Application of glutamine derivative in preparation of animal feed additive
阅读说明：本技术 一种谷氨酰胺衍生物在制备动物饲料添加剂中的应用 (Application of glutamine derivative in preparation of animal feed additive ) 是由 黄华成 于 2018-12-18 设计创作，主要内容包括：一种谷氨酰胺衍生物在制备动物饲料添加剂中的应用。具体为结构如以下式(I)所示的谷氨酰胺衍生物或其消旋体、立体异构体、几何异构体、互变异构体、溶剂合物、饲料可接受的盐在动物饲料添加剂中的应用。在动物养殖试验中结果表明,谷氨酰胺衍生物或其消旋体、立体异构体、几何异构体、互变异构体、溶剂合物、饲料可接受的盐等化合物可作为动物饲料添加剂应用,具有良好的改善动物的生长和饲料报酬等生产性能的效果。<Image he="369" wi="330" file="DDA0002220378440000011.GIF" imgContent="drawing" imgFormat="GIF" orientation="portrait" inline="no"></Image>(An application of glutamine derivative in preparing animal feed additive is disclosed. In particular to application of glutamine derivatives with the structure shown in the following formula (I) or racemates, stereoisomers, geometric isomers, tautomers, solvates and acceptable salts of feed in animal feed additives. The results of animal breeding experiments show that the glutamine derivative or the compounds such as the racemate, the stereoisomer, the geometric isomer, the tautomer, the solvate and the acceptable salt of the feed can be used as animal feed additives, and the glutamine derivative and the racemate, the stereoisomer, the geometric isomer, the tautomer, the solvate and the acceptable salt of the feed have good effects of improving the production performance of the growth of animals, feed reward and the like.)
1. The application of glutamine derivative with the structure shown as the following formula (I) or racemate, stereoisomer, geometric isomer, tautomer, solvate and feed acceptable salt thereof in animal feed additives:
Wherein Y is OC1-C20Alkyl or OH; x is C4-C10Nitrogen-containing cycloalkyl, NHC1-C20Alkyl or N (C)1-C20Alkyl radical)2；R1Is R1aC(＝O)，R1bC(＝O)，R1aS(＝O)2，R1bS(＝O)2Or H; r2Is R2aC(＝O)，R2bC(＝O)，R2aS(＝O)2Or R2bS(＝O)2；
R1bAnd R2bAre each independently C1-C20Alkyl radical, C3-C7Cycloalkyl, or is optionally substituted by 1, 2, 3, 4 or 5R3Substituted C1-C20Alkyl radical, C3-C7A cycloalkyl group;
R3is-OH, -NH2-CN, -SH or-X1Wherein X is1Selected from F, Cl, Br or I;
R1aAnd R2aAre each independently C5-C12Aryl radical, C5-C12Heteroaryl, - (C)1-C4Alkylene) -C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12Heteroaryl or is optionally substituted1. 2, 3, 4 or 5R4Substituted C5-C12Aryl radical, C5-C12Heteroaryl, - (C)1-C4Alkylene) -C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12A heteroaryl group;
R4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
2. The use of claim 1, wherein R is1Is R1aC (═ O) or H; r2Is R2aC(＝O)；R1aAnd R2aAre each independently C5-C12Aryl radical, C5-C12Heteroaryl, - (C)1-C4Alkylene) -C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12Heteroaryl, or is optionally substituted with 1, 2, 3, 4 or 5R4Substituted C5-C12aryl radical, C5-C12Heteroaryl, - (C)1-C4Alkylene) -C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12A heteroaryl group; r4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
3. The use of claim 1, wherein R is1Is H; r2Is R2aC (═ O); said R2aIs C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12Aryl or is optionally substituted by 1, 2,3. 4 or 5R4Substituted C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12An aryl group; r4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
4. The use of claim 1, wherein R is2aIs C6aryl, - (C)1-C4Alkylene) -C6Aryl, or is optionally substituted with 1, 2, 3, 4 or 5R4Substituted C6Aryl, - (C)1-C4Alkylene) -C6An aryl group; r4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
5. The use of claim 1, wherein R is2aIs phenyl, - (C)1-C4Alkylene) -phenyl, or is optionally substituted by 1, 2, 3, 4 or 5R4Substituted phenyl, - (C)1-C4Alkylene) -phenyl; r4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
6. The use of claim 1, wherein R is1Is R1bC (═ O) or H; r2Is R2bC(＝O)；R1bAnd R2bAre each independently C1-C20Alkyl radical, C3-C6Cycloalkyl, or is optionally substituted by 1, 2, 3, 4 or 5R3Substituted C1-C20Alkyl radical, C3-C7A cycloalkyl group; r3is-OH, -NH2-CN, -SH or-X1Wherein X is1Selected from F, Cl, Br or I.
7. The use of claim 1, wherein R is1Is H; r2Is R2bC (═ O); said R2bIs C1-C20Alkyl or is optionally substituted by 1, 2, 3, 4 or 5R3Substituted C1-C20An alkyl group; r3is-OH, -NH2-CN, -SH or-X1Wherein X is1Selected from F, Cl, Br or I.
8. Use according to claim 1, wherein Y is OC1-C10An alkyl group.
9. The use according to claim 1, wherein X is C4-C10A nitrogen-containing cycloalkyl group.
10. The use of claim 1, wherein X is NHC1-C20An alkyl group.
11. The use of claim 10, wherein X is NHC1-C10An alkyl group.
12. A feeding composition, which comprises at least one of glutamine derivative having the structure shown in formula (I) or its racemate, stereoisomer, geometric isomer, tautomer, solvate and feed acceptable salt as described in any one of claims 1 to 11 and feeding auxiliary materials.
13. The feeding composition as claimed in claim 12 further comprising an additional animal feed additive selected from at least one of a nutritive feed additive, a non-nutritive feed additive or a pharmaceutical feed additive.
14. The feed composition as claimed in claim 12 or claim 13 further comprising animal feed material.
15. Use of a feed composition as claimed in any of claims 12 to 13 in the preparation of an animal feed additive.
16. Use of a feed composition as claimed in any one of claims 12 to 14 in the preparation of an animal feed.
The technical field is as follows:
The invention relates to the field of animal feed additives, in particular to application of glutamine derivatives or racemates, stereoisomers, geometric isomers, tautomers, solvates and feed acceptable salts thereof in preparing animal feed additives, a feeding composition containing the glutamine derivatives or racemates, stereoisomers, geometric isomers, tautomers, solvates and feed acceptable salts thereof, and application of the feeding composition in preparing animal feed additives or animal feeds.
Background art:
Aminoacylated glutamine derivatives are generally intermediates in the preparation of amide-substituted derivatives of glutamine. It has been reported that N-acetyl-DL-theanine and Aspergillus oryzae aminoacylase can prepare L-theanine under appropriate reaction conditions. Research reports that L-glutamic acid reacts with phthalic anhydride to generate phthaloyl-L-glutamic acid, then the phthalic anhydride is formed, the phthalic anhydride is aminolyzed in ethylamine aqueous solution to generate phthaloyl-L-theanine, and phthaloyl is removed under hydrazine hydrate to obtain the L-theanine.
Aminoacylated glutamine derivatives have synergistically enhanced organoleptic properties. Studies have reported that aqueous solutions of N-acyl theanine have disappointing weak fatty taste characteristics, and that the combination with flavor adjuvants and careful selection of the level of use thereof can be useful in supplementing, enhancing or enhancing the basic or true flavor and mouthfeel characteristics of a food or beverage.
The feed additive is a small amount or trace substances added in the processes of processing, preparing and using the feed, and comprises nutritional feed additives and common feed additives. Wherein, the general feed additive refers to a small amount or trace amount of substances which are added into the feed for ensuring or improving the quality of the feed and improving the utilization rate of the feed. At present, the common general feed additives with the functions of efficiently and stably improving the feed utilization rate and improving the animal production performance mainly comprise: high-dose copper agents, high-dose zinc agents, feed antibiotics, chemical synthetic antibacterial agents and the like. However, the long-term use of these substances in the breeding industry causes major side effects, such as animal hepatotoxicity, growth inhibition, kidney function damage, urinary tract disorder, teratogenesis, mutagenesis, drug resistance, drug residue and environmental pollution. In order to ensure the health of animals and improve the production benefit of the breeding industry, the problem to be solved in the field is to find effective, stable and safe new feed additives.
The invention content is as follows:
Based on the glutamine derivative, the racemate, the stereoisomer, the geometric isomer, the tautomer, the solvate and the feed acceptable salt thereof, the feed composition containing the glutamine derivative, the racemate, the stereoisomer, the geometric isomer, the tautomer, the solvate and the feed acceptable salt thereof and the application of the feed composition in preparing the animal feed additive or the animal feed.
In one aspect, the invention provides a glutamine derivative with a structure shown as a formula (I) or a racemate, a stereoisomer, a geometric isomer, a tautomer, a solvate and a feed acceptable salt thereof.
In some embodiments, Y is OC1-C20Alkyl or OH; x is C4-C10Nitrogen-containing cycloalkyl, NHC1-C20Alkyl or N (C)1-C20alkyl radical)2；R1Is R1aC(＝O)，R1bC(＝O)，R1aS(＝O)2，R1bS(＝O)2Or H; r2Is R2aC(＝O)，R2bC(＝O)，R2aS(＝O)2Or R2bS(＝O)2；R1bAnd R2bAre each independently C1-C20Alkyl radical, C3-C7Cycloalkyl, or is optionally substituted by 1, 2, 3, 4 or 5R3Substituted C1-C20alkyl radical, C3-C7A cycloalkyl group; r3is-OH, -NH2-CN, -SH or-X1Wherein X is1Selected from F, Cl, Br or I; r1aAnd R2aAre each independently C5-C12Aryl radical, C5-C12Heteroaryl, - (C)1-C4Alkylene) -C5-C12Aryl, - (C)1-C4alkylene) -C5-C12Heteroaryl, or is optionally substituted with 1, 2, 3, 4 or 5R4Substituted C5-C12Aryl radical, C5-C12Heteroaryl, - (C)1-C4Alkylene) -C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12A heteroaryl group; r4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
In some embodiments, R1Is R1aC (═ O) or H; r2Is R2aC(＝O)；R1aAnd R2aAre each independently C5-C12Aryl radical, C5-C12Heteroaryl, - (C)1-C4Alkylene) -C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12Heteroaryl, or is optionally substituted with 1, 2, 3, 4 or 5R4Substituted C5-C12Aryl radical, C5-C12Heteroaryl, - (C)1-C4Alkylene) -C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12A heteroaryl group; r4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
In some embodiments, R1Is H; r2Is R2aC (═ O); said R2aIs C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12Aryl, or is optionally substituted by 1, 2, 3, 4 or5R4Substituted C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12An aryl group; r4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
In some embodiments, R1Is H; r2Is R2aC (═ O); said R2aIs C6Aryl, - (C)1-C4Alkylene) -C6Aryl, or is optionally substituted with 1, 2, 3, 4 or 5R4Substituted C6Aryl, - (C)1-C4Alkylene) -C6an aryl group; r4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
In some embodiments, R2aIs phenyl, - (C)1-C4Alkylene) -phenyl, or is optionally substituted by 1, 2, 3, 4 or 5R4Substituted phenyl, - (C)1-C4Alkylene) -phenyl; r4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
In some embodiments, R is1Is H, R2Is R2aC (═ O), and said R2aIs phenyl, by R4Substituted phenyl, said R4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I; said R2bIs C1-C15An alkyl group; y is-OH or-OC1-C5(ii) a X is-NHC1-C5An alkyl group.
In some embodiments, R1Is R1bC (═ O) or H; r2Is R2bC(＝O)；R1bAnd R2bAre each independently C1-C20Alkyl radical, C3-C6Cycloalkyl, or is optionally substituted by 1, 2, 3, 4 or 5R3Substituted C1-C20Alkyl radical, C3-C7A cycloalkyl group; r3is-OH, -NH2-CN, -SH or-X1Wherein X is1selected from F, Cl, Br or I.
In some embodiments, R1is H; r2Is R2bC (═ O); said R2bIs C1-C20Alkyl or is optionally substituted by 1, 2, 3, 4 or 5R3Substituted C1-C20An alkyl group; r3is-OH, -NH2-CN, -SH or-X1Wherein X is1Selected from F, Cl, Br or I.
In some embodiments, Y is OC1-C10An alkyl group.
In some embodiments, X is C4-C10a nitrogen-containing cycloalkyl group.
In some embodiments, X is NHC1-C20An alkyl group.
In some embodiments, X is preferably NHC1-C10An alkyl group.
On the other hand, the invention provides the application of the glutamine derivative or the racemate, the stereoisomer, the geometric isomer, the tautomer, the solvate and the feed acceptable salt thereof in preparing animal feed additives.
In another aspect, the invention provides a feeding composition, which comprises at least one of the glutamine derivative provided by the invention or racemate, stereoisomer, geometric isomer, tautomer, solvate and feed acceptable salt thereof, and a feeding auxiliary material; wherein the feedable auxiliary materials are selected from feedable carriers, diluents, excipients, solvents or the combination thereof.
In some embodiments, the feed composition further comprises an animal feed material.
In some embodiments, the feed composition further comprises an additional animal feed additive.
In some embodiments, the feed composition further comprises an animal feed material and an additional animal feed additive.
In some embodiments, the additional animal feed additive can be selected from a nutritional feed additive and/or a general feed additive and/or a pharmaceutical feed additive.
In another aspect, the invention provides the use of the feed composition in the preparation of an animal feed additive.
In another aspect, the invention provides the use of the feed composition in the preparation of an animal feed.
In another aspect, the invention provides a method for improving the production performance of farmed animals.
The invention has the beneficial effects that:
The results of animal breeding experiments show that the glutamine derivative or the compounds such as the racemate, the stereoisomer, the geometric isomer, the tautomer, the solvate and the acceptable salt of the feed can be used as animal feed additives, and the glutamine derivative and the compounds have good effects of improving the production performances such as the growth of animals and the feed reward.
Any embodiment of any aspect of the invention may be combined with other embodiments as long as there is no conflict between them. Furthermore, in any embodiment of any aspect of the present invention, any technical feature may be applied to that technical feature in other embodiments as long as there is no contradiction therebetween.
The foregoing merely summarizes certain aspects of the invention and is not intended to be limiting. The foregoing and other aspects are more fully described below.
Further details of the invention are described.
Reference will now be made in detail to certain embodiments of the invention, examples of which are illustrated by the accompanying structural and chemical formulas. The invention is intended to cover alternatives, modifications and equivalents, which may be included within the scope of the invention as defined by the appended claims. Furthermore, certain features of the invention, which are, for clarity, described in the context of separate embodiments, may also be provided in combination in a single embodiment or in any suitable subcombination.
Compound (I)
The compound related by the invention is a glutamine derivative with the structure shown in the formula (I).
Wherein Y is a substituent on an oxygen atom (abbreviated as O) substituted with an active hydrogen atom on the carboxyl group of the glutamine derivative, X is a group in which an amino nitrogen atom (abbreviated as N) on the amide group of the glutamine derivative is substituted, and R is a group in which the active hydrogen atom on the amide group of the glutamine derivative is substituted1And R2Is a substituent on the nitrogen atom (abbreviated as N) of an amino group.
Further, Y is OC1-C20Alkyl or OH; x is C4-C10Nitrogen-containing cycloalkyl, NHC1-C20Alkyl or N (C)1-C20Alkyl radical)2；R1Is R1aC(＝O)，R1bC(＝O)，R1aS(＝O)2，R1bS(＝O)2Or H; r2Is R2aC(＝O)，R2bC(＝O)，R2aS(＝O)2Or R2bS(＝O)2。
Wherein R is1bAnd R2bEach independently is substituted or unsubstituted C1-C20Alkyl or C3-C7A cycloalkyl group; when R is1bAnd/or R2bIs substituted C1-C20Alkyl or C3-C7When there is a cycloalkyl group, said C1-C20Alkyl or C3-C7Cycloalkyl is optionally substituted by 1, 2, 3, 4 or 5R3Substituted C1-C20Alkyl radical, C3-C7A cycloalkyl group; r3is-OH, -NH2-CN, -SH or-X1Wherein X is1Selected from F, Cl, Br or I;
R1aAnd R2aEach independently is substituted or unsubstituted C5-C12Aryl radical, C5-C12Heteroaryl, - (C)1-C4Alkylene) -C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12A heteroaryl group; when R is1aAnd R2aIs substituted C5-C12aryl radical, C5-C12Heteroaryl, - (C)1-C4Alkylene) -C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12When it is heteroaryl, said C5-C12Aryl radical, C5-C12Heteroaryl, - (C)1-C4Alkylene) -C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12Heteroaryl is optionally substituted with 1, 2, 3, 4 or 5R4Substituted C5-C12Aryl radical, C5-C12Heteroaryl, - (C)1-C4Alkylene) -C5-C12Aryl, - (C)1-C4Alkylene) -C5-C12A heteroaryl group; r4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
In general, "substituted" means that one or more substitutable hydrogen atoms in a given structure are substituted with a particular substituent, a substituted group may have one substituent at each substitutable position of the group, and when more than one position in a given formula can be substituted with one or more substituents of a particular group, then the substituents may be substituted at each position, either identically or differently.
In the present invention, "OCa-CbAlkyl "denotes a straight or branched chain saturated alkoxy group containing from a to b carbon atoms, such as methoxy, ethoxy, propoxy, isopropoxy, … …, such as" OC1-C10Alkyl "represents a straight or branched chain saturated alkoxy group containing from 1 to 5 carbon atoms; "C3-C7Cycloalkyl "denotes cyclic alkyl containing only two elements from 3 to 7 carbon atoms containing carbon and hydrogen, such as cyclopropyl, 2-methylcyclopropyl, cyclopentyl, etc.; "C1-C5Alkoxy "represents a group containing 1 to 5 carbon atoms and one oxygen atom, such as methoxy, ethoxy, propoxy, isopropoxy, and the like; "C5-C12Aryl "represents a cyclic group having aromatic character having 5 to 12 carbon atoms, such as benzene ring, etc.; "C5-C12Heteroaryl "denotes a cyclic group having aromaticity containing 5 to 12 carbon atoms and 1 or more heteroatoms (including, but not limited to, oxygen atom (O), sulfur atom (S), nitrogen atom (N)), such as pyrrolidinyl, pyridylalkyl, etc.; "Cn-CmNitrogen-containing cycloalkyl "represents a substituted or unsubstituted cycloalkyl group containing n or m carbon atoms and 1 nitrogen atom, such as tetrahydropyrrolyl, piperidinylalkyl and the like; "NHC1-C20Alkyl "denotes a secondary amino group substituted by a straight or branched saturated alkyl group containing 1 to 20 carbon atoms, such as NHCH3、NHCH2CH3And the like.
In some embodiments, X in the glutamine derivative represented by formula (I) is C4-C10A nitrogen-containing cycloalkyl group.
Further, X is preferably substituted or unsubstituted tetrahydropyrrolyl or piperidinylalkyl.
Further, when X is substituted tetrahydropyrrolyl or piperidinylalkyl, X is substituted by 1-5C1-C6Linear or branched alkyl substituted tetrahydropyrrolyl or piperidinylalkyl.
In some embodiments, formula (I) isIn the glutamine derivatives shown, X is
In other embodiments, X in the glutamine derivative of formula (I) is
In some embodiments, X in the glutamine derivative of formula (I) is NHC1-C20An alkyl group.
Further, X is NHC1-C20When the alkyl is a straight-chain alkyl group, the alkyl is a straight-chain alkyl group.
Further, X is preferably NHC1-C10And the alkyl is a straight-chain alkyl.
In some embodiments, X is NHCH3、NHCH2CH3、NH(CH2)2CH3、NH(CH2)3CH3、NH(CH2)4CH3、NH(CH2)5CH3、NH(CH2)6CH3、NH(CH2)7CH3、NH(CH2)8CH3、NH(CH2)9CH3。
In addition, X is NHC1-C20When the alkyl group is a branched alkyl group.
Further, X is preferably NHC1-C10When the alkyl group is a branched alkyl group.
In some embodiments, X includes, but is not limited to NHCH (CH)3)2、NHC(CH3)3。
In some embodiments, X in the glutamine derivative of formula (I) is N (C)1-C20Alkyl radical)2。
Further, the alkyl group is preferably a straight-chain alkyl group.
Further, when the alkyl group is preferably a straight-chain alkyl group, the X is preferably N (C)1-C10Alkyl radical)2。
In some embodiments, the X includes, but is not limited to, dimethylamino, diethylamino, di-n-propylamino, di-n-butylamino, di-n-pentylamino, di-n-nonylamino, or di-n-decylamino.
In other embodiments, X in the glutamine derivative of formula (I) is N (C)1-C20Alkyl radical)2And the alkyl is branched alkyl.
Further, X is preferably N (C)1-C10Alkyl radical)2And the alkyl is branched alkyl.
In some embodiments, Y in the glutamine derivative of formula (I) is OH.
In other embodiments, Y in the glutamine derivative of formula (I) is OC1-C20An alkyl group.
Further, the alkyl is a straight-chain alkyl.
In some embodiments, Y is selected from OCH3、OCH2CH3、O(CH2)2CH3、O(CH2)3CH3、O(CH2)4CH3、O(CH2)5CH3、O(CH2)6CH3、O(CH2)7CH3、O(CH2)8CH3、O(CH2)9CH3。
In addition, Y is OC1-C20When the alkyl group is a branched alkyl group.
Further, Y is preferably OC1-C10When the alkyl group is a branched alkyl group.
In some embodiments, said Y includes, but is not limited to OCH (CH)3)2、OC(CH3)3。
In some embodiments, R in the glutamine derivative represented by formula (I)1Is R1aS(＝O)2Or H, R2aS(＝O)2。
Further, said R1Preferably H.
In some embodiments, R in the glutamine derivative represented by formula (I)1Is R1bS(＝O)2Or H, R2Is R2bS(＝O)2。
Further, said R1Preferably H.
In some embodiments, R in the glutamine derivative represented by formula (I)1Is R1aC (═ O) or H; r2Is R2aC(＝O)。
Further, said R1Preferably H.
In some embodiments, R in the glutamine derivative represented by formula (I)1Is R1bC (═ O) or H; r2Is R2bC(＝O)。
Further, said R1Preferably H.
In some embodiments, R in the glutamine derivative represented by formula (I)1aAnd/or R2aSelected from substituted or unsubstituted C5-C12And (4) an aryl group.
Further, said unsubstituted C5-C12Aryl groups include, but are not limited to, cyclopentadienyl, phenyl, or naphthyl.
In some embodiments, R is1aAnd/or R2aIs composed of
In addition, the R is1aAnd/or R2aIs substituted C5-C12When aryl, said C5-C12Aryl is optionally substituted by 1, 2, 3, 4 or 5R4Substituted C5-C12Aryl, said R4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
Further, C5-C12Aryl is preferably C6And (4) an aryl group.
Specifically, the R is1aAnd/or R2aIs substituted phenyl, optionally substituted with 1, 2, 3, 4 or 5R4Substituted, said R4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
In some embodiments, R is1aAnd/or R2aIs composed of
In some embodiments, R in the glutamine derivative represented by formula (I)1aAnd/or R2aSelected from substituted or unsubstituted- (C)1-C4Alkylene) -C5-C12And (4) an aryl group.
Further, R1aAnd/or R2aIs unsubstituted- (C)1-C4Alkylene) -C5-C12When aryl, said C5-C12Aryl includes, but is not limited to, cyclopentadienyl, phenyl or naphthyl, and the alkylene is preferably methylene.
In some embodiments, R is1aAnd/or R2aIs composed of(benzyl).
In addition, the R is1aAnd/or R2aIs substituted- (C)1-C4Alkylene) -C5-C12When aryl, said C5-C12Aryl is optionally substituted by 1, 2, 3, 4 or 5R4Substituted C5-C12Aryl, said R4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
Further, C5-C12Aryl is preferably C6And (4) an aryl group.
Specifically, the R is1aAnd/or R2aIs a substituted benzyl group, optionally substituted with 1, 2, 3, 4 or 5R4Substituted, said R4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
In some embodiments, R is1aAnd/or R2aIs composed of
In some embodiments, R in the glutamine derivative represented by formula (I)1aAnd/or R2aSelected from substituted or unsubstituted C5-C12A heteroaryl group.
Further, R1aAnd &Or R2aIs unsubstituted C5-C12When it is heteroaryl, said C5-C12Heteroaryl groups include, but are not limited to, pyrrolidinyl, pyrazolyl, or pyridyl.
In some embodiments, R1aAnd/or R2aIs composed of
In addition, R1aAnd/or R2aIs substituted C5-C12When it is heteroaryl, said C5-C12Heteroaryl is optionally substituted with 1, 2, 3, 4 or 5R4Substituted, said R4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
Further, said C5-C12Heteroaryl is preferably pyrrolidinyl, pyrazolyl or pyridyl.
In some embodiments of the present invention, the,
In some embodiments, R in the glutamine derivative represented by formula (I)1aAnd/or R2aSelected from substituted or unsubstituted- (C)1-C4Alkylene) -C5-C12A heteroaryl group.
Further, said C5-C12Heteroaryl being unsubstituted- (C)1-C4Alkylene) -C5-C12Heteroaryl of said C5-C12Heteroaryl includes, but is not limited to, pyrrolidinyl, pyrazolyl, or pyridinyl, C1-C4the alkylene group is preferably methylene.
In some embodiments, R is1aAnd/or R2aIs composed of
In addition, R1aAnd/or R2aIs substituted- (C)1-C4Alkylene) -C5-C12When it is heteroaryl, said C5-C12Heteroaryl is optionally substituted with 1, 2, 3, 4 or 5R4Substituted, said R4is-OH, -NH2，-NO2，-CN，-SH，-X2，-C1-C5Alkoxy radical, -C1-C5Alkyl or is X2substituted-C1-C5Alkyl radical, wherein X2Selected from F, Cl, Br or I.
Further, said C5-C12Heteroaryl is preferably pyrrolidinyl, pyrazolyl or pyridyl, said C1-C4The alkylene group is preferably methylene.
In some embodiments, R is1aAnd/or R2aIs composed of
In some embodiments, the glutamine derivatives of the present invention include: and racemates, stereoisomers, geometric isomers, tautomers, solvates and feed acceptable salts corresponding to the compounds.
In some embodiments, Y in the glutamine derivative of formula (I) is OH, the glutamine derivative can further be present in the form of a feed acceptable salt, the feed acceptable salt being a metal ion salt.
Further, the metal ion is a monovalent metal ion, a divalent metal ion or a trivalent metal ion.
Specifically, the monovalent metal ions include, but are not limited to, sodium ions, potassium ions, lithium ions, ammonium ions; the divalent metal ions include but are not limited to calcium ions, magnesium ions, zinc ions, copper ions, ferrous ions, manganese ions; the trivalent metal ions include but are not limited to iron ions, nickel ions, chromium ions and aluminum ions.
In some embodiments, the metal ion is a zinc ion.
In other embodiments, the metal ions are copper ions.
In other embodiments, the metal ion is sodium ion.
In other embodiments, the metal ion is calcium ion.
In other embodiments, the metal ion is iron ion.
Preparation and purification of compounds
The invention relates to a preparation method of a glutamine derivative shown as a formula (I), which takes glutamic acid (Glu for short) as a starting material, and the related chemical reactions mainly comprise esterification of carboxyl, acylation of amino and ammonolysis of ester, and hydrolysis of ester is carried out if necessary.
In some embodiments, when Y in the glutamine derivative of formula (I) is OH, glutamic acid is dehydrocondensed with tert-butanol under esterification conditions to produce di-tert-butyl glutamate (t-Bu-Glu), the glutamine derivative is prepared according to formula (II):
It is to be understood that X and R in the formula (II)1Representing only substituent groups, if the starting materials X-H and R1The substance represented by-OH is not a single substance but X or R1Is to be understood as a collection of substituents; t-Bu represents tert-butyl as a protecting group for carboxyl, DCM represents dichloromethane, F3CCOOH represents trifluoroacetic acid; in addition, rt. represents Normal temperature, EtN (Pr-i)2Representing diisopropylethylamine, DMF representing N, N-dimethylformamide, HBTU representing O-benzotriazol-tetramethyluronium hexafluorophosphate (coupling agent).
Further, when Y in the glutamine derivative shown in the formula (I) is OH, the glutamine derivative reacts with the first main group or second main group metal alkali or reacts with metal halide under the alkaline condition to obtain the metal ion salt of the glutamine derivative.
Optionally, the metal base is selected from sodium hydroxide, potassium hydroxide, calcium hydroxide, magnesium hydroxide, and the like.
Optionally, the metal halide is a metal chloride, a metal bromide or a metal iodide.
Specifically, the metal chloride is zinc chloride, calcium chloride, magnesium chloride, ferric chloride, cupric chloride, manganese chloride, cobalt chloride or nickel chloride, the metal bromide is zinc bromide, calcium bromide, magnesium bromide, ferric bromide, cupric bromide, manganese bromide, cobalt bromide or nickel bromide, and the metal iodide is zinc iodide, calcium iodide, magnesium iodide, ferric iodide, cupric iodide, manganese iodide, cobalt iodide or nickel iodide.
In some embodiments, Y in the glutamine derivative of formula (I) is OC1-C20In the alkyl process, glutamic acid and tert-butyl alcohol are subjected to dehydration condensation under the esterification condition to generate glutamic acid di-tert-butyl ester (t-Bu-Glu), and the preparation method of the glutamine derivative is shown as the formula (III):
It is to be understood that Y, X and R in formula (II)1Representing only substituent groups, if the starting materials R1R being not a single substance represented by-OH1Is to be understood as a collection of substituents; t-Bu represents tert-butyl as a protecting group for carboxyl, DCM represents dichloromethane, F3CCOOH represents trifluoroacetic acid; in addition, rt. represents Normal temperature, EtN (Pr-i)2Representing diisopropylethylamine, DMF representing N, N-dimethylformamide, HBTU representing O-benzotriazol-tetramethyluronium hexafluorophosphate (coupling agent).
In some embodiments, the glutamine derivative is a chiral compound prepared from dibutyl glutamate (shown in formula (IV)) having a chiral structure or a racemate thereof, and the glutamine derivative of the present invention is selected from stereoisomers such as levorotatory L- (-) -glutamine derivative (shown in formula (V)), dextrorotatory D- (+) -glutamine derivative (shown in formula (VI)), or racemic DL- (±) -glutamine derivative.
It is to be understood that R in the formulae (V) and (VI)1Are indicated herein only as identical and/or different substituent groups.
In some embodiments, the chiral stereoisomer of the glutamine derivative can undergo a stereoconfigurational transformation under suitable conditions, such as a conformational interconversion of the glutamine derivative to form a tautomer, the interconversion process being represented by formula (VII):
When the corresponding glutamine derivative formed by the reaction of the reaction substances involved has a rigid structure, the reaction substrates can form different geometric isomer products during the reaction.
The stereoisomers, geometric isomers and tautomers described above are also included in the practice of the present invention.
"stereoisomers" as referred to herein refers to compounds having the same chemical structure but differing in the arrangement of atoms or groups in space, including enantiomers, diastereomers, conformers, geometric isomers, atropisomers, and the like. "enantiomer" refers to two isomers of a compound that are not overlapping but are in mirror image relationship to each other. "diastereomer" refers to a stereoisomer having two or more chiral neutrals whose molecules are not mirror images of each other, and having different physical properties such as melting point, boiling point, spectral properties, and reactivity. Mixtures of diastereomers may be separated by high resolution analytical procedures such as electrophoresis or chromatography; "tautomers" refer to structural isomers that have different energies that can interconvert through a low energy barrier.
In some embodiments, the present invention provides processes for the preparation of glutamine derivatives that further involve processes for the isolation, purification, or recrystallization of the reaction product. The reaction product can be used for obtaining crude products from the reaction system by a solvent removal method. In order to obtain a solid substance with higher chemical purity and lower impurity content, the glutamine derivative with a certain crystal form state is obtained by dissolving, crystallizing or precipitating or recrystallizing and separating the crude product in an alcohol solvent, an alcohol-water mixed solvent or other organic solvents which can be used for product recrystallization under the conditions of proper temperature, illumination, mechanical vibration and the like. The glutamine derivative having a certain crystal form state is a glutamine derivative crystal or a solvate of the glutamine derivative. The solvate of the glutamine derivative can be selected from a hydrate of the glutamine derivative or an ethanolate of the glutamine derivative.
The term "solvate" as used herein refers to a eutectic association formed by binding a stoichiometric or non-stoichiometric amount of solvent molecules by non-covalent intermolecular forces due to external and internal conditions during the contact between the compound of the present invention and the solvent molecules. Solvents that form solvates include, but are not limited to, water, acetone, ethanol, methanol, dimethyl sulfoxide, ethyl acetate, acetic acid, isopropanol, and the like. "hydrate" refers to an association or crystal of solvent molecules with water, i.e., a compound that binds a stoichiometric or non-stoichiometric amount of water by non-covalent intermolecular forces.
The preparation of the glutamine derivative provided by the invention can also be processed after salting out method in order to obtain solid substance with higher chemical purity and lower impurity content. The salting-out method is a process of utilizing the principles of an acid-base neutralization method, an acid-base coordination method or an acid-base chelation method to precipitate the acyl derivative of the glutamine and corresponding organic base, inorganic base, organic acid or inorganic acid to obtain salt acceptable for the feed; the inorganic acid includes, but is not limited to, hydrochloride, hydrobromide, phosphate, sulfate, nitrate or combinations thereof and the organic base includes, but is not limited to, ammonia or triethylamine. The inorganic base includes, but is not limited to, sodium hydroxide, potassium hydroxide, magnesium hydroxide, or calcium hydroxide.
The feed acceptable salt is a salt of the glutamine derivative of the present invention with an organic base, an inorganic base, an organic acid or an inorganic acid which is non-toxic to animals. By "feed acceptable" is meant that the substance or composition must be chemically or toxicologically compatible in connection with the constituent feed or the edible farmed animals.
In some embodiments, the glutamine derivatives of the present invention are ester glutamine derivatives that form acid-base coordination and or acid-base chelating salts with inorganic or organic acids during salting out precipitation in post-treatment processes, including but not limited to acetate, maleate, succinate, mandelate, fumarate, malonate, malate, 2-hydroxypropionate, pyruvate, oxalate, glycolate, salicylate, glucuronate, galacturonate, citrate, tartrate, aspartate, glutamate, benzoate, p-methylbenzoate, cinnamate, p-toluenesulfonate, benzenesulfonate, methanesulfonate, ethanesulfonate, trifluoromethanesulfonate, or combinations thereof.
The present invention relates to the use of glutamine derivatives.
The glutamine derivative and the racemate, the stereoisomer, the geometric isomer, the tautomer, the solvate or the feed acceptable salt thereof provided by the invention are applied to the preparation of animal feed additives.
The term "animal" as used herein means a human or a cultured animal which is incapable of synthesizing organic matter from inorganic matter and capable of having life activities such as feeding, digestion, absorption, respiration, circulation, excretion, sensation, exercise, and reproduction by using only organic matter as a food. "farmed animals" include poultry, livestock, aquaculture animals, and other animals that are artificially reared to be legally caught, including pets, such as cats and dogs. The term "livestock" is, for example, any of pigs, cattle, horses, goats, sheep, deer, and many useful rodents. The term "poultry" is intended to include, for example, chickens, ducks, geese, quail, pigeons and the like. The term "aquaculture animal" includes, for example, fish, shrimp, turtles, and the like.
The glutamine derivative and its racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt provided by the invention are used for preparing the non-nutritive additive for improving the production performance of animals at various growth stages, wherein the animals can be selected from livestock, poultry, aquaculture animals or pets at various growth stages.
Further, the domestic animals include, but are not limited to, pigs, cattle, sheep, horses, rabbits, mink, or donkeys, the poultry includes, but is not limited to, chickens, turkeys, ducks, geese, quail, or pigeons, the aquaculture animals include, but are not limited to, fish, shrimps, turtles, crabs, turtles, bullfrogs, eels, or loaches, and the pets include, but are not limited to, dogs or cats of each subspecies.
In one embodiment, the glutamine derivative and the racemate, the stereoisomer, the geometric isomer, the tautomer, the solvate or the feed acceptable salt thereof provided by the invention are used for preparing a feed additive for improving the production performance of pork pigs, and have an improvement effect on the average daily gain or the feed conversion rate of the pork pigs.
In another embodiment, the feed additive prepared by applying the glutamine derivative and the racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt thereof provided by the invention can obviously improve the production performance of broiler chickens or laying hens.
In another embodiment, the glutamine derivative and its racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt provided by the invention are used for preparing feed additives for improving the production performance of fish.
The feed acceptable salt of the glutamine derivative provided by the present invention, which is used in preparing an animal feed additive, is a metal ion salt.
Optionally, the feed acceptable salt of the glutamine derivative is a metal ion salt of the glutamine derivative with the structure shown in the formula (I).
Furthermore, Y in the glutamine derivative with the structure shown in the formula (I) is OH, and the metal ion salt is a salt which is obtained by exchanging OH and metal ions of the glutamine derivative when Y is OH and meets the requirements of feed additive preparation or feed preparation.
Specifically, the metal ion is selected from a monovalent metal ion, a divalent metal ion or a trivalent metal ion.
In some embodiments, the monovalent metal ion is sodium ion (na (i)), potassium ion (k (i)), or lithium ion (li (i)).
In some embodiments, the divalent metal ion is calcium ion ca (ii), magnesium ion mg (ii), copper ion cu (ii), zinc ion zn (ii), ferrous ion fe (ii), manganese ion mn (ii), cobalt ion co (ii), or nickel ion ni (ii).
In one embodiment, the metal ion salt of the glutamine derivative used in preparing the animal feed supplement is a zinc ion salt, and the animal feed supplement is an organozinc agent for animals as a high-dosage inorganic zinc replacement.
In one embodiment, the metal ion salt of the glutamine derivative used in preparing the animal feed supplement is a copper ion salt, and the animal feed supplement is an animal organic copper as a high-dose replacement for an animal inorganic copper.
In one embodiment, the metal ion salt of the glutamine derivative used in preparing the animal feed additive is an iron ion salt, and the animal feed additive is an elemental iron supplement for animals.
In some embodiments, the trivalent metal ion is aluminum ion al (iii), chromium ion cr (iii), or iron ion fe (iii).
The invention relates to a feeding composition.
A feeding composition comprises at least one of glutamine derivative and racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt thereof and a feeding auxiliary material, wherein the feeding auxiliary material is a feeding carrier, a diluent, an adjuvant, a solvent or a combination of the feeding carrier, the diluent, the adjuvant and the solvent.
the feed is a product which is industrially processed and manufactured and is eaten by animals.
The composition refers to a compound set comprising one or more compounds as active ingredients.
The term "comprising" as used herein is open-ended, meaning that the meaning of the term is included, but not exclusive of other aspects.
The carrier is a feedable substance which can carry active ingredients, improve the dispersibility of the active ingredients and have good chemical stability and adsorbability, and is an organic carrier or an inorganic carrier. The organic carrier is a material containing much crude fiber, and comprises but is not limited to corn flour, corn cob powder, wheat bran, rice hull powder, defatted rice bran, unite bran, corn straw powder, peanut hull powder and the like. The inorganic carrier is mineral substance, mainly divided into calcium salt and silicon oxide, and is used for preparing microelement premix, including but not limited to calcium carbonate, silicate, vermiculite, zeolite, sepiolite, etc.
The diluent is organic diluent and inorganic diluent, which can separate trace components from each other and reduce the mutual reaction between active components to increase the stability of the active components without affecting the physical and chemical properties of the relevant substances. Organic diluents include, but are not limited to, corn flour, degermed corn flour, dextrose (glucose), sucrose, gluten-bearing semolina, parched soybean flour, wheat middling, corn gluten meal, and the like; inorganic diluents include, but are not limited to, limestone, monocalcium phosphate, shell powder, kaolin (kaolin), salt, and sodium sulfate.
The auxiliary agent is a wetting agent for inducing the inherent viscosity of the substance, a binding agent for binding the substance, a disintegrating agent for breaking the sheet-shaped substance into a plurality of fine particles, a retention aid for reducing the friction force between the particles or an anti-sticking agent for preventing the adhesion of the material, and comprises but is not limited to magnesium stearate, talcum powder, vegetable oil, magnesium lauryl sulfate, starch slurry, water, inorganic salt, dextrin, powdered sugar and the like.
The term "vehicle" as used herein refers to a solvent necessary to dissolve or disperse a solid, and includes, but is not limited to, water, ethanol, glycerol, and the like.
In some embodiments, the feed composition further comprises additional animal feed additives and/or animal feed materials.
The animal feed additive is a nutritional feed additive, a general feed additive or a pharmaceutical feed additive.
The nutritional feed additive is a small amount of or trace substances which are added into a compound feed to balance feed nutrients, improve the utilization rate of the feed and directly play a nutritional role on animals, and is amino acid, amino acid salt and analogues thereof, vitamin and retinoid, mineral elements and complex (chelate) compounds thereof, microbial enzyme preparation or nonprotein nitrogen.
The general feed additive is also called non-nutritive additive, and refers to some non-nutritive substances which are added into the feed for improving the utilization rate of the feed, ensuring the quality and quality of the feed and being beneficial to the health or metabolism of animals, and comprises growth promoters, insect repellent health care agents, seasoning and phagostimulants, feed modifying agents, feed conditioning agents, feed storage agents and Chinese herbal medicine additives.
Further specifically, the non-nutritive additive is a growth promoter including, but not limited to, butyric acid, calcium butyrate, sodium butyrate, tannic acid, p-thymol ester, p-thymol salt, 2-hydroxybenzoic acid, beta-acid ester, beta-acid salt, hexahydrobeta-acid ester, hexahydrobeta-acid salt, benzoic acid or calcium benzoate, zinc oxide, zinc sulfate, zinc chloride.
In one embodiment, the non-nutritive additive is calcium butyrate.
In another embodiment, the non-nutritive additive is tannic acid.
Specifically, the pharmaceutical feed additive includes, but is not limited to, veterinary drug premix substances having effects of preventing animal diseases, promoting animal growth, and incorporating carriers or diluents for long-term use as additives in feeds.
More specifically, the pharmaceutical feed additive is a feeding antibiotic, and the feeding antibiotic includes, but is not limited to, polymyxin, salinomycin, avilamycin, bacitracin, virginiamycin, nosiheptide, flavomycin, enramycin, griseofulvin, olaquindox, oxytetracycline, or aureomycin.
In some embodiments, the composition comprising the glutamine derivative and its racemate, stereoisomer, geometric isomer, tautomer, solvate, or feed acceptable salt further comprises one or more of a nutritional feed additive, a general feed additive, and a pharmaceutical feed additive.
In some embodiments, the animal feed material is a feed material such as grains and processed products thereof, oil seeds and processed products thereof, legume seeds and processed products thereof, tubers, root tubers and processed products thereof, other seeds, fruit products and processed products thereof, forage grass, 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, other feed materials, and the like.
Use of a feed composition.
The invention relates to the use of a feed composition as described above comprising a glutamine derivative and racemates, stereoisomers, geometric isomers, tautomers, solvates or feed acceptable salts thereof.
In some embodiments, the feed composition comprising the glutamine derivative and its racemate, stereoisomer, geometric isomer, tautomer, solvate, or feed acceptable salt is used in the preparation of an animal feed additive.
The animal feed additive prepared by the feed composition containing the glutamine derivative and the racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt thereof is livestock feed additive, poultry feed additive, aquaculture animal feed additive or pet feed additive.
Specifically, the feed composition containing glutamine derivative and its racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt is used for preparing feed additives for livestock, including but not limited to pigs, cows, sheep, horses, rabbits, minks and the like in various growth stages.
Specifically, the feed composition containing glutamine derivative and racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt thereof is used for preparing the feed additive of poultry, wherein the poultry includes but is not limited to chickens, ducks, geese, pigeons and the like in various growth stages.
In particular, the feed composition containing glutamine derivative and its racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt is used for preparing the feed additive of the aquaculture animals, wherein the aquaculture animals comprise but are not limited to fish, shrimp, crab, soft-shelled turtle, eel and the like in various growth stages.
In particular, the feed composition comprising glutamine derivatives and racemates, stereoisomers, geometric isomers, tautomers, solvates or feed acceptable salts thereof is used to prepare a pet food additive for pets, including but not limited to artificially fed dogs or cats.
In some embodiments, the animal feed additive prepared from the composition comprising the glutamine derivative and its racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt is a premix, a composite premix, an aqueous agent or granules.
In some embodiments, the feed composition comprising the glutamine derivative and its racemate, stereoisomer, geometric isomer, tautomer, solvate, or feed acceptable salt is used in the preparation of animal feed.
The animal feed prepared by the feeding composition containing the glutamine derivative and the racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt thereof is livestock feed, poultry feed, aquaculture animal feed or pet feed.
Specifically, the feed composition containing glutamine derivative and its racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt is used for preparing the feed for livestock, wherein the livestock comprises but is not limited to pigs, cows, sheep, horses, rabbits, martens and the like in various growth stages.
In particular, the feed composition containing glutamine derivative and its racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt is used for preparing poultry feed, and the poultry includes, but is not limited to, chickens, ducks, geese, pigeons and the like in various growth stages.
In particular, the feed composition comprising glutamine derivatives and racemates, stereoisomers, geometric isomers, tautomers, solvates or feed acceptable salts thereof is used to prepare feed for aquaculture animals including, but not limited to, fish, shrimp, crab, soft-shelled turtle, eel and the like at various stages of growth.
In particular, the feed compositions comprising glutamine derivatives and racemates, stereoisomers, geometric isomers, tautomers, solvates or feed acceptable salts thereof are used to prepare pet food, including but not limited to artificially fed dogs or cats.
In some embodiments, the feed composition comprising the glutamine derivative and its racemate, stereoisomer, geometric isomer, tautomer, solvate, or feed acceptable salt produces a feed that is a single feed, a concentrated feed, a compound premix, or a concentrate supplement.
Specifically, the compound feed is complete compound feed.
A method for improving the production performance of farmed animals.
In some feeding embodiments, the performance of an animal can be significantly improved by feeding the animal a feed additive comprising a glutamine derivative and a racemate, stereoisomer, geometric isomer, tautomer, solvate, or feed acceptable salt thereof, with the feed.
In some embodiments, the feed additive is a premix, a compound premix, granules or an aqueous solution, and is mixed with the animal feed to be eaten by the animals.
The animal is livestock, poultry, aquaculture animal or pet.
Specifically, the domestic animals include, but are not limited to, pigs, cows, sheep, horses, rabbits, minks, etc. at various stages of growth; the poultry includes but is not limited to chickens, ducks, geese, pigeons and the like in all growth stages; the aquaculture animals include, but are not limited to, fish, shrimp, crab, soft-shelled turtle, eel and the like in all growth stages; the pets include, but are not limited to, artificially raised dogs or cats.
In one embodiment, the feed additive comprising glutamine derivatives and racemates, stereoisomers, geometric isomers, tautomers, solvates or feed acceptable salts thereof is administered to weaned pigs by farmers along with the feed, significantly increasing the weight gain and feed conversion ratio of the average daily gain of weaned pigs.
In one embodiment, the farmer gives the feed additive containing glutamine derivative and racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt thereof to the broiler chickens along with the feed, so that the feed conversion rate is improved by obviously reducing the feed-meat ratio of the broiler chickens.
In one embodiment, the farmer administers a feed additive comprising a glutamine derivative and its racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt to the fish with the feed.
In one embodiment, the farmer administers a feed additive comprising a glutamine derivative and its racemate, stereoisomer, geometric isomer, tautomer, solvate or feed acceptable salt to puppies concomitantly with the feed.
In other feeding embodiments, feeding compositions comprising glutamine derivatives and racemates, stereoisomers, geometric isomers, tautomers, solvates or feed acceptable salts thereof are administered to animals by farmers to significantly improve the production performance of the animals.
Optionally, the feeding composition is a feed additive premix, a feed additive compound premix, granules or an aqueous solution, and is taken together with the feed for animals.
In one embodiment, the feeding composition is a feed additive premix.
In one embodiment, the feeding composition is a feed additive compound premix.
Optionally, the feed composition is a concentrated feed, a compound premix or a concentrate supplement, and is directly fed to the animals as an animal feed.
In one embodiment, the feed composition is a complete formula feed.
Detailed Description
Embodiments of the present invention will be described in detail below with reference to examples, but it will be understood by those skilled in the art that the following examples are only illustrative of the present invention and should not be construed as limiting the scope of the present invention. The examples, in which specific conditions are not specified, were conducted under conventional conditions or conditions recommended by the manufacturer. The reagents or instruments used are not indicated by the manufacturer, and are all conventional products available commercially.
Cultivation test:
The glutamine derivatives involved in the breeding trial are shown in table 1.
TABLE 1 Glutamine derivatives