or foam, aggregate), or contained therein. 25. The composition according to Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 20b, 20c, 20d, 21, 22, 23, or 24, further comprising at least one surfactant (i.e., it may optionally be considered a detergent composition). 26. The composition according to Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 20b, 20c, 20d, 21, 22, 23, 24, or 25, further comprising at least one enzyme. 27. The composition according to Embodiment 26, wherein the enzyme is cellulase, protease, amylase, lipase, or nuclease. 28. The composition according to Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 20b, 20c, 20d, 21, 22, 23, 24, 25, 26 or 27, further comprising at least one of the following: a complexing agent, a stain removal polymer, a surfactant enhancing polymer, a bleaching agent, a bleaching activator, a bleaching catalyst, a fabric conditioner, a clay, a foaming booster, a foaming inhibitor, a corrosion inhibitor, a stain suspending agent, a stain re-adhesion inhibitor, a dye, a disinfectant, a discoloration inhibitor, a fluorescent whitening agent, a fragrance, a saturated or unsaturated fatty acid, a dye transfer inhibitor, a chelating agent, a hue dye, a visual signal transmission component, an antifoaming agent, a structuring agent, a thickening agent, a solidification inhibitor, a starch, sand, or a gelling agent. 29. The composition according to Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 20b, 20c, 20d, 21, 22, 23, 24, 25, 26, 27, or 28, which is in the form of a dishwashing detergent composition or a fabric care composition, or is contained therein. 30. A method for cleaning or treating a hard surface, comprising (a) contacting the hard surface with a cleaning / treatment composition comprising the composition described in Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 20b, 20c, 20d, 21, 22, 23, 24, 25, 26, 27, 28, or 29, and (b) removing all or part of the cleaning / treatment composition from the hard surface, thereby cleaning or treating the hard surface, thereby reducing film formation, spot formation, clouding, or other deposition on the cleaned / treated hard surface, optionally, the hard surface being made of glass, plastic, ceramic, porcelain, metal, or stone. 31. The method according to Embodiment 30, wherein step (b) includes rinsing the hard surface. 32. The method according to Embodiment 30 or 31, wherein the hard surface is the surface of tableware. 33. The method according to Embodiment 30, 31, or 32, as implemented in an automatic dishwasher or washing machine. 34. A method for producing an amino acid polysaccharide derivative (amino acid grafted polysaccharide) (as referenced in, for example, Embodiments 1, 1b, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 20b, 20c or 20d), comprising: (a) contacting at least one amino acid with a polysaccharide (or a polysaccharide already derivatized with an organic group) (under conditions suitable for the reaction and derivatization of the amino acid with the polysaccharide / derivative [typically including aqueous conditions]), thereby producing an amino acid polysaccharide derivative, wherein the amino acid polysaccharide derivative has a maximum degree of substitution (DoS) of about 3.0 at at least one group formed by the amino acid; and (b) optionally isolating the amino acid polysaccharide derivative. [Examples]

[0225] The disclosure is further illustrated in the following embodiments. These embodiments illustrate specific aspects of the specification, but should be understood to be provided for illustrative purposes only. From the above discussion and these embodiments, those skilled in the art will be able to identify the essential features of the disclosed embodiments and make various modifications and alterations to adapt the disclosed embodiments to various uses and conditions without departing from the spirit and scope of the invention.

[0226] Materials / methods Typical preparations of α-1,3-glucan α-1,3-glucans having approximately 100% α-1,3 glycosidic bonds can be synthesized, for example, by following the procedure disclosed in U.S. Patent Application Publication No. 2014 / 0179913 (see, for example, Example 12 therein), which is incorporated herein by reference.

[0227] As another example, a slurry of α-1,3-glucan having approximately 100% α-1,3 glycosidic bonds was prepared from an aqueous solution (0.5 L) containing Streptococcus salivarius gtfJ enzyme (100 units / L), sucrose (100 g / L), potassium phosphate buffer (10 mM), and FermaSure® antimicrobial agent (100 ppm), adjusted to pH 5.5 as described in U.S. Patent Application Publication No. 2013 / 0244288 (incorporated herein by reference). The resulting enzymatic reaction was maintained at 20-25°C for 24 hours. Since the α-1,3-glucan synthesized in the reaction is water-insoluble, a slurry was formed. The α-1,3-glucan solid was then collected using a Buchner funnel fitted with a 325-mesh sieve on 40-micrometer filter paper.

[0228] Typical preparation of α-1,6-glucan having α-1,2 branching Each α-1,2-branched α-1,6-glucan listed below contains a 100% α-1,6-bonded skeleton in which pendant (single) glucosyls are linked via α-1,2 bonds; thus, each pendant glucosyl is bonded to the skeleton via α-1,2-bonds / branching points. An example of an α-1,2-branched α-1,6-glucan described herein has 40% α-1,2-branched bonds and 60% α-1,6 bonds. In this example, 60% of all bonds in the α-glucan are α-1,6-bonds in the skeleton, while the remaining 40% of the bonds are α-1,2-bonds to pendant glucosyls along the skeleton.

[0229] A method for preparing α-1,6-glucans containing varying amounts of α-1,2 branching is disclosed in U.S. Patent Application Publication No. 2018 / 0282385, which is incorporated herein by reference. By adjusting reaction parameters such as sucrose concentration, temperature, and pH, α-1,6-glucans with varying levels of α-1,2 branching and molecular weight can be provided. A representative procedure for preparing α-1,2-branched α-1,6-glucan is provided below (containing 19% α-1,2 branching [i.e., 19% α-1,2 bonds] and 81% α-1,6 bonds). 1D 1 The glycosidic bond distribution was quantified using 1H-NMR spectroscopy. Further samples of α-1,6-glucan with α-1,2-branching were prepared similarly. For example, one sample contained 32% α-1,2-branching and 68% α-1,6 bonds, while another sample contained 10% α-1,2-branching and 90% α-1,6 bonds.

[0230] Using a stepwise combination of glucosyltransferase (dextranscrase) GTF8117 and α-1,2 branched enzyme GTFJ18T1, soluble α-1,6-glucan with approximately 19% α-1,2 branching was prepared according to the following procedure: A reaction mixture (2 L) consisting of sucrose (450 g / L), GTF8117 (9.4 U / mL), and 50 mM sodium acetate was adjusted to pH 5.5 and stirred at 47°C. A fixed volume (0.2-1 mL) was withdrawn at a predetermined time and quenched by heating at 90°C for 15 minutes. The resulting heat-treated volume was passed through a 0.45 μm filter. The concentrations of sucrose, glucose, fructose, leucrose, oligosaccharides, and polysaccharides were determined by HPLC analysis of the pass-through fraction. After 23.5 hours, the reaction mixture was heated at 90°C for 30 minutes. A fixed amount of the heat-treated reaction mixture was passed through a 0.45 μm filter, and the pass-through fraction was analyzed for soluble monosaccharides / disaccharides, oligosaccharides, and polysaccharides. The main product was linear dextran with 93 DPw (i.e., 100% α-1,6-links).

[0231] The second reaction mixture was prepared by adding 238.2 g of sucrose and 210 mL of α-1,2 branched enzyme GTFJ18T1 (5.0 U / mL) to the residual heat-treated reaction mixture obtained from the GTF8117 reaction described above. The mixture was stirred at 30°C in a volume of approximately 2.2 L. A fixed amount (0.2-1 mL) was taken out at a predetermined time and quenched by heating at 90°C for 15 minutes. The resulting heat-treated fixed amount was passed through a 0.45 μm filter. The unpassed fraction was analyzed by HPLC to determine the concentrations of sucrose, glucose, fructose, leucrose, oligosaccharides, and polysaccharides. After 95 hours, the reaction mixture was heated at 90°C for 30 minutes. A fixed amount of the heat-treated reaction mixture was passed through a 0.45 μm filter, and the unpassed fraction was analyzed for soluble monosaccharides / disaccharides, oligosaccharides, and polysaccharides. The remaining heat-treated mixture was centrifuged using a 1 L centrifuge bottle. The supernatant was collected and washed more than 200 times using an ultrafiltration system with a 1 kDa or 5 kDa MWCO cassette and deionized water. The washed oligosaccharide / polysaccharide product solution was dried. The dried sample was then processed. 1 The anomeric bonds of oligosaccharides and polysaccharides were determined by analysis using 1H-NMR spectroscopy.

[0232] For example, various water-soluble α-1,2-branched α-1,6-glucans can be produced according to the above (or similar) enzymatic reaction strategies. This type of α-glucan material can also be prepared according to the method disclosed in, for example, U.S. Patent Application Publication No. 2018 / 0282385, which is incorporated herein by reference. Examples of various α-1,2-branched α-1,6-glucans produced are listed in Table 1. In each of these α-glucans, the α-1,6-glucan skeleton (from which the α-1,2 branches are derived) has 100% α-1,6-glycosidic bonds; the listed molecular weights are the molecular weights of the α-1,6-glucan skeleton. Each α-1,2-branch consists of a single (pendant) glucose unit.

[0233] [Table 1]

[0234] Any α-1,2-branched α-1,6-glucan as disclosed herein (e.g., Table 1) can be used as a substrate for amino acid derivatization procedures such as those described below.

[0235] Typical preparations of carboxymethyl α-1,6-glucan 267 g of 37.5 wt% α-1,6-glucan solution (53 kDa, 6.4% α-1,2-branched) was placed in a 2 L round-bottom flask with a three-neck, stirrer. 199 g of 50 wt% sodium hydroxide solution was added to the solution over 15 minutes via an addition funnel while stirring. Chloroacetic acid solution (116 g dissolved in 77 g of water) was then added to this stirred solution over 30 minutes via an addition funnel. The solution was heated to 55°C under nitrogen for 5 hours. The resulting amber-colored solution was cooled and neutralized to pH 7 with 18 wt% HCl. The resulting pale yellow solution was diluted to 3 L and purified by dialysis filtration (through a 3X MWCO 5-kDa PES membrane, passing through approximately 9 L of water). The solution was concentrated using a rotary evaporator and freeze-dried to obtain a white powder. The degree of substitution of the carboxymethyl α-1,6-glucan product thus prepared was: 1 The value was determined to be 0.51 by 1H-NMR analysis.

[0236] Typical preparation of carboxymethyl α-1,3-glucan α-1,3-glucan (DPw approx. 650, 110 g) and water (110 g) were placed in a 2 L round-bottom flask with four necks containing a metal / mechanical stirring rod, thermocouple, addition funnel, and condenser, with an N2 inlet at the top. The mixture was left at room temperature overnight. Ethanol (220 g, 92 wt%) was added at room temperature. The mixture was stirred at 200 rpm, and sodium hydroxide (191.1 g, 50 wt% solution) was added over 20 minutes (25-37°C). The white slurry was stirred for a further 10 minutes. A solution containing 112.2 g of chloroacetic acid in 50 g of 92 wt% ethanol was added over 20 minutes (35-55°C). The white slurry was heated at 58-60°C for 3 hours using a heating mantel. The reaction mixture was cooled to 45°C, and sodium hydroxide (108.6 g, 50 wt% solution) was added over 10 minutes, followed by the addition of a solution containing 64.13 g of chloroacetic acid in 35 g of 92 wt% ethanol. The resulting mixture was heated at 58-65°C for 2 hours. A large mass was formed. The liquid (approximately 500 mL) from the reaction mixture was decanted. The pH of the mixture was adjusted to approximately 7 by adding methanol (400 mL) and HCl (18.5 wt%, 13.5 g). The liquid was decanted. The resulting solid was washed with methanol (90 wt%, 700 mL), washed twice with methanol (80 wt%, 700 mL each), filtered to obtain a solid, which was dried overnight under complete vacuum to obtain 148.5 g of the desired product. The degree of substitution of the carboxymethyl α-1,3-glucan product thus prepared was: 1 The value was determined to be 0.91 by 1H-NMR analysis.

[0237] Typical preparations of carboxymethyl starch oxide Starch (20 g, Sigma-Aldrich cat.no. S9765, soluble starch) was placed in a 500 mL round-bottom flask with four necks, equipped with a stirring rod, thermocouple, addition funnel, and air inlet. Sodium hydroxide solution (34 g of 50 wt% NaOH solution) was added to this. The solution was stirred overnight. The solution was heated in an oil bath at 50°C, and monochloroacetic acid (MCA) solution was added via the addition funnel (16 g of MCA in 8 g of DI water). The solution was then heated in an oil bath at 65°C for 2 hours. The solution was cooled to room temperature and neutralized with 13 mL of 18 wt% HCl. A 10 mL sample of this reaction was collected, and the carboxymethyl starch product was purified in methanol. The carboxymethyl DoS of this product is: 13 The value was determined to be 0.62 by 13C-NMR analysis.

[0238] TEMPO (0.1 g) and NaBr (1.0 g) were added to the above reaction mixture. Then, NaClO (10-15% by weight, 100 mL) was added dropwise within 0.5 hours. The pH was adjusted using NaOH (2 N, 17 mL). The final pH was 9.9. The oxidation reaction mixture thus prepared was stirred at room temperature for 1.5 hours. The crude material was diluted in 1 gallon of DI water, stirred at room temperature for 1 hour, filtered, purified by ultrafiltration (PELLICON MINI with 5 kDa MWCO cassette), and lyophilized to obtain 21.2 g of oxidation product. The total carboxydos of the oxidized carboxymethyl starch product, as given by individual carboxymethyl groups and individual carboxyl groups, was: 13 The value was determined to be 0.67 by 13C-NMR analysis. Its Mw was determined to be 53 kDa by SEC.

[0239] Example 1 Synthesis of polyaspartate-grafted carboxymethyl α-1,6-glucan Carboxymethyl α-1,6-glucan (1 g, 200 kDa, 20% α-1,2-branched, 0.5 carboxymethyl group DoS) was first mixed with methanesulfonic acid (0.4 g), and this mixture was completely dissolved in water (3.0 mL). The resulting solution was stirred at 60°C for 1 hour. Then, L-aspartic acid (7.0 g) was added, and the water was removed under vacuum. The resulting reaction preparation was heated under vacuum at 180°C for 4 hours. The crude product was diluted with water, neutralized to pH 9-10, and stirred at 70°C for 2 hours. The desired product was purified by dialysis (Spectrum). TM Spectra / Por TM Three RC dialysis membrane tubes (3.5 kDa MWCO) were freeze-dried to obtain 2.48 g of the desired product. The average number of aspartic acid monomer units (if present in the polyaspartic acid chain) grafted onto each sugar unit of the glucan was determined to be 17 by NMR. The polyaspartic acid chain was considered to be amide-bonded to the glucan obtained from the reaction with the carboxymethyl group. The weight-average molecular weight (Mw) of the final product was determined to be 69.7 kDa by size exclusion chromatography (SEC).

[0240] Example 2 Synthesis of polyaspartate-grafted carboxymethyl α-1,6-glucan Carboxymethyl α-1,6-glucan (1 g, 200 kDa, 20% α-1,2 branched, 0.5 carboxymethyl group DoS) was first mixed with sulfonic acid (2.0 g, 2 M aqueous solution), and this mixture was completely dissolved in water (3.0 mL). The resulting aqueous solution was stirred at 60°C for 1 hour. Then, L-aspartic acid (7.0 g) was added, and the water was removed under vacuum. The resulting reaction preparation was heated at 180°C for 4 hours under vacuum. The crude product was diluted with water, neutralized to pH 9-10, and stirred at 70°C for 2 hours. The desired product was purified by dialysis (Spectrum). TM Spectra / Por TM3RC dialysis membrane tube, 3.5 kDa MWCO), and lyophilized to obtain 1.38 g of the desired product. The average number of aspartic acid monomer units grafted onto each sugar unit of the glucan was determined by NMR to be 1.2. The derivatized aspartic acid groups were considered to be amide-bonded to the glucan resulting from the reaction with the carboxymethyl groups. The Mw of this final product was determined by SEC to be 39.2 kDa.

[0241] Example 3 Synthesis of polyaspartic acid-grafted carboxymethyl α-1,6-glucan Carboxymethyl α-1,6-glucan (1 g, 200 kDa, 20% α-1,2 branching, DoS of carboxymethyl groups of 0.5) was first mixed with sulfonic acid (2.0 g, 2 M aqueous solution), and this mixture was completely dissolved in water (3.0 mL). The resulting aqueous solution was stirred at 60°C for 1 hour. Then, L-aspartic acid (7.0 g) was added, after which water was removed under vacuum. The resulting reaction preparation was heated at 210°C for 4 hours under vacuum. The crude product was diluted with water, neutralized to pH 9 to 10, and stirred at 70°C for 2 hours. The desired product was purified by dialysis (Spectrum TM Spectra / Por TM 3 RC dialysis membrane tube, 3.5 kDa MWCO), and lyophilized to obtain 2.8 g of the desired product. The average number of aspartic acid monomer units grafted onto each sugar unit of the glucan (when included in the polyaspartic acid chain) was determined by NMR to be 12.8. The polyaspartic acid chains were considered to be amide-bonded to the glucan obtained from the reaction with the carboxymethyl groups.

[0242] Example 4 Synthesis of low DoS carboxymethyl α-1,6-glucan grafted with polyaspartic acid Carboxymethyl α-1,6-glucan (1 g, 200 kDa, 5% α-1,2 branching, DoS of carboxymethyl groups of 0.3) was first mixed with methanesulfonic acid (0.4 g), and this mixture was completely dissolved in water (3.0 mL). The resulting aqueous solution was stirred at 60°C for 1 hour. Then, L-aspartic acid (7.0 g) was added, after which water was removed under vacuum. The resulting reaction preparation was heated at 180°C for 4 hours under vacuum. The crude product was diluted with water, neutralized to pH 9 to 10, and stirred at 70°C for 2 hours. The desired product was purified by dialysis (Spectrum TM Spectra / Por TM 3 RC dialysis membrane tubing, 3.5 kDa MWCO), and lyophilized to give 1.75 g of the desired product. The average number of aspartic acid monomer units grafted onto each sugar unit of the glucan (when included in the polyaspartic acid chain) was determined by NMR to be 9.5. The polyaspartic acid chain was considered to be amide-bonded to the glucan resulting from the reaction with the carboxymethyl group.

[0243] Example 5 Synthesis of low DoS carboxymethyl α-1,3-glucan grafted with polyaspartic acid Carboxymethyl α-1,3-glucan (1 g, DP 800, 130 kDa, DoS of carboxymethyl groups of 1.1) was first mixed with methanesulfonic acid (0.4 g), and this mixture was completely dissolved in water (3.0 mL). The resulting aqueous solution was stirred at 60°C for 1 hour. Then, L-aspartic acid (7.0 g) was added, after which water was removed under vacuum. The resulting reaction preparation was heated at 180°C for 4 hours under vacuum. The crude product was diluted with water, neutralized to pH 9 to 10, and stirred at 70°C for 2 hours. The desired product was purified by dialysis (Spectrum TM Spectra / Por TMThree RC dialysis membrane tubes (3.5 kDa MWCO) were freeze-dried to obtain 1.65 g of the desired product. The average number of aspartic acid monomer units grafted onto each sugar unit of the glucan was determined to be 1.3 by NMR. The derivatized aspartic acid groups were considered to be amide-bonded to the glucan resulting from the reaction with carboxymethyl groups.

[0244] Example 6 Synthesis of polyaspartate-grafted carboxymethyl dextran Carboxymethyl dextran (1 g, Sigma Aldrich, catalog no. 86524) was first mixed with methanesulfonic acid (0.4 g), and this mixture was completely dissolved in water (3.0 mL). The resulting aqueous solution was stirred at 60°C for 1 hour. Then, L-aspartic acid (7.0 g) was added, and the water was removed under vacuum. The resulting reaction preparation was heated at 180°C for 4 hours under vacuum. The crude product was diluted with water, neutralized to pH 9-10, and stirred at 70°C for 2 hours. The desired product was purified by dialysis (Spectrum). TM Spectra / Por TM Three RC dialysis membrane tubes (3.5 kDa MWCO) were freeze-dried to obtain 2.37 g of the desired product. The average number of aspartic acid monomer units grafted onto each sugar unit of the dextran (when contained in the polyaspartic acid chain) was determined by NMR to be 8.2. The polyaspartic acid chain was considered to be amide-bonded to the dextran obtained from the reaction with the carboxymethyl group.

[0245] Example 7 Synthesis of polyaspartate-grafted sodium alginate Sodium alginate (1 g, Sigma Aldrich, catalog number W201502) was first mixed with methanesulfonic acid (0.4 g), and this mixture was completely dissolved in water (3.0 mL). The resulting aqueous solution was stirred at 60°C for 1 hour. Then, L-aspartic acid (7.0 g) was added, and the water was removed under vacuum. The resulting reaction preparation was heated at 180°C for 4 hours under vacuum. The crude product was diluted with water, neutralized to pH 9-10, and stirred at 70°C for 2 hours. The desired product was purified by dialysis (Spectrum). TM Spectra / Por TM The product was purified using RC dialysis membrane tubes (3.5 kDa MWCO) and lyophilized to obtain 1.50 g of the desired product. The average number of aspartic acid monomer units grafted onto each sugar unit of the arginate (when contained in the polyaspartic acid chain) was determined to be 5.2 by NMR. The polyaspartic acid chain was considered to be amide-bonded to the arginate resulting from the reaction with the arginate carboxyl group.

[0246] Example 8 Synthesis of polyaspartate grafted carboxymethyl oxidized starch Carboxymethyl starch (1 g, Sigma Aldrich water-soluble starch, catalog number S9765, which was later derivatized to have a DoS of 0.67 at the carboxylic acid group) was first mixed with methanesulfonic acid (0.4 g), and this mixture was completely dissolved in water (3.0 mL). The resulting aqueous solution was stirred at 60°C for 1 hour. Then, L-aspartic acid (7.0 g) was added, and the water was removed under vacuum. The resulting reaction preparation was heated under vacuum at 180°C for 4 hours. The crude product was diluted with water, neutralized to pH 9-10, and stirred at 70°C for 2 hours. The desired product was purified by dialysis (Spectrum). TM Spectra / Por TMThe product was purified using 3 RC dialysis membrane tubes (3.5 kDa MWCO) and lyophilized to obtain 1.48 g of the desired product. The average number of aspartic acid monomer units grafted onto each sugar unit of starch (when contained in the polyaspartic acid chain) was determined by NMR to be 6.6. The polyaspartic acid chain was considered to be amide-bonded to starch resulting from the reaction of starch carboxyl groups (resulting from oxidation) and / or carboxymethyl groups.

[0247] Example 9 Synthesis of polyaspartate-grafted high-DoS carboxymethyl α-1,6-glucan Carboxymethyl α-1,6-glucan (1 g, 200 kDa, 20% α-1,2 branched, DoS at 1,6 carboxymethyl group) was first mixed with sulfonic acid (2.0 g, 2 M aqueous solution), and this mixture was completely dissolved in water (3.0 mL). The resulting aqueous solution was stirred at 60°C for 1 hour. Then, L-aspartic acid (7.0 g) was added, and the water was removed under vacuum. The resulting reaction preparation was heated under vacuum at 210°C for 4 hours. The crude product was diluted with water, neutralized to pH 9-10, and stirred at 70°C for 2 hours. The desired product was purified by dialysis (Spectrum). TM Spectra / Por TM 3 RC dialysis membrane tubes (3.5 kDa MWCO) were freeze-dried to obtain approximately 2 g of the desired product. The derivatized aspartic acid group was considered to be amide-bonded to the glucan resulting from the reaction with the carboxymethyl group.

[0248] Example 10 Synthesis of polyaspartate-grafted carboxymethyl α-1,6-glucan Oxidized carboxymethyl α-1,6-glucan (1 g, 200 kDa, 20% α-1,2 branched, 1.0 total carboxylic acid groups in DoS) was first mixed with sulfonic acid (2.0 g, 0.2 M aqueous solution), and this mixture was completely dissolved in water (3.0 mL). The resulting aqueous solution was stirred at 60°C for 1 hour. Next, L-aspartic acid (7.0 g) was added, and then the water was removed under vacuum. The resulting reaction preparation was heated under vacuum at 210°C for 4 hours. The crude product was diluted with water, neutralized to pH 9-10, and stirred at 70°C for 2 hours. The desired product was purified by dialysis (Spectrum). TM Spectra / Por TM 3 RC dialysis membrane tubes (3.5 kDa MWCO) were freeze-dried to obtain approximately 2 g of the desired product. The derivatized aspartic acid group was considered to be amide-bonded to the glucan resulting from the reaction with the glucan carboxyl group (resulting from oxidation) and / or the carboxymethyl group.

[0249] Example 11 Synthesis of polyaspartate-grafted carboxymethylcellulose (CMC) CMC (1 g, Sigma Aldrich, catalog number 419281) was first mixed with sulfonic acid (2.0 g, 2 M aqueous solution), and this mixture was completely dissolved in water (3.0 mL). The resulting aqueous solution was stirred at 60°C for 1 hour. Then, L-aspartic acid (7.0 g) was added, and the water was removed under vacuum. The resulting reaction preparation was heated under vacuum at 210°C for 4 hours. The crude product was diluted with water, neutralized to pH 9-10, and stirred at 70°C for 2 hours. The desired product was purified by dialysis (Spectrum). TM Spectra / Por TM 3 RC dialysis membrane tubes (3.5 kDa MWCO) were freeze-dried to obtain approximately 2 g of the desired product. The derivatized aspartic acid groups were considered to be amide-bonded to the cellulose obtained from the reaction with the carboxymethyl groups.

[0250] Example 12 Calcium dispersion ability test to examine the effect of polyaspartate grafted polysaccharides on hard water cations in aqueous compositions. The calcium dispersion ability of the sample was tested using the following procedure.

[0251] Each of the samples prepared above was individually dissolved (20 mg) in 50 mL of aqueous solutions of 1-hydroxyethylidene-1,1-diphosphonic acid (HEDP, 440 ppm) and citrate (1160 ppm) at room temperature overnight. To 5 mL of this sample solution, 2 mL of 2000 ppm aqueous citrate solution and 7 mL of buffer solution containing 1855 ppm sodium carbonate and 210 ppm sodium bicarbonate were added. Each preparation (14 mL thereof) was titrated with 1 mL of 8830 ppm calcium chloride solution within 90 seconds while stirring (600 rpm) at 55°C. Then, the turbidity of each sample was measured for 75 minutes using a calibrated turbidimeter (HACH 2100P). This test was repeated at least once for each polysaccharide derivative compound, and the average turbidity was reported in turbidimetric turbidity units (NTU, Table 2). The data provided in Table 2 show that builder preparations of HEDP and citrate treated with each aspartic acid grafted polysaccharide derivative sample yielded lower NTU values ​​compared to their non-grafted counterparts, thereby indicating that the aspartic acid grafted samples bind better to calcium cations. This binding forms soluble polysaccharide-calcium complexes that can be easily removed (e.g., by rinsing), while simultaneously reducing the formation of calcium carbonate (and, where applicable, other insoluble hard water cation salts) that could otherwise form undesirable deposits. Furthermore, it is thought that aspartic acid grafted polysaccharide derivatives may exhibit beneficial effects by interacting with insoluble calcium carbonate, thereby resulting in better stabilization, dispersion, and / or prevention of deposition of this salt; this benefit is similarly applicable to other hard water cation carbonates. Thus, the polysaccharide derivatives of this disclosure may exert beneficial effects by (i) inhibiting / reducing hard water cation carbonate formation, and / or (ii) interacting with any hard water cation carbonates that are formed.

[0252] Table 2

Claims

1. A composition comprising an amino acid polysaccharide derivative, wherein the derivative is produced by contacting at least one amino acid with a polysaccharide (or a polysaccharide already derivatized with an organic group), and the polysaccharide derivative has a maximum degree of substitution (DoS) of about 3.0 at at least one group formed by the amino acid.

2. The composition according to claim 1, wherein the amino acid polysaccharide derivative is an amino acid glucan derivative.

3. The composition according to claim 2, wherein the amino acid glucan derivative is an amino acid α-glucan derivative.

4. The composition according to claim 3, wherein at least about 50% of the glycosidic bonds of the amino acid α-glucan derivative are α-1,6 bonds.

5. The composition according to claim 4, wherein the amino acid α-glucan derivative comprises at least 1% α-1,2 and / or α-1,3 branching.

6. The composition according to claim 3, wherein at least about 50% of the glycosidic bonds of the amino acid α-glucan derivative are α-1,3 bonds.

7. The composition according to claim 3, wherein at least about 50% of the glycosidic bonds of the amino acid α-glucan derivative are α-1,4 bonds.

8. The composition according to claim 2, wherein the amino acid glucan derivative is an amino acid β-glucan derivative.

9. The composition according to claim 8, wherein at least about 50% of the glycosidic bonds of the amino acid β-glucan derivative are β-1,4 bonds or β-1,3 bonds.

10. The composition according to claim 1, wherein the amino acid polysaccharide derivative is an amino acid arginate derivative.

11. The composition according to claim 1, wherein the polysaccharide derived from the amino acid polysaccharide derivative has at least 6 weight-average degrees of polymerization (DPw).

12. The composition according to claim 1, wherein the DoS is at least about 0.

005.

13. The composition according to claim 1, wherein the group formed by the amino acids comprises a polyamino acid chain (oligopeptide or polypeptide) of two or more amino acid residues.

14. The composition according to claim 1, wherein the amino acid is aspartic acid or glutamic acid, and optionally the group formed by the aspartic acid or glutamic acid comprises polyaspartic acid or polyglutamic acid, each comprising two or more residues.

15. The composition according to claim 1, (i) The amino acid polysaccharide derivative is produced by contacting at least one amino acid with a polysaccharide that has already been derivatized with an organic group, or (ii) A composition obtained by further derivatizing the amino acid polysaccharide derivative with the organic group.

16. The composition according to claim 15, wherein the organic group is ether-bonded to the polysaccharide derivative.

17. The composition according to claim 16, wherein the organic group comprises a carboxyalkyl, alkyl, hydroxyalkyl, or aryl group.

18. The composition according to claim 16, wherein the organic group comprises a carboxymethyl group.

19. The composition according to claim 15, wherein the organic group comprises a carboxylic acid group (for example, a carboxyalkyl group such as carboxymethyl), and optionally, the step of (i) is carried out, and the amino acid derivatizes the polysaccharide by forming an amide bond with the carboxylic acid group.

20. The composition according to claim 15, wherein the organic group is an ester bond, carbamate bond, carbonate bond, or sulfonyl bond to the polysaccharide derivative.

21. The composition according to claim 1, wherein the composition is an aqueous composition.

22. The composition according to claim 21, wherein the aqueous composition further comprises at least one cation, and the amino acid polysaccharide derivative is bonded to the cation.

23. The composition according to claim 1, wherein the composition is a household care product, a personal care product, an industrial product, an ingestible product, a medical product, or a pharmaceutical product.

24. The composition according to claim 1, wherein the composition is in the form of a liquid, gel, powder, hydrocolloid, granules, tablet, capsule, bead or lozenge, single-compartment sachet, multi-compartment sachet, single-compartment pouch or multi-compartment pouch, or composed of the same.

25. The composition according to claim 1, further comprising at least one surfactant.

26. The composition according to claim 1, further comprising at least one enzyme.

27. The composition according to Embodiment 26, wherein the enzyme is cellulase, protease, amylase, lipase, or nuclease.

28. The composition according to claim 1, further comprising at least one of the following: complexing agents, stain-removing polymers, surfactant-enhancing polymers, bleaching agents, bleaching activators, bleaching catalysts, fabric conditioners, clay, foaming agents, foam inhibitors, corrosion inhibitors, stain suspending agents, re-soiling inhibitors, dyes, disinfectants, discoloration inhibitors, fluorescent whitening agents, fragrances, saturated or unsaturated fatty acids, dye transfer inhibitors, chelating agents, color dyes, visual signaling components, defoaming agents, structuring agents, thickeners, solidification inhibitors, starch, sand, or gelling agents.

29. The composition according to claim 1, in the form of a dishwashing detergent composition or contained therein.

30. A method for cleaning or treating a hard surface, (a) Contacting the hard surface with a cleaning / treatment composition containing the composition described in claim 1, (b) Removing all or part of the cleaning / treatment composition from the hard surface, Includes, This cleans or treats the hard surface, reducing film formation, spot formation, clouding, or other deposition on the cleaned / treated hard surface. A method wherein the hard surface is optionally made of glass, plastic, ceramic, porcelain, metal, or stone.

31. The method according to claim 30, wherein step (b) includes rinsing the hard surface.

32. The method according to claim 30, wherein the hard surface is the surface of tableware.

33. The method according to claim 30, as implemented in an automatic dishwasher.

34. A method for producing amino acid polysaccharide derivatives, (a) Contacting at least one amino acid with a polysaccharide (or a polysaccharide already derivatized with an organic group) to produce an amino acid polysaccharide derivative, wherein the amino acid polysaccharide derivative has a maximum degree of substitution (DoS) of at least one group formed by the amino acid, (b) Selectively isolating the amino acid polysaccharide derivative, Methods that include...

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