Aspartic acid copper complex, and use thereof

Abstract

An aspartic acid copper complex, a use thereof, and a feed composition containing said aspartic acid copper complex. The chemical structure of the aspartic acid copper complex is [(Cu(II))(Asp)(H2O)m]·(H2O)n, wherein Asp is L-Asp or DL-Asp, m is any integer from 0 to 10, and n is any value from 0 to 10. The present aspartic acid copper complex is applied to animal breeding. Calculated in terms of the copper element, a physiological requirement usage amount may promote the growth of livestock and poultry at all stages of the growth cycle, and during high dose use, and the growth performance of the animals is normal under high-dose use, thereby overcoming problems such as excessive use of high-dose inorganic copper in the breeding industry being harmful for animals.

Description

A copper aspartate complex and its application Technical field:

[0001] The present application relates to the field of animal feed additives, and in particular to a copper aspartate complex and its application in the preparation of animal feed additives. Background technology:

[0002] Copper is an essential trace element for animals. It serves as a key center and activity center for several enzymes in the body, a cofactor for various oxidases, and a component of coagulation factors V and MT. It maintains normal hematopoiesis, the normal structure of bones, blood vessels, and skin, and the health of the central nervous system. It protects the normal pigmentation and structure of hair and protects cells from superoxide ion toxicity. In 1984, K. Kaemmerer reported that copper deficiency can severely slow animal growth, but resupply can rapidly restore growth. The nutritional requirement for copper in animals is 5 to 8 mg / kg.

[0003] Since studies in 1945 discovered that high copper significantly improves pig growth performance, young piglets have been raised using high-copper feedstocks at 200-250 mg / kg to improve growth and shorten the breeding cycle. The availability of inorganic copper is related to its solubility; higher solubility leads to greater availability than lower solubility. Among inorganic copper sources, copper sulfate is the most effective, comparable to organic copper and chelated copper. Therefore, due to its cost advantage, inorganic copper, especially copper sulfate, has become the primary source of high copper in piglet feeds. However, high copper has similar effects to antibiotics, significantly promoting growth in conventionally raised pigs, but not in sterile pigs, and may even reduce growth. The inherent water solubility of inorganic copper sources or their rapid decomposition by gastric acid in the pig's stomach results in the rapid release and absorption of large amounts of free copper ions, exceeding the animal's physiological limit and leading to toxic reactions. Copper ions released in large quantities in gastric acid are absorbed by the presence of phytic acid or fiber in the diet, resulting in only a small amount of copper ions reaching the middle and posterior parts of the small intestine to exert their antimicrobial effects or being absorbed into the body to exert their biological effects. Therefore, high concentrations of copper ions must be added to the feed to achieve antimicrobial and growth-promoting effects. Copper exceeding physiological limits has many side effects, such as damage to organs, excessive residues in organs that affect food safety, interference with the absorption of other nutrients, and environmental contamination of unused copper through feces.

[0004] Copper sources for animal consumption are generally divided into two categories: inorganic copper, such as copper sulfate, copper chloride, copper oxide, copper acetate, copper carbonate, and copper sulfide; and chelated copper or organic-inorganic copper complexes, such as copper casein, copper milk protein, copper soy protein, copper methionine, copper stearate, and copper lysinate hydrochloride. Existing research also shows that the effects of high doses of inorganic or organic copper on the performance of monogastric animals or poultry decrease with age.

[0005] Aspartate is not essential for mammals and can be produced from oxaloacetate by transamination.

[0006] In view of this, this application is hereby filed.

[0007] Summary of the invention:

[0008] The purpose of the present application includes providing a safe copper aspartate complex having an improving effect on the production performance of animals throughout their growth period.

[0009] The object of the present application is also to provide a feed composition comprising a safe copper aspartate complex having an improving effect on the production performance of animals throughout their growth period.

[0010] The purpose of the present application also includes providing the use of the copper aspartate complex and the feed composition thereof in the preparation of animal feed additives.

[0011] The purpose of the present application also includes providing the use of the copper aspartate complex and the feed composition thereof in preparing animal feed.

[0012] The present application also aims to provide a method for improving animal production performance.

[0013] In order to achieve at least one purpose of this application, the specific technical solutions are as follows:

[0014] In one aspect, the present application provides a compound having a chemical structure of [(Cu(II))(Asp)(H2O) m ]·(H2O) n A copper aspartate complex, wherein Asp is L-Asp or DL-Asp, m is any integer between 0 and 10, and n is any value between 0 and 10.

[0015] In one technical solution, the chemical structure of the copper aspartate complex is [(Cu(II))(Asp)(H2O) m ]·(H2O) n , wherein Asp is L-Asp or DL-Asp, and n is any value between 0 and 0.62.

[0016] In some embodiments, the chemical structure of the copper aspartate complex is any one of the following:

[0017]

[0018] On the other hand, the present application also provides a feed composition, which comprises at least one copper aspartate complex provided by the present invention and at least one auxiliary material acceptable to feed, medicine or food.

[0019] In some technical solutions, the feeding composition further comprises additional animal feed additives.

[0020] The additional animal feed additives include nutritional feed additives, non-nutritional feed additives and medicinal feed additives.

[0021] In other technical solutions, the feeding composition further comprises feed raw materials.

[0022] On the other hand, the present application also provides a compound having a chemical structure of [(Cu(II))(Asp)(H2O) m ]·(H2O) n Application of a copper aspartate complex and a feed composition thereof in the preparation of an animal feed additive.

[0023] In some technical solutions, the animals are livestock, poultry, aquatic animals or pets at various growth stages.

[0024] On the other hand, the present application also provides a compound having a chemical structure of [(Cu(II))(Asp)(H2O) m ]·(H2O) n Application of a copper aspartate complex and a feed composition thereof in preparing animal feed.

[0025] In some technical solutions, the animals are livestock, poultry, aquatic animals or pets at various growth stages.

[0026] On the other hand, the present application also provides a method for improving animal production performance, comprising: using a compound comprising the chemical structure provided by the present invention: [(Cu(II))(Asp)(H2O) m ]·(H2O) n Feeding animals with a feed containing a copper aspartate complex and a feed composition thereof; or feeding animals with a feed containing a copper aspartate complex and a feed composition thereof; or feeding animals with a feed containing a copper aspartate complex and a feed composition thereof; m ]·(H2O) n Copper aspartate complexes, or containing the chemical structure [(Cu(II))(Asp)(H2O) m ]·(H2O) nThe feeding composition or feed additive is added to the animal's diet according to the animal's growth requirements for animal feeding. The usage of the copper aspartate complex, or the feeding composition or the animal feed additive is 5 mg / kg to 300 mg / kg, calculated based on the copper element and based on the weight of the animal's diet.

[0027] Compared with the existing technology, this application has the following beneficial effects:

[0028] The present invention found that the chemical structure is [(Cu(II))(Asp)(H2O) m ]·(H2O) n The copper aspartate complex is used in farmed animals. Calculated on the basis of copper element, the physiological requirement of usage can promote the growth of livestock and poultry at all stages of the growth cycle. Moreover, when used in high doses, the growth performance of animals is normal, thus overcoming the problems such as the harm caused to animals by excessive use of high-dose inorganic copper in the breeding industry.

[0029] Any embodiment of any aspect of the present application can be combined with other embodiments, as long as there is no contradiction between them. In addition, in any embodiment of any aspect of the present application, any technical feature can be applied to the technical feature in other embodiments, as long as there is no contradiction between them. BRIEF DESCRIPTION OF THE DRAWINGS

[0030] FIG1 is an infrared diffraction pattern of a copper aspartate complex having the chemical formula [Cu(L-Asp)(H2O)2].

[0031] FIG2 is an infrared diffraction spectrum of a raw material mixture for preparing a copper aspartate complex having the chemical formula [Cu(L-Asp)(H2O)2]. DETAILED DESCRIPTION

[0032] The above content only summarizes certain aspects of the present application, but is not limited to these aspects. The above content and other aspects will be described in more detail and completely below.

[0033] Certain embodiments of the present application will now be described in detail, with examples illustrated by the accompanying structural and chemical formulae. This application is intended to encompass all alternatives, modifications, and equivalent technical solutions, all of which are included within the scope of this application as defined by the claims. Furthermore, certain technical features of the present application, while described separately in the context of multiple independent embodiments for clarity, may also be provided in combination in a single embodiment or in any suitable sub-combination.

[0034] The present invention provides a compound having a chemical structure of [(Cu(II))(Asp)(H2O) m ]·(H2O) nA copper aspartate complex, wherein Asp is L-Asp or DL-Asp, m is any integer between 0 and 10, and n is any value between 0 and 10.

[0035] The "complex" of the present invention refers to a copper ion of a certain soluble copper salt and an aspartate ion (chemical structure is - OOC-CH2-CH(NH2)-COO - During the contact process between the molecule (hereinafter referred to as "Asp") and water molecules, external and internal conditions cause the formation of a stable substance by covalent bonds and / or non-covalent intermolecular forces in a certain chemical molar equivalent and / or non-chemical equivalent.

[0036] As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items.

[0037] Aspartic acid is also called aspartic acid, its chemical name is aminosuccinic acid, its English name is Aspartic Acid, and its chemical structure is HOOC-CH2-CH(NH2)-COOH. There is an asymmetric carbon atom in aspartic acid (denoted as "- * CH(NH2)-”), has optical activity and is divided into L type due to different spatial arrangement positions and D-type They are enantiomers of each other. The racemic form of aspartic acid without optical activity is composed of equal amounts of D-type and L-type aspartic acid, which is recorded as DL type. It can be an aspartic acid racemate mixture or racemic aspartic acid. The aspartic acid racemate mixture is a crystalline mixture of equal amounts of D-type and L-type aspartic acid, and the racemic aspartic acid is a compound formed by alternating arrangement of D-type and L-type in the crystal lattice.

[0038] The copper aspartate complex can be prepared by the following scheme:

[0039] In one preparation method, one chemical mole equivalent of aspartic acid is added to a 15% (mass percent) aqueous solution containing two chemical mole equivalents of sodium hydroxide at room temperature. The mixture is stirred until clear, cooled to room temperature, and then slowly added dropwise to a 40% (mass percent) aqueous solution containing one chemical mole equivalent of copper sulfate pentahydrate. Stirring is continued after the addition to form a blue solid. The reaction mixture is filtered, the filter cake is washed with water, and then dried by heating to obtain a solid product.

[0040] In one embodiment, the sodium hydroxide may be replaced by an equimolar equivalent of potassium hydroxide.

[0041] In one embodiment, the copper sulfate pentahydrate may be replaced by an equimolar equivalent of copper chloride and its hydrate, copper bromide and its hydrate, copper nitrate and its hydrate, etc.

[0042] The complex involved in the present invention is a copper aspartate (Cu:Asp=1:1) hydrate. The inventors determined through structural identification technology that m water molecules contained in the complex, as complete components of the crystal structure, form a stable crystal structure with a copper ion and an Asp, and n water molecules are non-stoichiometrically bound to the crystal structure.

[0043] Furthermore, the stirring reaction time is 0-4 hours, and the stirring is carried out at a low speed, a medium speed or a fast speed, and the solid product [(Cu(II))(Asp)(H2O) m ]·n(H2O) wherein m is any integer between 0 and 10, and n is any value between 0 and 10.

[0044] In some embodiments, m is any integer from 0 to 2.

[0045] In some embodiments, the heating and drying is a reduced pressure drying method, the heating temperature is 60-110° C., the drying box pressure is 0-0.1 MPa, and the solid product [(Cu(II))(Asp)(H2O) m ]·(H2O) n The copper aspartate complex is one in which n is any value selected from 0-1.

[0046] In some embodiments, the heating and drying is a reduced pressure drying method, the heating temperature is 110-150° C., the drying box pressure is 0-0.1 MPa, and the solid product [(Cu(II))(Asp)(H2O) m ]·(H2O) n It is a copper aspartate complex in which m and n are independently 0.

[0047] In some embodiments, the chemical molar equivalent of aspartic acid is L-aspartic acid, and the product is [(Cu(II))(L-Asp)(H2O) m ]·(H2O) n .

[0048] In some embodiments, the chemical molar equivalent of aspartic acid is DL-aspartic acid, and the product is [(Cu(II))(DL-Asp)(H2O) m ]·(H2O) n .

[0049] In some embodiments, the structure of the copper aspartate complex is any one of the following:

[0050]

[0051] The present invention provides a feed composition comprising at least one of the copper aspartate complexes and at least one auxiliary material acceptable to feed, medicine or food.

[0052] The "composition" of the present invention refers to a compound group comprising one or more compounds as active ingredients.

[0053] The term “comprising” used in the present invention is an open-ended expression, which includes the contents explicitly mentioned in the present invention but does not exclude other contents.

[0054] The term "feed, pharmaceutical or food acceptable" as used herein means that the substance or composition must be suitable chemically or toxicologically for the feed, medicine, food or farmed animals to which it is applied.

[0055] Optionally, the auxiliary materials include carriers, diluents, excipients, solvents or combinations thereof commonly used in feed, pharmaceutical or food industries.

[0056] The "carrier" of the present invention refers to a feedable substance that can carry active ingredients, improve their dispersibility, and has good chemical stability and adsorption properties, and is divided into organic carriers and inorganic carriers. The organic carrier is generally a material containing a lot of crude fiber, including but not limited to corn flour, corn cob flour, wheat bran, rice husk powder, defatted rice bran, bran, corn stalk powder, peanut shell powder, etc. The inorganic carrier is generally a mineral, mainly divided into calcium salts and silicon oxides, used for the preparation of trace element premixes, including but not limited to calcium carbonate, silicates, vermiculite, zeolite, sepiolite, etc.

[0057] The term "diluent" as used herein refers to a substance that evenly distributes additive raw materials throughout a material, diluting high-concentration additive raw materials into a low-concentration premix or premix. This can separate trace components from one another, reduce interactions between active ingredients, and increase the stability of active ingredients without affecting the physicochemical properties of the relevant substances. Diluents can be classified into organic and inorganic diluents. Common organic diluents include, but are not limited to, corn flour, degermed corn flour, dextrose (glucose), sucrose, semolina with bran, roasted soybean flour, gluten flour, corn gluten meal, etc. Common inorganic diluents include, but are not limited to, limestone, monocalcium phosphate, shell powder, kaolin (white clay), salt, and sodium sulfate.

[0058] The excipients are wetting agents that induce the inherent viscosity of the substance, adhesives that make the substance stick together, disintegrants that break the whole sheet of the substance into many small particles, retention agents that reduce the friction between particles or anti-sticking agents that prevent the material from sticking, including but not limited to magnesium stearate, talc, vegetable oil, magnesium lauryl sulfate, starch, starch slurry, water, inorganic salts, dextrin, powdered sugar, etc.

[0059] The "solvent" referred to in the present invention refers to the solvent required to dissolve or disperse a solid, including but not limited to water, ethanol, glycerol, etc.

[0060] In some embodiments, the feeding composition further comprises additional animal feed additives.

[0061] The additional animal feed additive is a nutritional feed additive, a general feed additive or a medicinal feed additive.

[0062] The nutritional feed additives mentioned above refer to small or trace substances added to compound feed to balance feed nutrients, improve feed utilization, and directly exert nutritional effects on animals. They are amino acids, amino acid salts and their analogs, vitamins and vitamin-like substances, mineral elements and their complexes (chelates), microbial enzyme preparations or non-protein nitrogen.

[0063] The general feed additives mentioned above are also called non-nutritional additives, which refer to some non-nutritional substances added to feed to improve feed utilization, ensure feed quality and quality, and benefit animal health or metabolism, including growth promoters, anthelmintics and health care agents, flavorings and attractants, feed conditioners, feed modulators, feed storage agents and Chinese herbal additives.

[0064] Specifically, the medicinal feed additives include but are not limited to veterinary drug premixes that have the functions of preventing animal diseases and promoting animal growth and can be added to feed for a long term and mixed with carriers or diluents.

[0065] In some embodiments, the feed composition may contain feed raw materials, and the feed raw materials are selected from non-feed additives and feed substances such as animals, plants, microorganisms or minerals that can be used to process and make feed.

[0066] The animal feed raw materials are equivalent to acceptable raw materials in feed, specifically cereals and their processed products, oilseeds and their processed products, leguminous crop seeds and their processed products, tubers, roots and their processed products, other seeds, fruit products and their processed products, forage, roughage and their processed products, other plants, algae and their processed products, dairy products and their by-products, terrestrial animal products and their by-products, fish, other aquatic organisms and their by-products, minerals, microbial fermentation products and by-products, other feed raw materials and other feeding substances.

[0067] In some embodiments, the feeding composition is an additive premix feed, a concentrate feed, a compound feed, or a concentrate supplement.

[0068] The feed additive premix refers to a uniform mixture mainly composed of any two or more types of nutritious feed additives selected from the group consisting of mineral trace elements, vitamins, microorganisms, and amino acids, and prepared in a certain proportion with the copper aspartate complex provided by the present invention or other feed additives, a carrier, and / or a diluent. The content of the nutritious feed additive can meet the basic nutritional requirements of the specific physiological stage of the animal to which it is applied. The amount of the copper aspartate complex added to the compound feed, concentrate supplement, or animal drinking water is 5 mg / kg to 300 mg / kg in terms of copper element.

[0069] The concentrated feed refers to feed mainly containing protein, minerals and feed additives prepared in a certain proportion.

[0070] The compound feed is a feed prepared by combining a variety of feed raw materials and feed additives in a certain proportion according to the nutritional needs of the farmed animals.

[0071] The concentrate supplement refers to a feed prepared by combining a variety of feed raw materials and feed additives in a certain proportion in order to supplement the nutrition of herbivorous animals.

[0072] The present invention also provides the use of the copper aspartate complex and the feed composition thereof in the preparation of animal feed additives.

[0073] In some embodiments, the copper aspartate complex and the feed composition thereof are used in the preparation of animal feed additives, wherein the animal feed additive is a livestock feed additive, a poultry feed additive, an aquaculture animal feed additive, or a pet feed additive.

[0074] The "animals" involved in the present invention refer to humans or farmed animals that cannot synthesize organic matter from inorganic matter and can only use organic matter as food to carry out life activities such as eating, digestion, absorption, breathing, circulation, excretion, sensation, movement and reproduction.

[0075] Optionally, farmed animals include poultry, livestock, aquatic animals, and other legally captured animals raised artificially, including pets. Specifically, the poultry referred to in the present invention are food-producing animals such as chickens, ducks, geese, pigeons, quails, or turkeys at all stages of growth; the livestock referred to in the present invention are food-producing animals such as pigs, cattle, sheep, rabbits, and horses at all stages of growth; the aquatic animals referred to in the present invention are fish, shrimp, loaches, crabs, or eels at all stages of growth; and the pets referred to in the present invention include, but are not limited to, cats, dogs, and rabbits.

[0076] Specifically, the copper aspartate complex and the feed composition thereof are used to prepare livestock feed additives, and the livestock include but are not limited to pigs, cattle, sheep, horses, rabbits, minks, etc. at various growth stages.

[0077] Specifically, the copper aspartate complex and the feed composition thereof are used to prepare poultry feed additives, and the poultry include but are not limited to chickens, ducks, geese, pigeons, etc. at various growth stages.

[0078] In some embodiments, the animal feed additive prepared with the copper aspartate complex and the feed composition thereof is a premix, a composite premix, an aqueous solution or a granule.

[0079] The present invention also provides the use of the copper aspartate complex and the feed composition thereof in preparing animal feed, wherein the animal feed is livestock feed, poultry feed, aquaculture animal feed or pet feed.

[0080] Specifically, the copper aspartate complex and the feed composition thereof are used to prepare livestock feed, and the livestock include but are not limited to pigs, cattle, sheep, horses, rabbits, minks, etc. at various growth stages.

[0081] Specifically, the copper aspartate complex and the feed composition thereof are used to prepare poultry feed, and the poultry include but are not limited to chickens, ducks, geese, pigeons and the like at various growth stages.

[0082] In some embodiments, the feed prepared by comprising the copper aspartate complex and the feed composition thereof is a single feed, a concentrated feed, a compound feed, a compound premix or a concentrate supplement.

[0083] Specifically, the compound feed is a complete compound feed.

[0084] In some embodiments, the copper aspartate complex is added to the complete feed in an amount of 5 mg / kg to 300 mg / kg calculated as copper element.

[0085] Furthermore, when the complete feed is a complete feed for livestock, the added amount of the copper aspartate complex is 5 mg / kg to 250 mg / kg in terms of copper element.

[0086] Specifically, the livestock are pigs, cattle, sheep, horses, rabbits, and minks at various growth stages, preferably pigs.

[0087] Furthermore, the complete feed is a complete feed for poultry, and the added amount of the copper aspartate complex is 8 mg / kg to 200 mg / kg in terms of copper element.

[0088] Specifically, the poultry are chickens, ducks, geese, pigeons, etc. at various growth stages, preferably chickens and ducks.

[0089] The present invention also provides a method for improving animal production performance, comprising: feeding the animal with a feed containing the copper aspartate complex; or, adding the copper aspartate complex and its feed composition or feed additive to the animal's diet according to the corresponding animal growth requirement, and feeding the animal, wherein the amount of the copper aspartate complex, its feed composition or its additive used is 5 mg / kg to 300 mg / kg in terms of copper element.

[0090] Technical personnel with professional feeding knowledge (hereinafter referred to as "feeders") know from experience that a lack of copper in an animal's diet will delay the animal's growth and development, and timely copper supplementation is required to restore the animal's normal growth and development. Driven by the animal's demand for copper, feeders can freely select different copper sources to feed the animal, including the copper aspartate chelate provided by the present invention and a feeding composition, feed, or feed additive containing the copper aspartate complex. Feeders can also provide the animal with an animal food containing a sufficient amount of the copper aspartate complex according to the animal's nutritional requirement for copper at each growth stage.

[0091] In some breeding schemes, the animal food includes but is not limited to animal feed, feeding composition, basal diet, etc.

[0092] In some specific breeding examples, the animals are livestock at various growth stages, preferably pigs at various growth stages. When the animal food containing the copper aspartate complex containing a physiologically required amount of copper is given, the feed intake, average daily weight gain and feed conversion rate of the test pigs are improved compared with the test pigs in the copper sulfate breeding example, the aspartic acid breeding example or the control breeding example.

[0093] In other specific breeding examples, the animals are poultry at various growth stages, preferably chickens and ducks at various growth stages. When the animal food containing the copper aspartate complex containing a physiologically required amount of copper is given, the feed conversion rate of the test chickens or ducks is improved compared with the test chickens or ducks in the copper sulfate breeding example, the aspartic acid breeding example or the control breeding example, and when the test dosage of the copper aspartate complex reaches 100-300 mg / kg, the test chickens do not show animal poisoning similar to the high-dose copper sulfate breeding example.

[0094] It can be seen that the copper aspartate complex provided by the present invention can not only meet the growth needs of animals but also significantly improve the production performance of animals compared with inorganic copper sources in improving the growth performance of animals.

[0095] The embodiments of the present application will be described in detail below with reference to the examples, but it will be understood by those skilled in the art that the following examples are merely illustrative of the present application and should not be considered as limiting the scope of the present application. In the examples, if specific conditions are not specified, the conditions are carried out according to conventional conditions or manufacturer recommendations. The reagents or instruments used are not specified by the manufacturer and are conventional products that can be purchased commercially.

[0096] Example A Preparation of Copper Aspartate Complex

[0097]

[0098] Those skilled in the art will recognize that other methods for preparing the copper-L-aspartate complexes of the present application are considered to be within the scope of the present application. For example, the syntheses of the copper-L-aspartate complexes not exemplified herein can be successfully accomplished by those skilled in the art through modification of the methods, such as by utilizing other reagents or making some conventional changes to the reaction conditions.

[0099] At room temperature, 50 g of L-aspartic acid was added to a reaction flask containing 30.99 g of sodium hydroxide in 200 mL of water, stirred to dissolve and clarify, and cooled to room temperature. The prepared sodium L-aspartate aqueous solution was slowly added dropwise to a reaction flask containing 93.8 g of copper sulfate pentahydrate and 250 mL of water (a clear aqueous solution of copper sulfate pentahydrate). A blue solid was produced. After about 1.0 h, the addition of the sodium L-aspartate aqueous solution was completed. The reaction was stirred and continued for 4.0 h. The mixture was filtered, the filter cake was washed with 100 mL of water, and dried at 105 ° C for 16 h to obtain 84.6 g of the product as a blue solid with a yield of 94.9%.

[0100] Elemental analysis of the product: Cu 26.40%, C 20.89%, H 4.04%, N 6.07%.

[0101] Analysis of infrared diffraction spectrum test results: Figure 1 is the infrared diffraction spectrum test result of the product, and Figure 2 is the infrared diffraction spectrum test result of the mixture obtained by simply mixing the raw materials aspartic acid and copper sulfate pentahydrate required for the preparation of the product in the above preparation scheme according to the feed ratio. By comparing Figures 1 and 2, it can be seen that the number of characteristic absorption peaks in Figure 1 is significantly reduced, indicating that the symmetry is higher than that of aspartic acid, and the amino acid characteristic absorption peak 2083cm-1 in Figure 2 does not appear in the absorption peak of Figure 1; there is a strong and broad absorption peak at 2500cm-1-3400cm-1 in Figure 2, while there is a narrow absorption peak at 3100cm-1-3400cm-1 in Figure 1, indicating that there is no free -OH in the product; Figure 1 has characteristic peaks of carboxyl coordination near 1600cm-1 and 1400cm-1, indicating that the metal is coordinated with the carboxyl group.

[0102] The product obtained by the preparation scheme shown in this example was confirmed to have the structural formula of L-Aspartate copper complex of ([(Cu(II))(L-Asp)(H2O)2], compound 1).

[0103] In addition, in some batches, the product of the above preparation scheme was dried under reduced pressure at 60-140°C, and the obtained product was confirmed by structure determination technology, elemental analysis, infrared diffraction spectroscopy and thermogravimetric analysis technology to have the structural formula ([(Cu(II))(L-Asp)(H2O)2]·(H2O) 0.34 , compound 2, a blue solid containing a non-stoichiometric amount of water (2.74%) and ([(Cu(II))(L-Asp)(H2O)2]·(H2O) 0.62 , compound 3, a blue solid, containing 4.62% non-stoichiometric water). In addition, when the product was dried under reduced pressure at 150-209°C, the structural formula of the obtained product was confirmed by structure determination technology, elemental analysis, infrared diffraction spectroscopy and thermogravimetric analysis technology. ([(Cu(II))(L-Asp)], compound 4, off-white solid).

[0104] In addition, the inventors found that when L-aspartic acid in the above preparation scheme is replaced by a racemic mixture of aspartic acid or racemic aspartic acid, the products obtained in the following order are: ([(Cu(II))(DL-Asp)(H2O)2], compound 5, blue solid), ([(Cu(II))(DL-Asp)], compound 6, off-white solid), ([(Cu(II))(DL-Asp)(H2O)2]·(H2O) 0.16 , compound 7, a blue solid, containing non-stoichiometric water 1.23%).

[0105] Example B breeding test

[0106] Experiment on the Growth-Promoting Effect of B-1 Copper Aspartate Complex

[0107] ①Test materials

[0108] Experimental animals: 900 one-day-old Lingnan Huang Kuai broiler chickens; 150 weaned piglets;

[0109] Feed: Basic feed for chickens and pigs that does not contain any antibiotics, copper sources, or growth promoters;

[0110] Test samples: Compound 1, Compound 2, Compound 3, Compound 4, Compound 5, Compound 6, Compound 7, (Compound 8, prepared by the method provided in Chemical World, 2005, 02, 94-96), L-aspartic acid, copper sulfate pentahydrate.

[0111] ②Test method

[0112] a. Experiment on the growth promotion of Lingnan Huangkuai broiler chickens by copper aspartate complex

[0113] 900 one-day-old Lingnan Huangkuai large broiler chickens were randomly divided into 18 groups, with 50 chickens in each group. The control group only added 5 mg / kg of copper sulfate to the feed, while the other groups did not add any copper supplements to the feed. After adding different test samples as shown in Table 1, the chickens were fed ad libitum. The weight gain and feed conversion rate of the test chickens in each test group from 1 to 21 days old were recorded, and the growth-promoting effects of copper sulfate and copper aspartate complexes on broiler chickens were compared.

[0114] Table 1 Grouping of the growth promotion experiment of broiler chickens with copper aspartate complexes

[0115] Group Number of animals Average initial weight (g) Growth promoter concentration (mg / kg) *Control group 5050 Copper sulfate pentahydrate 5 Copper sulfate pentahydrate-1505050 Copper sulfate pentahydrate 150 Copper sulfate pentahydrate-1005050 Copper sulfate pentahydrate 100 Copper sulfate pentahydrate-505050 Copper sulfate pentahydrate 50 Compound 1-3005050 Compound 1300 Compound 1-2005050 Compound 1200

[0116] Compound 1-1005050 Compound 1100 Compound 1-505050 Compound 150 Compound 1-355050 Compound 135 Compound 1-55050 Compound 15 Compound 2-505050 Compound 250 Compound 3-505050 Compound 350 Compound 4-505050 Compound 450 Compound 5-505050 Compound 550 Compound 6-505050 Compound 650 Compound 7-505050 Compound 750 Compound 8-505050 Compound 850 L-aspartic acid 5050 L-aspartic acid 105

[0117] *: The dosage of different growth promoters is calculated based on the copper ion in the compound. The dosage of L-aspartic acid group is the same as the molar mass of L-aspartic acid contained in the dosage of compound 1-50 group.

[0118] b. Growth promotion test of copper aspartate complex on pigs

[0119] 150 weaned piglets were divided into groups as shown in Table 2, with 10 pigs in each group. The control group only added copper sulfate at the physiologically recommended amount of 8 mg / kg to the feed, while the other groups did not add any copper supplements to the feed. After adding different test samples as shown in Table 2, the pigs were fed ad libitum. The weight gain and feed conversion of the test pigs in each test group were recorded 30 days after weaning, and the growth-promoting effects of copper sulfate and copper aspartate complexes on pigs were compared.

[0120] Table 2 Grouping of the growth promotion experiment of copper aspartate complexes on pigs

[0121] Group Number of animals Average initial weight (kg) Growth promoter concentration (mg / kg) * No growth promoter Control group 108.36 Copper sulfate pentahydrate 8 Copper sulfate pentahydrate-250 108.31 Copper sulfate pentahydrate 250 Compound 1-150 108.42 Compound 1150 Compound 1-100 108.38 Compound 1100 Compound 1-50 108.25 Compound 150 Compound 1-35 108.31 Compound 135 Compound 1-8 108.44 Compound 18 Compound 2-50 108.35 Compound 250

[0122] Compound 3-50108.32 Compound 350 Compound 4-50108.40 Compound 450 Compound 5-50108.51 Compound 550 Compound 6-50108.37 Compound 650 Compound 7-50108.44 Compound 750 Compound 8-50108.29 Compound 850 L-aspartic acid 108.43 L-aspartic acid 104

[0123] *: The dosage of different growth promoters is calculated based on the copper ion in the compound; the dosage of L-aspartic acid group is the same molar mass of L-aspartic acid contained in the dosage of compound 1-50 group.

[0124] ③Test results

[0125] a. Experiment on the growth promotion of Lingnan Huangkuai broiler chickens by copper aspartate complex

[0126] During a feeding trial with Lingnan Huang Kuai broiler chickens, the birds in the copper sulfate groups (150mg / kg and 100mg / kg) showed symptoms of poisoning, such as ruffled feathers and dry skin, during the second week of the trial. A small number of birds died before the end of the trial, indicating that long-term use of a 100mg / kg copper sulfate feed has toxic side effects on broilers. The group receiving 50mg / kg copper sulfate showed no clinically observable symptoms of poisoning, but their relative weight gain during the trial was 98.9%, similar to that of the untreated control group. However, their feed conversion rate was 0.048 higher than that of the control group, indicating no improvement in feed conversion efficiency. The experimental groups of Compounds 1, 2, 3, 4, 5, 6, and 7 generally demonstrated a positive growth-promoting effect, with normal external appearance of the test chickens. Relative weight gain increased by 4.9%-19.6%, while feed conversion decreased by 2.95%-6.34%. The experimental groups receiving 50-100 mg / kg of Compound 1 exhibited a dose-response effect. The relative weight gain of the Compound 4 group increased by 7.2%, while feed conversion decreased by 3.23%. The L-aspartic acid group saw a 4.2% increase in relative weight gain, while feed conversion decreased by 0.32%. These results suggest that copper aspartate complexes have a good safety profile and growth-promoting effects, but copper aspartate complexes of different structures exhibited different effects on animal growth performance at the same dosage (see Table 3 for details).

[0127] Table 3 Results of the growth promotion test of copper aspartate complexes on broiler chickens

[0128]

[0129]

[0130] b. Growth promotion test of copper aspartate complex on pigs

[0131] During the pig feeding experiment, the high-dose copper sulfate pentahydrate group (250 mg / kg) had a significant growth-promoting effect. The average weight gain during the trial period increased by 12.66% compared to the non-dosing control group, and the feed conversion rate decreased by 7.8%. Compounds 1, 2, 3, 4, 5, 6, 7, and 8 were used in this experiment. The first seven compounds all had a growth-promoting effect on the experimental pigs. However, at the same dose, Compounds 1, 2, and 3 improved the feed conversion rate of the experimental pigs by about twice that of Compound 4. Moreover, at similar feed conversion rates, the dosages of Compounds 1, 2, and 3 were lower than that of Compound 4. At this dosage, the production performance of the experimental pigs of Compound 8 was basically similar to that of the control group. In addition, Compound 1 showed a dose-response effect in improving the production performance of the experimental pigs. At a dosage of 50 mg / kg, the growth-promoting effect and feed conversion rate were similar to those of the high-dose copper sulfate group (Table 4). The results suggest that 50 mg / kg of Compound 1 can replace high-dose copper sulfate in pig farming.

[0132] Table 4 Results of the growth promotion test of copper aspartate complexes on pigs

[0133]

[0134]

[0135] Application of B-2 copper aspartate complex in aquatic feed

[0136] (1) Test materials

[0137] Fish used in the experiment: The fish used in the experiment were black carp, which were of the same year and provided by Dafeng Fish Farm in Huizhou City, Guangdong Province. Healthy and lively black carp with the same size were kept in large cages (4×2×1.5m 3 ) were raised for 4 weeks before being used in formal breeding experiments. The experimental system was a small floating cage (specifications 1.1×1.1×1.1m 3 Each small cage is equipped with an air inflator head and is inflated 24 hours a day. The small cages and temporary cages are placed in a 3500m 2 In a well-aerated pond approximately 1.5 meters deep, 480 black carp, starved for one day, were randomly divided into 10 groups, each with four replicates and 12 fish per replicate. After weighing, the fish were randomly placed into 28 cages and fed different experimental diets.

[0138] Experimental feed: The experimental feed was prepared according to the formula in Table 5. Different copper supplements (calculated as copper ions) were added to the different experimental groups according to Table 6. The feed ingredients were ultrafinely ground and then processed through a Jiangsu Muyang extruder to produce a 3mm floating extruded feed. The extrusion temperature was 130°C. 3% soybean oil was sprayed on the feed using an oil sprayer. The feed was then sealed and stored in a cool, dry place until ready for use.

[0139] Table 5: Formula and chemical composition of the experimental black carp feed (% wt.)

[0140] Raw material composition content (%) Raw material composition content (%) Fish meal 9.0 Soybean oil 3.0 Casing powder 3.0 Lecithin Rapeseed meal 9.0

[0141] Soybean meal 12.0g, gluten 4.0g, rapeseed meal 12.0g, blood cell powder 2.0g, monosodium glutamate 3.0g, vitamin C phosphate 0.1g, gluten powder 12.6g, monocalcium phosphate 1.8g, flour 17.0g, choline chloride 0.2g, bentonite 0.7g, multivitamins 0.1g, rice bran 10.0g, micro-mineral premix 0.5g

[0142] (2) Test method

[0143] Experimental management: The experiment adopted artificial food restriction feeding, and the feeding amount was adjusted once a week. The feeding level of each group (based on initial body weight) was exactly the same. Feeding was done twice a day (7:30 and 15:00) for 8 weeks. The water quality was monitored regularly during the experiment. The water temperature was 26.88±3.08℃ and DO>5.0mg OL -1 , pH 7.8, ammonia nitrogen <0.50mg NL -1 、Nitrite nitrogen <0.05mg NL -1 .

[0144] Parameter statistics: During the experiment, after stopping feeding for one day, the fish in each cage were weighed as a whole, and their average weight gain (g) and feed-to-meat ratio were calculated. The calculation formula is as follows:

[0145] Average weight gain (g) = average final weight - average initial weight;

[0146] Feed to meat ratio = feed intake / fish weight gain;

[0147] (3) Test results

[0148] The results of the fish growth promotion test using copper aspartate complexes are shown in Table 6. The results show that the copper aspartate complexes provided by the present invention can significantly increase the daily weight gain of the test fish within the limited range of the animal's physiological requirements, improve the feed-to-meat ratio, and have a superior effect on improving the production performance of farmed fish compared to an equal dose of copper sulfate.

[0149] Table 6 Application effect of copper aspartate complex in aquatic feed

[0150]

[0151]

Claims

1. A copper(II) aspartate complex with the chemical structure [(Cu(II))(Asp)(H 2 O) m ·(H 2 O) n ​ Among them, Asp is L-Asp or DL-Asp, m is any integer from 0 to 10, and n is any value from 0 to 10.

2. The copper aspartate complex according to claim 1, characterized in that m is 2, and n is any value from 0 to 0.

62.

3. The copper aspartate complex according to claim 1, characterized in that the copper aspartate complex is any one of the following structures:

4. Use of the copper aspartate complex according to any one of claims 1-3 in the preparation of an animal feed additive.

5. The use according to claim 4, characterized in that the animal feed additive is a feed additive suitable for livestock, poultry, aquatic animals or pets at various growth stages.

6. The use according to claim 4, characterized in that the addition amount of the copper aspartate complex in the animal feed is 5 mg / kg to 300 mg / kg in terms of copper element.

7. The use according to claim 6, characterized in that the copper aspartate complex is a copper element supplement, and the addition amount in the animal feed is 5 mg / kg - 35 mg / kg in terms of copper element.

8. The use according to claim 5, characterized in that the copper aspartate complex is an animal growth promoter.

9. The use according to claim 8, characterized in that the addition amount of the copper aspartate complex in the animal feed is 5 mg / kg to 250 mg / kg in terms of copper element, and the animal is pigs, chickens or ducks at various growth stages.

10. A feed composition, characterized in that it contains at least one of the copper aspartate complexes according to any one of claims 1-3 and at least one of pharmaceutically, food or feed acceptable carriers, excipients, diluents, solvents.

11. The feed composition according to claim 10, characterized in that it further includes additional animal feed additives.

12. The feed composition according to claim 10 or 11, characterized in that it further includes feed raw materials.

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