Copper aspartate complex and its applications

Abstract

A copper aspartate complex, which is used in or comprises a feed composition of said copper aspartate complex. The chemical structure of said copper aspartate complex is [(Cu(II))(Asp)(HO) m ]·(H2O) n where Asp is L-Asp or DL-Asp, m is any integer from 0 to 10, and n is any value from 0 to 10. When the aspartic acid copper complex is applied to farmed animals, it can promote the growth of livestock and poultry at each stage of the growth cycle only in an amount physiologically required based on copper element, and when used in a high dose, the growth of the animals is normal, thus overcoming the problem of excessive use of high doses of inorganic copper in farming, which causes harm to animals.

Description

[Technical field]

[0001] The present application relates to the field of animal feed additives, specifically to copper aspartate complexes and their application in the manufacture of animal feed additives. [Background technology]

[0002] Copper is one of the essential trace elements for animals, and is the important center and active center of several enzymes in the animal body, as well as a cofactor of various oxidative enzymes and a component of V and MT of coagulation factors. It maintains normal hematopoietic function, normal structure of bones, blood vessels and skin, health of the central nervous system, protects normal pigmentation and structure of hair, and protects living cells from toxicity caused by superoxide ions. In 1984, K. Kaemmerer reported that copper deficiency significantly retards the growth of animals, and that resupplying copper can rapidly restore the growth of animals. The nutritional requirement for copper in animals is 5mg / kg-8mg / kg.

[0003] Since 1945, when it was discovered through research that high copper can significantly improve the growth rate of pigs, high copper farming materials of 200mg / kg to 250mg / kg have been used in the cultivation of young piglets to improve their growth rate and shorten the cultivation cycle. The availability of inorganic copper is related to its solubility, and those with high solubility are more available than those with low solubility. Among inorganic copper, copper sulfate has the highest effect, and there is almost no difference in the effect between organic copper and chelated copper. Therefore, inorganic copper, especially copper sulfate, is the main source of high copper in piglet feed due to its cost advantage. However, high copper has an effect similar to that of antibiotics and shows a remarkable growth promotion effect on piglets raised in a conventional manner, but has no growth promotion effect on pigs raised under germ-free conditions, and tends to reduce their growth. Due to the water solubility of the inorganic copper source itself or its ability to be rapidly decomposed by gastric acid in the pig's stomach, a large amount of free copper ions are rapidly released and absorbed in the stomach, causing a toxic reaction beyond the physiological limit of the animal. A large amount of copper ions released into the stomach acid are absorbed in the presence of nutrient acid or fiber in the ration, so that only a small amount of copper ions can reach the middle and rear part of the small intestine to play an antibacterial role or be absorbed into the small intestine to enter the body and exert its biological effect, so that a high concentration of copper ions needs to be added to the feed to achieve the antibacterial and growth promoting effects. Copper beyond the physiological limit will cause many side effects, such as high copper will damage the organs of the body, residues in the organs exceeding the standard value will affect food safety, interfere with the absorption of other nutritional components, and unused copper will pollute the environment through feces.

[0004] Copper sources consumed by animals are generally divided into two types: type 1, inorganic copper such as copper sulfate, copper chloride, copper oxide, copper acetate, copper carbonate and copper sulfide; type 2, chelated compounds or organo-inorganic copper complexes such as copper caseinate, copper milk protein, copper soy protein, copper methionine, copper stearate, copper lysine hydrochloride. Furthermore, the prior art has shown that the effect of high doses of inorganic or organic copper on the productivity of monogastric animals or birds tends to decrease gradually with increasing age.

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

[0006] In view of this, the present application has been filed. Summary of the Invention

[0007] Objectives of the present application include providing copper aspartate complexes that are safe and have an improving effect on productivity over the course of animal growth.

[0008] The object of the present application further includes providing a feed composition comprising an aspartic acid copper complex that is safe and has an improving effect on productivity throughout the animal's growth period.

[0009] The object of the present application further includes providing the application of said aspartic acid copper complex and its feed composition in the manufacture of animal feed additives.

[0010] The object of the present application further includes providing the application of said copper aspartate complex and its feed composition in the manufacture of animal feed.

[0011] An object of the present application further includes providing a method for improving animal productivity.

[0012] In order to achieve at least one of the objectives of this application, the specific technical solutions are as follows: In one aspect, the present application provides a compound having the chemical structure [(Cu(II))(Asp)(HO) 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.

[0013] In one technical solution, the chemical structure of the aspartic acid copper complex is [(Cu(II))(Asp)(HO) m ]·(H2O) nwhere Asp is L-Asp or DL-Asp, and n is an arbitrary value from 0 to 0.62.

[0014] In some embodiments, the chemical structure of the aspartic acid copper complex is one of the following:

[0015] [ka]

[0016] In another aspect, the present application further provides a feed composition, the composition comprising at least one of the copper aspartate complexes according to the present invention and at least one of the feed, pharmaceutical or food acceptable supplementary ingredients.

[0017] In some technical solutions, the feed composition further comprises an additional animal feed additive.

[0018] The additional animal feed additives include nutritional feed additives, non-nutritive feed additives, and medicinal feed additives.

[0019] In some other technical solutions, the feed composition further comprises a feed ingredient.

[0020] In another aspect, the present application provides a compound having the chemical structure [(Cu(II))(Asp)(HO) m ]·(H2O) n The present invention further provides the application of the copper aspartate complex and its feed composition in the manufacture of animal feed additives.

[0021] In some technical solutions, the animals are livestock, poultry, aquatic animals or pets at any stage of development.

[0022] In another aspect, the present application provides a compound having the chemical structure [(Cu(II))(Asp)(HO) m ]·(H2O) n The present invention further provides the application of the copper aspartate complex and its feed composition in the manufacture of animal feed.

[0023] In some technical solutions, the animals are livestock, poultry, aquatic animals or pets at any stage of development.

[0024] In another aspect, the present application further provides a method for improving animal productivity, comprising the step of: m ]·(H2O) n or feeding the animal with a feed containing an aspartic acid copper complex having the chemical structure [(Cu(II))(Asp)(HO) m ]·(H2O) n or the copper aspartate complex, which has the chemical structure [(Cu(II))(Asp)(HO) m ]·(H2O) n The method includes adding the feed composition or feed additive, which is a copper aspartate complex, to animal rations according to the growth requirement of the animal, and feeding the animal to the animal, wherein the amount of the copper aspartate complex, or the feed composition or animal feed additive used is 5 mg / kg to 300 mg / kg based on the weight of the animal ration, based on copper element.

[0025] Compared with the prior art, the beneficial effects of the present application include: According to the findings of the present invention, the chemical structure is [(Cu(II))(Asp)(HO) m ]·(H2O) n When the aspartic acid copper complex is applied to farmed animals, it can promote the growth of livestock and poultry at each stage of the growth cycle only when used in an amount physiologically required based on copper element, and when used in a high dose, the growth of the animals is normal, thus overcoming the problem of excessive use of inorganic copper in aquaculture at a high dose, which causes harm to animals.

[0026] Any one embodiment of any one aspect of the present application may be combined with any other embodiment, provided that no inconsistency arises, and any one technical feature of any one embodiment of any one aspect of the present application may be applied to the same technical feature of any other embodiment, provided that no inconsistency arises. [Brief description of the drawings]

[0027] [Figure 1] FIG. 2 is an infrared diffraction pattern of the copper aspartate complex, whose chemical formula is [Cu(L-Asp)(H2O)2]. [Diagram 2] 1 is an infrared diffraction pattern of a raw material mixture for the production of copper aspartate complex, whose chemical formula is [Cu(L-Asp)(H2O)2]. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0028] The above is merely a general outline of certain aspects of the present application, but is not intended to be limiting. These and other aspects are more particularly and completely described below.

[0029] Hereinafter, some embodiments of the present application will be described in detail, examples of which are illustrated by the accompanying structural and chemical formulae. The present application is intended to embrace all alternatives, modifications and equivalent technical solutions, all of which are included within the scope of the present application as defined in the claims. It should be noted that some technical features of the present application are described separately in multiple independent embodiments for clarity, but may also be provided in a combination form in a single example or in any suitable sub-combination form.

[0030] The present invention relates to a compound having the chemical structure [(Cu(II))(Asp)(HO) 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.

[0031] The "complex" according to the present invention is a complex in which one copper ion of a certain soluble copper salt is converted into an aspartic acid ion (the chemical structure of which is - OOC-CH2-CH(NH2)-COO -and abbreviated as "Asp" in the present invention) and water molecules, and is formed by binding with them in a certain chemical molar equivalent and / or non-chemical equivalent through covalent bonds and / or non-covalent intermolecular forces due to external and internal conditions.

[0032] As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items.

[0033] Aspartic acid, also known as aspartate, has the chemical name aminosuccinic acid, the English name aspartic acid, and the chemical structure HOOC-CH2-CH(NH2)-COOH. Aspartic acid has an asymmetric carbon atom ("- * CH(NH2)-), which has optical rotation and can be classified into L-type ( [ka] , Formula I) and Type D ( [ka] The racemic mixture of aspartic acid, which is composed of equal amounts of D- and L-aspartic acid and has no optical rotation, is the DL-form ( [ka] , Formula III), which may be a racemic mixture of aspartic acid or racemic aspartic acid. The racemic mixture of aspartic acid is a crystalline mixture of equal amounts of D- and L-aspartic acid, and the racemic aspartic acid is a compound formed by alternating D- and L-forms in a crystal lattice.

[0034] The aspartic acid copper complex is prepared according to the following regime: In one preparation regimen, 1 chemical molar equivalent of aspartic acid is added to an aqueous solution containing 2 chemical molar equivalents of sodium hydroxide (15% by weight) at room temperature, and stirred until transparent; the reaction solution is cooled to room temperature, and then slowly dripped into an aqueous solution containing 1 chemical molar equivalent of copper sulfate pentahydrate (40% by weight); after the dripping is completed, the stirring reaction is continued to produce a blue solid. The reaction solution is filtered, and the filter cake is washed with water, and then heated and dried to obtain a solid product.

[0035] In one embodiment, the sodium hydroxide may be replaced with an equimolar amount of potassium hydroxide.

[0036] In one embodiment, the copper sulfate pentahydrate may be replaced with an equimolar amount of copper chloride and its hydrates, copper bromide and its hydrates, copper nitrate and its hydrates, and the like.

[0037] The complex according to the present invention is a copper aspartate (Cu:Asp=1:1) hydrate, and the inventors have confirmed through structure identification techniques that m water molecules among the water contained in the complex form a stable crystal structure with one copper ion and one Asp as a complete constituent part of the crystal structure, and further that n water molecules are bound to the crystal structure in a non-stoichiometric manner.

[0038] Furthermore, the stirring reaction time is 0 to 4 hours, and the stirring is performed at a low speed, a medium speed, or a high speed, and the solid product [(Cu(II))(Asp)(HO) m In ]·n(H2O), m is any integer from 0 to 10, and n is any value from 0 to 10.

[0039] In some embodiments, m is any integer from 0 to 2.

[0040] In some embodiments, the heat 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)(HO) m ]·(H2O) nis an aspartic acid copper complex, in which n is any value selected from 0 to 1.

[0041] In some embodiments, the heat 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)(HO) m ]·(H2O) n is an aspartic acid copper complex, where m and n are independently 0.

[0042] In some embodiments, the 1 molar equivalent of aspartic acid is L-aspartic acid and the product is [(Cu(II))(L-Asp)(HO) m ]·(H2O) n It is.

[0043] In some embodiments, the 1 molar equivalent of aspartic acid is DL-aspartic acid and the product is [(Cu(II))(DL-Asp)(HO) m ]·(H2O) n It is.

[0044] In some embodiments, the structure of the aspartic acid copper complex is one of the following:

[0045] [ka]

[0046] The present invention provides a feed composition comprising at least one of the above-mentioned aspartic acid copper complexes and at least one of supplementary ingredients acceptable for feed, pharmaceuticals, or foods.

[0047] A "composition" according to the present invention refers to a group of compounds that includes one or more active ingredients that make up the compound.

[0048] The term "comprises" as used herein is an open expression, including the contents explicitly implied by the present invention, but does not exclude the contents of other aspects.

[0049] The term "feed, pharmaceutical or food acceptable" according to the present invention means that the substance or composition must be chemically or toxicologically suitable and relevant to the composition of a feed, drug, food or farmed animal for consumption.

[0050] Optionally, the auxiliary ingredients include carriers, diluents, excipients, solvents or combinations thereof commonly used in the feed, pharmaceutical or food industry.

[0051] The "carrier" of the present invention refers to a supplyable material that can carry active ingredients and improve their dispersibility, and has good chemical stability and adsorption properties, and can be divided into organic carriers and inorganic carriers.The organic carrier is generally a material that contains a lot of crude fiber, including but not limited to corn flour, corn cob powder, wheat bran, rice husk powder, defatted rice bran, rice bran, corn stalk powder, peanut shell powder, etc.The inorganic carrier is generally a mineral, mainly divided into calcium salts and silicon oxides, and used in the preparation of trace element premixes, including but not limited to calcium carbonate, silicate, vermiculite, zeolite, sepiostone, etc.

[0052] The "diluent" of the present invention refers to a substance that can distribute additive raw materials evenly in the material, dilute high-concentration additive raw materials into low-concentration premixes or premixes, separate minor components from each other, reduce the interaction between active ingredients, and improve the stability of active ingredients without affecting the physical and chemical properties of related substances. The types of diluents are divided into organic diluents and inorganic diluents, and common organic diluents include, but are not limited to, corn flour, degerminated corn flour, dextrose (glucose), sucrose, bran-containing semolina, fried soybean flour, wheat middlings, corn gluten meal, etc., and common inorganic diluents include, but are not limited to, limestone, calcium dihydrogen phosphate, shell powder, kaolin (white clay), salt, and sodium sulfate.

[0053] The excipients are wetting agents that induce viscosity specific to the substance itself, adhesives that adhere the substance, disintegrants that break down the entire sheet-like substance into many fine particles, retention aids that reduce interparticle friction, or anti-adhesion agents that prevent the adhesion of materials, and include, but are not limited to, magnesium stearate, talc, vegetable oil, magnesium lauryl sulfate, starch, starch slurry, water, inorganic salts, dextrin, powdered sugar, etc.

[0054] "Solvent" according to the present invention refers to a solvent necessary for dissolving or dispersing a solid, including, but not limited to, water, ethanol, glycerin, and the like.

[0055] In some embodiments, the feed composition further comprises an additional animal feed additive.

[0056] The additional animal feed additive is a nutritional feed additive, a general feed additive or a medicinal feed additive.

[0057] The nutritional feed additives refer to small or trace amounts of substances that are added to compound feed to balance feed nutrients, improve feed utilization rate, and directly exert nutritional effects on animals, and are, for example, amino acids, amino acid salts and their analogs, vitamins and retinoid vitamins, mineral elements and their complexes (chelates), microbial enzyme preparations, or non-protein nitrogen.

[0058] The common feed additives, also called non-nutritional additives, refer to some non-nutritional substances that are added to feed to improve the utilization rate of feed and ensure the quality and quality of feed, and are beneficial to the health or metabolism of animals, including growth promoters, pest repellents, flavorings and attractants, feed conditioners, feed compounding agents, feed preservatives, and Chinese herbal medicine additives.

[0059] Specifically, the medicinal feed additives include, but are not limited to, veterinary pharmaceutical premix materials that have the effects of preventing animal diseases and promoting animal growth, and can be added to feed for a long period of time to incorporate carriers or diluents.

[0060] In some embodiments, the feed composition may comprise a feed ingredient, which is not a feed additive and is selected from feed substances such as animals, plants, microorganisms or minerals that can be used in processing and manufacturing feed.

[0061] The animal feed ingredients are equivalent to ingredients acceptable for feed, and specifically include feed substances such as grains and processed products thereof, oilseeds and processed products thereof, legume crop seeds and processed products thereof, tubers, tuberous roots and processed products thereof, other seeds, fruit products and processed products thereof, feed, roughage and processed products thereof, other plants, algae and processed products thereof, dairy products and by-products thereof, terrestrial animal products and by-products thereof, fish, other aquatic organisms and by-products thereof, minerals, microbial fermentation products and by-products thereof, and other feed ingredients.

[0062] In some embodiments, the feed composition is an additive premix feed, a concentrated feed, a compound feed or a concentrated supplemental feed.

[0063] The feed additive premix feed refers to a homogeneous mixture prepared in a certain ratio with any two or more of mineral trace elements, vitamins, microorganisms, and amino acids as the main components of nutritional feed additives, and the aspartic acid copper complex according to the present invention or other feed additives, carriers, and / or diluents, where the content of the nutritional feed additives can meet the basic nutritional needs of animals when it is suitable for a specific physiological stage, and the amount of the aspartic acid copper complex added to the compound feed, concentrated supplementary feed, or animal drinking water is 5 mg / kg to 300 mg / kg based on copper element.

[0064] The concentrated feed mainly refers to a feed prepared by mixing proteins, minerals, and feed additives in a certain ratio.

[0065] The compound feed refers to a feed prepared by mixing multiple feed ingredients and feed additives in a certain ratio according to the nutritional needs of farmed animals.

[0066] The concentrated supplemental feed refers to a feed prepared by mixing a plurality of feed ingredients and feed additives in a certain ratio in order to supplement the nutrition of herbivorous animals.

[0067] The present invention further provides the application of the aspartic acid copper complex and its feed composition in the manufacture of animal feed additives.

[0068] In some embodiments, the copper aspartate complex and the feed composition thereof are used in the manufacture of an animal feed additive, and the animal feed additive is a livestock feed additive, a poultry feed additive, an aquaculture animal feed additive, or a pet feed additive.

[0069] The term "animal" in the present invention refers to humans or farmed animals that cannot synthesize organic matter from inorganic matter and that use organic matter as food to carry out vital activities such as eating, digestion, absorption, breathing, circulation, excretion, sensation, movement and reproduction.

[0070] Optionally, the farmed animals include poultry, livestock, aquatic animals, and other animals legally captured by artificial breeding, including pets. Specifically, the poultry of the present invention is food animals such as chickens, ducks, geese, pigeons, quails, or turkeys at any stage of growth, the livestock of the present invention is food animals such as pigs, cows, sheep, domestic rabbits, and horses at any stage of growth, the aquaculture animals of the present invention are fish, shrimp, loaches, crabs, or eels at any stage of growth, and the pets of the present invention include, but are not limited to, cats, dogs, rabbits, and the like.

[0071] Specifically, the aspartic acid copper complex and its feed composition are used to produce livestock feed additives, and the livestock include, but are not limited to, pigs, cows, sheep, horses, rabbits, martens, etc. at various growth stages.

[0072] Specifically, the copper aspartate complex and its feed composition are used to prepare a poultry feed additive, and the poultry includes, but is not limited to, chickens, ducks, geese, pigeons, etc. at various growth stages.

[0073] In some embodiments, the animal feed additive made with the copper aspartate complex and the feed composition thereof is a premix, a complex premix, a solution, or a granule.

[0074] The present invention further provides the application of the aspartic acid copper complex and its feed composition in the preparation of animal feed, wherein the animal feed is livestock feed, poultry feed, aquaculture animal feed or pet feed.

[0075] Specifically, the aspartic acid copper complex and its feed composition are applied to produce livestock feed, and the livestock include, but are not limited to, pigs, cows, sheep, horses, rabbits, martens, etc. at various growth stages.

[0076] Specifically, the aspartic acid copper complex and its feed composition are used to prepare poultry feed, and the poultry includes, but is not limited to, chickens, ducks, geese, pigeons, etc. at various growth stages.

[0077] In some embodiments, the feed prepared with the copper aspartate complex and the feed composition thereof is a simple feed, a concentrated feed, a compound feed, a complex premix feed, or a concentrated supplemental feed.

[0078] In particular, said compound feed is a complete compound feed.

[0079] In some embodiments, the amount of the aspartic acid copper complex added in the complete compound feed is 5 mg / kg to 300 mg / kg based on elemental copper.

[0080] Furthermore, when the complete compound feed is a complete compound feed for livestock, the amount of the aspartic acid copper complex added is 5 mg / kg to 250 mg / kg based on elemental copper.

[0081] Specifically, the livestock are pigs at various stages of growth, cows, sheep, horses, rabbits, and martens, and preferably pigs.

[0082] Furthermore, the complete compound feed is a complete compound feed for poultry, and the amount of the aspartic acid copper complex added is 8 mg / kg-200 mg / kg based on elemental copper.

[0083] Specifically, the poultry includes chickens, ducks, geese, pigeons, etc. at various stages of development, and preferably chickens and ducks.

[0084] The present invention further provides a method for improving animal productivity, comprising feeding an animal with a feed containing the aspartic acid copper complex, or adding the aspartic acid copper complex and its feed composition or feed additive to an animal's ration according to the corresponding animal's growth requirement, and feeding the animal, wherein the amount of the aspartic acid copper complex, or the feed composition or feed additive is 5 mg / kg to 300 mg / kg based on elemental copper.

[0085] Technicians with professional breeding knowledge (abbreviated as "breeder") know from experience that if copper element is insufficient in animal food, it will retard the growth and development of the animal, and unless the supply of copper element is timely supplemented, the normal growth and development of the animal cannot be restored. Under the drive of the animal to copper element, the breeder can freely select different copper sources to feed the animal, and the copper sources include the aspartic acid copper chelate of the present invention and the feed composition, feed or feed additive containing the aspartic acid copper complex, and the breeder provides the animal with animal feed containing the aspartic acid copper complex in a sufficient amount according to the nutritional demand of the animal for copper element at each growth stage.

[0086] In some farming scenarios, the animal feed includes, but is not limited to, animal feed, feed composition, basal rations, and the like.

[0087] In some specific farming examples, the animals are livestock at various stages of growth, preferably pigs at various stages of growth, and when the animals are fed animal feed containing the aspartic acid copper complex, which contains a physiologically necessary amount of copper element, improved effects were observed in the feed intake, average daily weight gain, and feed profitability of the test pigs compared to test pigs in copper sulfate farming examples, aspartic acid farming examples, or control farming examples where no aspartic acid was fed.

[0088] In some other specific farming examples, the animals are poultry at various stages of growth, preferably chickens and ducks at various stages of growth. When the animals are fed with animal feed containing the aspartic acid copper complex, which contains a physiologically necessary amount of copper element, the feed profit of the test chickens or ducks is improved compared with the test chickens or ducks of the copper sulfate farming example, the aspartic acid farming example or the control farming example. Furthermore, when the test dose of the aspartic acid copper complex reaches 100-300 mg / kg, the test chickens do not show animal poisoning phenomenon similar to that of the high-dose copper sulfate farming example.

[0089] Therefore, compared with inorganic copper sources, the aspartic acid copper complex of the present invention can not only meet the growth demand of animals in terms of improving the growth performance of animals, but also significantly improve the productivity of animals.

[0090] The embodiments of the present application are described in detail below in conjunction with examples, but those skilled in the art should understand that the following examples are only used to illustrate the present application and should not be considered to limit the scope of the present application. If no specific conditions are specified in the examples, they are carried out according to conventional conditions or conditions suggested by the manufacturer. If no manufacturer is specified for the reagents or equipment used, they are all common products that can be purchased commercially.

[0091] Example A Preparation of Aspartic Acid Copper Complex [ka] Those skilled in the art will recognize that any other method for producing the L-aspartic acid copper complexes of the present application is considered to be within the scope of the present application. For example, the synthesis of those non-exemplary L-aspartic acid copper complexes according to the present application may be successfully achieved by those skilled in the art through modified methods, such as utilizing other reagents or making some common modifications to the reaction conditions.

[0092] At room temperature, 50g L-aspartic acid was added to a reaction flask of 200mL water containing 30.99g sodium hydroxide, stirred and dissolved until transparent, cooled to room temperature, and the prepared sodium L-aspartate aqueous solution was slowly added dropwise to a reaction flask containing 93.8g copper sulfate pentahydrate and 250mL water (clarified aqueous solution of copper sulfate pentahydrate), and a blue solid was formed. After about 1.0h, the addition of sodium L-aspartate aqueous solution was completed, and the stirring reaction was continued for 4.0h, filtered, the filter cake was washed with 100mL water, and dried at 105℃ for 16h to obtain 84.6g product, which was a blue solid, and the yield was 94.9%.

[0093] Elemental analysis of the product: Cu 26.40%, C 20.89%, H 4.04%, N 6.07%.

[0094] Analysis of infrared diffraction spectroscopy detection results: Figure 1 shows the infrared diffraction spectroscopy detection results of the product, and Figure 2 shows the infrared diffraction spectroscopy detection results of the mixture obtained by simply mixing aspartic acid and copper sulfate pentahydrate, which are the raw materials required for the production of the product in the above production regimen, according to the input ratio. Comparing Figure 1 and Figure 2, the number of characteristic absorption peaks in Figure 1 is obviously reduced, indicating that the symmetry is higher than that of aspartic acid, and the absorption peaks in Figure 1 do not show the characteristic absorption peak of amino acid in Figure 2 at 2083 cm-1; in Figure 2, there is a strong and broad absorption peak at 2500 cm-1 to 3400 cm-1, while in Figure 1, there is a narrow absorption peak at 3100 cm-1 to 3400 cm-1, indicating that there is no free -OH in the product; in Figure 1, there are characteristic peaks of the coordination of the carboxyl group at around 1600 cm-1 and 1400 cm-1, indicating that the metal is coordinated to the carboxyl group.

[0095] By structural determination techniques, elemental analysis, and infrared diffraction spectroscopy, the product obtained by the preparation regimen shown in this example corresponds to the structural formula [ka] It was proven that the compound was L-aspartic acid copper complex represented by compound 1).

[0096] In addition, in some lots, the product in the above manufacturing regimen was dried under reduced pressure at 60 to 140°C, and the structural formula of the obtained product was confirmed by structure determination techniques, elemental analysis, infrared diffraction spectroscopy and thermogravimetric analysis. [ka] , Compound 2, a blue solid containing 2.74% non-stoichiometric water) and [ka] It was also proven that the product was a blue solid with a non-stoichiometric water content of 4.62%. The product was dried under reduced pressure at 150-209°C, and the structural formula of the product was determined by structure determination techniques, elemental analysis, infrared diffraction spectroscopy and thermogravimetric analysis. [ka] , compound 4, an off-white solid).

[0097] In addition, the inventors have replaced L-aspartic acid in the above manufacturing regimen with a racemic mixture of aspartic acid or racemic aspartic acid, and have produced Compound 1, Compound 4, and Compound 2 in the order listed. [ka] , Compound 5, a blue solid), [ka] , compound 6, off-white solid), [ka] , the product, compound 7, a blue solid, containing 1.23% non-stoichiometric water, can be obtained.

[0098] Example B Aquaculture test B-1 Growth promoting effect test of aspartic acid copper complex (1) Test materials Test animals: 900 one-day-old Lingnan Yellow broilers, 150 weaned piglets, Feed: Chicken basal feed and pig basal feed that do not contain any antibacterial agents, copper sources and growth promoters;

[0099] Test samples: Compound 1, Compound 2, Compound 3, Compound 4, Compound 5, Compound 6, Compound 7, [ka] (Compound 8, prepared using the method described in Chemistry World, 2005,02,94-96), L-aspartic acid, copper sulfate pentahydrate.

[0100] (2) Test method a. Growth promotion test of Lingnan Yellow Broiler chickens using copper aspartate complex 900 one-day-old Lingnan yellow broilers were randomly divided into 18 groups, 50 chickens in each group. In the control group, only the physiologically recommended amount of 5 mg / kg copper sulfate was added to the feed. In the other groups, no type of copper element supplement was added to the feed. After adding different test samples as shown in Table 1, the chickens were allowed to eat freely. The weight gain and feed income of the test chickens aged 1 to 21 days in each test group were statistically calculated, and the growth promotion effects of copper sulfate and copper aspartate complex on meat chickens were compared.

[0101] [Table 1]

[0102] b. Growth promotion test on pigs using copper aspartate complex 150 weaned piglets were divided into groups, 10 in each group, as shown in Table 2. The control group was fed with only the physiologically recommended amount of 8 mg / kg copper sulfate. The other groups were fed with no copper element supplements, and the different test samples were added as shown in Table 2, after which the pigs were allowed to eat freely. The weight gain and feed income of the test pigs in each test group 30 days after weaning were statistically calculated, and the growth-promoting effects of copper sulfate and copper aspartate complex on pigs were compared.

[0103] [Table 2]

[0104] (3) Test results a. Growth promotion test of Lingnan Yellow Broiler chickens using copper aspartate complex During the feeding test of Lingnan Yellow Broilers, in the copper sulfate groups with 150mg / kg and 100mg / kg copper ions, in the second week of the test, Lingnan Yellow Broilers showed symptoms of poisoning such as ruffled feathers and dry skin, and before the end of the test, some chickens died, suggesting that the long-term use of feed containing 100mg / kg copper sulfate may have toxic side effects in meat chickens. In the copper sulfate group with 50mg / kg copper ions, no clinically visible poisoning symptoms appeared, but the relative weight gain rate during the test period was 98.9%, close to that of the control group without treatment, but the feed conversion rate was 0.048 higher than that of the control group, and feed profitability was not improved. Each test group of compound 1, compound 2, compound 3, compound 4, compound 5, compound 6 and compound 7 substantially exhibited good growth-promoting effect, and the body surface characteristics of the test chickens were normal, the relative weight gain rate could be improved by 4.9% to 19.6%, and the feed profit decreased by 2.95% to 6.34%, where the test effect of the test group in which the amount of compound 1 was added was 50 to 100 mg / kg showed a dose effect. The compound 4 group showed a 7.2% increase in relative weight gain rate and a 3.23% decrease in feed profit. The L-aspartic acid group showed a 4.2% increase in relative weight gain rate and a 0.32% decrease in feed profit. The test results show that the aspartic acid copper complex has good safety and growth-promoting effect, but the effect of the aspartic acid copper complex with different structures on the animal growth performance is different at the same addition amount (see Table 3 for details).

[0105] [Table 3]

[0106] b. Growth promotion test on pigs using copper aspartate complex In the pig feeding test, the high dose of copper sulfate pentahydrate group (250mg / kg) had obvious growth-promoting effect, and the average weight gain during the test period was 12.66% higher than that of the control group without administration, and the feed yield was reduced by 7.8%. Compound 1, compound 2, compound 3, compound 4, compound 5, compound 6, compound 7 and compound 8 were applied in this experiment, and the first seven compounds all had the effect of promoting the growth of test pigs, but at the same dose, the feed yield improvement effect of compound 1, compound 2 and compound 3 on test pigs was about twice that of compound 4, and with similar feed yield, the amount of compound 1, compound 2 and compound 3 used was less than compound 4, while the productivity of test pigs with compound 8 at the same dose was substantially close to that of the control group. In addition, compound 1 showed a dose effect in improving the productivity of the test pigs, and when the dosage was 50 mg / kg, the growth promotion effect and feed return rate were close to those of the high-dose copper sulfate group (Table 4). The results show that 50 mg / kg of compound 1 can be applied in pig farming instead of high-dose copper sulfate.

[0107] [Table 4]

[0108] B-2 Application of copper aspartate complex in aquafeed (1) Test materials Test fish: The test fish used were bluefin tuna, the current year's fish species, provided by Dafeng Fish Farm in Huizhou, Guangdong Province. Healthy, vigorous, and consistent in specifications were kept in large cages (4 × 2 × 1.5 m) before being used in the formal culture trials. 3 ) for 4 weeks. The experimental system was a small floating cage (size 1.1 × 1.1 × 1.1 m 3 Each small cage was equipped with an aeration head and aerated 24 hours a day. The small cages and the temporary culture cages were installed in a 3500m2 area of ​​the experimental site. 2The ponds were placed in a pond with a depth of about 1.5 m, and the pond water was fully aerated bottom water. During the test, 480 hungry 1d blue fish were randomly divided into 10 groups, with 4 duplicates in each group, and 12 fish in each duplicate. After total weight was measured, the fish were randomly placed into 28 cages, and each cage was fed with a different test diet.

[0109] Test feed: The test feed was prepared by ourselves according to the formula in Table 5, and different copper element supplements (based on copper ions) were added to different test groups as shown in Table 6. The feed materials used were ultra-finely ground, and then produced into floating puffed feed with a particle size of 3mm by Jiangsu Muyan puffing machine, with a moulding temperature of 130℃, and sprayed with 3% soybean oil on the outside by oil spraying equipment, and stored in a sealed state in the shade for storage.

[0110] [Table 5]

[0111] (2) Test method Experimental management: The experiment used artificial dietary restriction feeding, the amount of food was adjusted once a week, the feeding level of each group (based on initial body weight) was completely matched, and the fish were fed twice a day (7:30 and 15:00), and the experiment was carried out for 8 weeks. Water quality was monitored regularly during the experiment, and the water temperature during the entire culture process was 26.88±3.08℃, and DO>5.0mg OL. -1 , pH 7.8, and ammonia nitrogen <0.50 mg NL -1 , Nitrite nitrogen <0.05mg NL -1 It is.

[0112] Parameter statistics: In the study, after one day of cessation of feeding, the whole fish in each cage were weighed, and their average weight gain (g) and feed conversion ratio were calculated. The calculation formula is as follows: Average weight gain (g) = average final weight - average initial weight, Feed conversion ratio = feed intake / fish weight gain, (3) Test results The results of the growth promotion test of fish using the aspartic acid copper complex are shown in Table 6. The results show that the aspartic acid copper complex of the present invention can significantly increase the daily weight gain and improve the feed conversion rate of the test fish within the limited range of the physiological requirements of the animals, and has a superior effect on improving the productivity of cultured fish compared to the same amount of copper sulfate.

[0113] [Table 6]

Claims

1. A compound having the chemical structure [(Cu(II))(Asp)(H] for use in the manufacture of an animal feed additive having improved feed return rate. ２ O) ｍ ]・(H ２ O) ｎ 2. An aspartic acid copper complex, comprising: 【Chemistry 1】

2. Use of an aspartic acid copper complex having the chemical structure [(Cu(II))(Asp)(H2O)m].(H2O)n in the manufacture of an animal feed additive with improved feed profitability, characterized in that the aspartic acid copper complex has any one of the structures shown below. 【Chemistry 2】

3. 3. The use according to claim 2, characterized in that the animal feed additive is a feed additive suitable for livestock, poultry, aquatic animals or pets at any stage of development.

4. The use according to claim 2, characterized in that the amount of the aspartic acid copper complex added in animal feed is 5 mg / kg to 300 mg / kg based on elemental copper.

5. The use according to claim 4, characterized in that the aspartic acid copper complex is an elemental copper supplement, and the amount added to animal feed is 5mg / kg to 35mg / kg based on elemental copper.

6. 4. The use according to claim 3, characterized in that the aspartic acid copper complex is a promoter for promoting animal growth.

7. 7. The use according to claim 6, wherein the amount of the aspartic acid copper complex added to animal feed is 5 mg / kg to 250 mg / kg based on elemental copper, and the animals are pigs, chickens or ducks at any growth stage.

8. A feed composition, comprising at least one of the aspartic acid copper complexes described in claim 1 and at least one of a carrier, excipient, diluent, or solvent acceptable for pharmaceuticals, foods, or feeds.

9. 9. The feed composition of claim 8, further comprising an additional animal feed additive.

10. 10. The feed composition according to claim 8 or 9, further comprising a feed ingredient.

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