CN101759603A - Preparation method and application of feed additive N-carbamylglutamic acid - Google Patents
Preparation method and application of feed additive N-carbamylglutamic acid Download PDFInfo
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- CN101759603A CN101759603A CN201010028927A CN201010028927A CN101759603A CN 101759603 A CN101759603 A CN 101759603A CN 201010028927 A CN201010028927 A CN 201010028927A CN 201010028927 A CN201010028927 A CN 201010028927A CN 101759603 A CN101759603 A CN 101759603A
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Abstract
The invention discloses a preparation method and application of feed additive N-carbamylglutamic acid. The steps of the preparation method are that: a. L-glutamic acid, methanol and sulfuric acid are mixed and react with each other, and triethylamine is used to regulate the pH value of the mixed solution to obtain L-alpha-methyl glutamate; the obtained L-alpha-methyl glutamate is added into the mixed solution of methanol and carbon disulfide, ammonia is fed in till the mixed solution is saturated, the obtained solution is placed under closed condition, and alpha-methyl ester-L-glutamic acid-N-amino-acid salt concentrated solution is obtained after concentration and ammonia removal; the concentrated solution is heated, acetic acid is added, the pressure is reduced to remove carbon disulfide to obtain crude N-carbamylglutamic acid, the crude N-carbamylglutamic acid is decolorized by active carbon and is recrystallized to obtain the finished product; and b. the N-carbamylglutamic acid is crushed and passes through a sieve, the obtained product is mixed with premix, and the obtained product is put and agitated in an agitator and is prepared into particles. The feed additive N-carbamylglutamic acid can promote the synthesis of endogenous arginine in bodies of piglets and sows. The method is simple, the operation is simple and convenient, the raw materials can be obtained easily and the cost is low. The produced feed can promote the synthesis of piglet proteins, relieve weanling stress of the piglets and improve the productivity of the sows.
Description
Technical field
The present invention relates to the pig feed addictive technical field, the preparation method who more specifically relates to a kind of feed additive N-carbamylglutamic acid, also relate to the purposes of this fodder additives in promoting piglet growth performance and sow reproductive performance simultaneously, it is applicable to improve piglet growth speed in the herding production, alleviate ablactation stress and increase the sow nest produces young number alive, improves the nascent body weight of piglet.
Background technology
In Mammals fetus period and lactation, arginine is a kind of indispensable amino acid (Wu etc., piglet arginine demand, trophology magazine, 2004).The endogenous resultant quantity of enteron aisle of arginine in the breast milk and sucking piglets self can not satisfy the needs of its growth, and the arginine deficiency is a principal element of restriction sucking piglets growth.Sucking piglets is produced very important for whole Swine Production, and the arginine requirement that how to better meet sucking piglets seems particularly important.But antagonisms such as its absorption and Methionin, there is diarrhoea to wait side effect during the exogenous arginine of excessive use, and arginic costing an arm and a leg, price per ton is up to more than 10 ten thousand yuan, directly in feed, add arginine and improved feed cost greatly, therefore seek another kind of approach and improve the arginic feed rate of pig endogenous and have great importance.
There is data to show that carbamyl phosphate is essential by the synthetic citrulline of ornithine, and N-acetylglutamat is N-acetylglutamat synthetic enzyme (N-acetylglutamate synthase, NAGS) and 5-carboxyl-pyrroline synthetic enzyme (pyrroline-5-carboxylate synthase, P5CS) metabolism allosteric activation agent (Susumuk etc., external interpolation disulfide or mercaptan compound be to the influence of arginine activator N-acetylglutamat synthase activity, Journal of Molecular Catalysis thing B; Enzyme, 2000,10; 191-197), but in the plastosome of the mucous membrane of small intestine of sucking piglets and liver because the deficiency of acetylglutamate synthetase causes the resultant quantity deficiency (Uchiama.C etc. of N-acetylglutamat, the N-acetylglutamat synthetic enzyme is Subcellular Localization and characteristic in the mouse small intestine mucous membrane, biological chemistry, 1981,89; 1777-1786), therefore, N-acetylglutamat may brought into play important effect in regulating synthetic citrulline of sucking piglets small intestine and arginic process.In the sow gestation stage, arginine has vital role (Mateo etc., animal science magazine, 2008) to the growth of embryo, placenta and fetus.The content of arginine and ornithine raises in the fetus allantoic fluid, and relevant with the increase of polyamines amount with preceding 1/2 Gestation period placenta synthetic NO, placenta growth at this moment is also the fastest, points out most important in the conceptus growth and development process based on the pathways metabolism of arginine.These nutritive substances can play a role to embryo's generation and implantation, vasculogenesis, placenta growth and growth and fetal growth by regulating intracellular protein turnover and cell proliferation.
Because the unstable of N-acetylglutamat, and utilize its resemblance N-carbamylglutamic acid to substitute N-acetylglutamat, allow sucking piglets every day 2 times, the N-carbamylglutamic acid of each 50mg/ (kg body weight) found that the sucking piglets of oral N-carbamylglutamic acid group is compared weightening finish 61% with control group.The success of this research has been played vital role (WU, the nutrition of piglet arginine, trophology magazine, 2004) to the quick growth of piglet.Defective for the preparation practical application that overcomes N-acetylglutamat in the prior art, the present invention prepares a kind of feed of the N-of containing carbamylglutamic acid, and stability is strong, and it is arginic synthetic effectively to improve the pig body endogenous, promote the pig growth and alleviate ablactation stress, improve its production performance.
Summary of the invention
The objective of the invention is to be to provide a kind of preparation method of feed additive N-carbamylglutamic acid, method is simple, and easy and simple to handle, raw material is easy to get, and cost is lower.This product is a raw material with the monosodium glutamate, and raw material is easy to get, and reaction is carried out at normal temperatures and pressures, energy-conserving and environment-protective, and cost is low.It is arginic synthetic that this additive can effectively improve the pig body endogenous, promotes the pig growth and alleviate ablactation stress, improves the reproductive performance of sow.
Another object of the present invention is to be to provide the purposes of a kind of feed additive N-carbamylglutamic acid in promoting piglet and sow growth production performance, and this feed additive N-carbamylglutamic acid improves day weight gain 10-15% promoting piglet growth to grow.Promote the sow uterine vascular to grow, increase nest and produce the young number 1-2 head of living, improve piglet birth weight 15%.
In order to realize above-mentioned purpose, the present invention adopts following technical measures:
A kind of preparation method of feed additive N-carbamylglutamic acid the steps include:
A, L-L-glutamic acid, methyl alcohol, sulfuric acid are mixed, room temperature (identical below 20-25 ℃) reaction 2-6h regulates the pH of mixed value to 7.0-9.5 with triethylamine again, obtains L-gamma-glutamic acid methyl esters;
B, L-gamma-glutamic acid methyl esters is joined in the mixed solution of methyl alcohol and dithiocarbonic anhydride, and feed ammonia to saturated, 28～40 ℃ airtight, place 38-50h, through 1500～7000Pa pressure condition concentrate down after removing ammonia γ-methyl esters-L-L-glutamic acid-N-amino acid salts concentrated solution;
C, γ-methyl esters-L-L-glutamic acid-N-amino acid salts concentrated solution is heated to 40～60 ℃, adds acetic acid, under 1500～7000Pa pressure condition, remove dithiocarbonic anhydride, obtain N-carbamylglutamic acid crude product;
D, N-carbamylglutamic acid crude product is got N-carbamylglutamic acid finished product through activated carbon decolorizing, recrystallization.
D, the N-carbamylglutamic acid was pulverized 40～100 mesh sieves, with Preblend 800 (feeds product that contains various trace elements, VITAMIN) or the complete diet pellet 311 or 332 (feeds product of forming by raw materials such as corn, dregs of beans, wheat bran, fish meal, its ratio can be adjusted arbitrarily according to the live pig different steps) thorough mixing, put into and stir 6～15 minutes in the stirrer, make particulate state (or powdery) pack.What obtain contains N-carbamylglutamic acid feed feed sucking piglets, weanling pig or replacement gilt and growing swine.
A kind of N-carbamylglutamic acid feed of above-mentioned acquisition can promote intestine of young pigs to grow, and improves the speed of growth.
A kind of N-carbamylglutamic acid feed of above-mentioned acquisition can promote the sow uterine vascular to grow, and increases nest and produces live young number and piglet initial weight.
Feed additive N-carbamylglutamic acid adding proportion in piglet and sow feed is 0.01%～0.15%.The raw material that can be used as premixed feed mixes with trace element, VITAMIN etc., also can directly add in proportion in perfect compound feed.
The present invention compares with present technology, has the following advantages and effect:
1. the production of this product preparation, the employing monosodium glutamate is a raw material, and raw material is easy to get, and reaction is carried out at normal temperatures and pressures, and method is simple, and easy and simple to handle, raw material is easy to get, energy-conserving and environment-protective, cost is lower.
2. this product has overcome arginine and uses and go up the limitation that can not add in the feed, and has efficiently and advantage such as action time is lasting.This product and prepared preparation thereof can be used for the piglet feed or the fodder additives of growth fast, and have no side effect.
3.N-the secretion of carbamylglutamic acid energy induced growth hormone promotes growing swine proteinic synthetic, has improved the speed of growth of growing swine, is a kind of growth regulator that the pig of applications well prospect is arranged.
4. add the nutritional test that N-carbamylglutamic acid that the present invention of various dose produces carries out pig by feed, test-results shows in 5～8kg weanling pig, adding 0.60g/kg in the feed is best regulation and control dosage, and day weight gain can improve 10.1%～15.7%, and diarrhea rate reduces by 28.6%.
Embodiment
Embodiment 1:
A kind of preparation method of feed additive N-carbamylglutamic acid the steps include:
A. get methyl alcohol 20L, L-glutamic acid 0.30kg adds sulfuric acid 2L and mixes, and room temperature (identical below 20-25 ℃) reaction 4h with triethylamine adjust pH to 8.5, gets L-gamma-glutamic acid methyl esters;
B. the L-gamma-glutamic acid methyl esters that step a is obtained is added drop-wise in the mixed solution of 2L methyl alcohol and 2L dithiocarbonic anhydride, drip on one side, feed ammonia on one side to saturated, at 32 ℃ of airtight placement 42h, concentrating under the 1500Pa pressure condition except that getting γ-methyl esters-L-L-glutamic acid-N-amino acid two amine salt concentrated solutions behind the ammonia;
C. γ-methyl esters that step b is obtained-L-L-glutamic acid-N-amino acid two amine salt concentrated solutions are heated to 50 ℃, and adding acetic acid to pH value is 6.5, and dithiocarbonic anhydride is removed in decompression under the 2000Pa pressure condition, separate out mass crystallization, i.e. N-carbamylglutamic acid crude product this moment;
D. with the crystallization of step c gained N-carbamylglutamic acid crude product through activated carbon decolorizing, be cooled to the room temperature recrystallization and get N-carbamylglutamic acid finished product.
Embodiment 2:
A kind of preparation method of feed additive N-carbamylglutamic acid the steps include:
A. get methyl alcohol 15L, L-glutamic acid 0.22kg adds sulfuric acid 1.5L, and room temperature reaction 3h with triethylamine adjust pH to 8.0, gets L-gamma-glutamic acid methyl esters;
B. the L-gamma-glutamic acid methyl esters that step a is obtained is added drop-wise in the mixed solution of 1.5L methyl alcohol and 1.5L dithiocarbonic anhydride, drip on one side, feed ammonia on one side to saturated, at 30 ℃ of airtight placement 40h, concentrating under the 2000Pa pressure condition except that getting γ-methyl esters-L-L-glutamic acid-N-amino acid two amine salt concentrated solutions behind the ammonia;
C. γ-methyl esters that step b is obtained-L-L-glutamic acid-N-amino acid two amine salt concentrated solutions are heated to 45 ℃, and adding acetic acid to pH value is 6.8, and dithiocarbonic anhydride is removed in decompression under the 3000Pa pressure condition, separate out mass crystallization, i.e. N-carbamylglutamic acid crude product this moment;
D. with the crystallization of step c gained N-carbamylglutamic acid crude product through activated carbon decolorizing, be cooled to the room temperature recrystallization and get N-carbamylglutamic acid finished product.
Embodiment 3:
A kind of preparation method of feed additive N-carbamylglutamic acid the steps include:
A. get methyl alcohol 10L, L-L-glutamic acid 0.15kg, sulfuric acid 1L mixing, room temperature reaction 2h with triethylamine adjust pH to 7.5, obtains L-gamma-glutamic acid methyl ester solution;
B. the L-gamma-glutamic acid methyl ester solution that step a is obtained is added drop-wise in the mixed solution of 1L methyl alcohol and 1L dithiocarbonic anhydride, feeds ammonia then to saturated, 29 ℃ airtight, place 39h.Obtain γ-methyl esters-L-L-glutamic acid-N-amino acid salts concentrated solution through concentrating except that behind the ammonia under the 2500Pa pressure condition;
C. γ-methyl esters that step b is obtained-L-L-glutamic acid-N-amino acid two amine salt concentrated solutions are heated to 42 ℃, and adding acetic acid to pH value is 7.0, removes dithiocarbonic anhydride under the 4000Pa pressure condition, obtains N-carbamylglutamic acid crude product;
D. the N-carbamylglutamic acid crude product that step c is obtained through activated carbon decolorizing, be cooled to the room temperature recrystallization and get N-carbamylglutamic acid finished product.
Embodiment 4:
A kind of preparation method of feed additive N-carbamylglutamic acid the steps include:
A. get methyl alcohol 7L, L-glutamic acid 0.1kg adds sulfuric acid 0.7L, mixes, and room temperature reaction 5h with triethylamine adjust pH to 7.9, gets L-gamma-glutamic acid methyl esters;
B. the L-gamma-glutamic acid methyl esters that step a is obtained is added drop-wise in the mixed solution of 0.7L methyl alcohol and 0.7L dithiocarbonic anhydride, drip on one side, feed ammonia on one side to saturated, at 35 ℃ of airtight placement 45h, concentrating under the 3000Pa mercurypressure condition except that getting γ-methyl esters-L-L-glutamic acid-N-amino acid two amine salt concentrated solutions behind the ammonia;
C. γ-methyl esters that step b is obtained-L-L-glutamic acid-N-amino acid two amine salt concentrated solutions are heated to 55 ℃, and adding acetic acid to pH value is 7.2, and dithiocarbonic anhydride is removed in decompression under the 4500Pa pressure condition, separate out mass crystallization, i.e. N-carbamylglutamic acid crude product this moment;
D. the N-carbamylglutamic acid crude product crystallization that step c is obtained through activated carbon decolorizing, be cooled to the room temperature recrystallization and get N-carbamylglutamic acid finished product.
Embodiment 5:
A kind of preparation method of feed additive N-carbamylglutamic acid the steps include:
A. get methyl alcohol 3.5L, L-glutamic acid 0.05kg adds sulfuric acid 0.35L, and room temperature reaction 6h adds triethylamine adjust pH to 9.0, gets L-gamma-glutamic acid methyl esters;
B. the L-gamma-glutamic acid methyl esters that step a is obtained is added drop-wise in the mixed solution of 0.35L methyl alcohol and 0.35L dithiocarbonic anhydride, drip on one side, feed ammonia on one side to saturated, at 40 ℃ of airtight placement 50h, concentrating under the 4000Pa pressure condition except that getting γ-methyl esters-L-L-glutamic acid-N-amino acid two amine salt concentrated solutions behind the ammonia;
C. γ-methyl esters that step b is obtained-L-L-glutamic acid-N-amino acid two amine salt concentrated solutions are heated to 60 ℃, and adding acetic acid to pH value is 7.5, and dithiocarbonic anhydride is removed in decompression under the 7000Pa pressure condition, separate out mass crystallization, i.e. N-carbamylglutamic acid crude product this moment;
D. the N-carbamylglutamic acid crude product crystallization that step c is obtained through activated carbon decolorizing, be cooled to the room temperature recrystallization and get N-carbamylglutamic acid finished product.
Embodiment 6:
The application of a kind of feed additive N-carbamylglutamic acid in piglet and sow growth the steps include:
A. with N-carbamylglutamic acid drying, pulverized 40 mesh sieves;
B. the N-carbamylglutamic acid meal that step (a) is obtained is invested in the complete diet pellet feed in 5% ratio, puts in the stirrer then and stirs, and makes thorough mixing, makes particulate state (or powdery) pack;
C. the feed that step b is obtained is fed to sucking piglets, weanling pig, growing swine or replacement gilt and herd boar;
Embodiment 7:
The application of a kind of feed additive N-carbamylglutamic acid in piglet and sow growth the steps include:
A. with N-carbamylglutamic acid drying, pulverize the back and cross 60 mesh sieves;
B. the N-carbamylglutamic acid meal that step (a) is obtained is invested in the piglet feed in 6% ratio, puts in the stirrer then and stirs, and makes thorough mixing;
C. the feed that step b is obtained is fed to sucking piglets, weanling pig, growing swine or replacement gilt and herd boar;
Embodiment 8:
The application of a kind of feed additive N-carbamylglutamic acid in piglet and sow growth the steps include:
A. with N-carbamylglutamic acid drying, pulverized 70 mesh sieves;
B. the N-carbamylglutamic acid meal that step (a) is obtained is invested in the replacement gilt complete diet pellet feed in 4% ratio, puts in the stirrer then and stirs, and makes thorough mixing;
C. the feed that step b is obtained is fed to sucking piglets, weanling pig, growing swine or replacement gilt and herd boar;
Embodiment 9:
The application of a kind of feed additive N-carbamylglutamic acid in piglet and sow growth the steps include:
A. with N-carbamylglutamic acid drying, pulverized 80 mesh sieves;
B. the N-carbamylglutamic acid meal that step (a) is obtained is invested in the Preblend feed in 5% ratio, puts in the stirrer then and stirs, and makes thorough mixing, makes the powdery pack;
C. the Preblend that step b is obtained makes an addition to and feeds in the complete diet pellet to sucking piglets, weanling pig, growing swine or replacement gilt and herd boar;
Embodiment 10:
The application of a kind of feed additive N-carbamylglutamic acid in piglet and sow growth the steps include:
A. with N-carbamylglutamic acid drying, pulverized 100 mesh sieves;
B. the N-carbamylglutamic acid meal that step (a) is obtained is invested in the Preblend feed in 5% ratio, puts in the stirrer then and stirs, and makes thorough mixing, makes the powdery pack;
C. the Preblend that step b is obtained makes an addition to feed and feeds to sucking piglets, weanling pig, growing swine or replacement gilt and herd boar;
Add the nutritional test that N-carbamylglutamic acid that the present invention of various dose produces carries out by feed in the piglet of 14-28 age in days and see Table 1, test shows that NCG can effectively promote the weightening finish of piglet; The best results of 0.09%NCG wherein.
Table 1 different levels N-carbamylglutamic acid effect in the piglet of 14-28 age in days
| Control group | ??0.03％NCG | ??0.06％NCG | ??0.09％NCG | ??0.12％NCG | |
| Initial body weight | ??6.14 | ??6.12 | ??6.19 | ??6.19 | ??6.25 |
| Finish body weight | ??6.70 | ??6.76 | ??6.89 | ??7.12 | ??7.13 |
Claims (3)
1. the preparation method of a feed additive N-carbamylglutamic acid the steps include:
A, L-L-glutamic acid, methyl alcohol, sulfuric acid are mixed, room temperature reaction 2-6h regulates the pH of mixed value to 7.0-9.5 with triethylamine again, obtains L-gamma-glutamic acid methyl esters;
B, L-gamma-glutamic acid methyl esters is joined in the mixed solution of methyl alcohol and dithiocarbonic anhydride, and feed ammonia to saturated, 28～40 ℃ airtight, place 38-50h, through 1500～7000Pa pressure condition concentrate down after removing ammonia γ-methyl esters-L-L-glutamic acid-N-amino acid salts concentrated solution;
C, γ-methyl esters-L-L-glutamic acid-N-amino acid salts concentrated solution is heated to 40～60 ℃, adds acetic acid, under 1500～7000Pa pressure condition, remove dithiocarbonic anhydride, obtain N-carbamylglutamic acid crude product;
D, N-carbamylglutamic acid crude product is got N-carbamylglutamic acid finished product through activated carbon decolorizing, recrystallization;
E, the N-carbamylglutamic acid was pulverized 40～100 mesh sieves, and, put into and stir 6～15 minutes in the stirrer, made the pack of particulate state or powdery, obtained containing N-carbamylglutamic acid feed with Preblend or complete diet pellet thorough mixing.
2. the application of the described a kind of N-carbamylglutamic acid feed of claim 1 in promoting piglet growth.
3. the application of the described a kind of N-carbamylglutamic acid feed of claim 1 in promoting sow reproductive performance.
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| CN201010028927A CN101759603A (en) | 2010-01-08 | 2010-01-08 | Preparation method and application of feed additive N-carbamylglutamic acid |
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| CN101953430A (en) * | 2010-07-15 | 2011-01-26 | 北京龙科方舟生物工程技术中心 | Feed, preparation method and use thereof in improvement in reproductive performance of sows |
| CN102106472A (en) * | 2010-12-07 | 2011-06-29 | 北京龙科方舟生物工程技术中心 | Complex additive for boars and preparation method and using method thereof |
| CN102106473A (en) * | 2010-12-07 | 2011-06-29 | 北京龙科方舟生物工程技术中心 | Feed containing mixture of N-carbamylglutamic acid and sodium salt thereof for boars, preparation and application thereof |
| CN102630638A (en) * | 2012-05-10 | 2012-08-15 | 广东温氏食品集团有限公司 | Method for improving the reproductive performance of sows |
| CN102942506A (en) * | 2012-11-16 | 2013-02-27 | 长沙道勤生物科技有限公司 | Preparation method for feed additive of N-carbamyl glutamate chelated zinc |
| CN104206710A (en) * | 2014-08-15 | 2014-12-17 | 亚太兴牧(北京）科技有限公司 | Traditional Chinese medicinal feed additive containing N-carbamylglutamic acid, and its application |
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| CN108497186A (en) * | 2018-03-23 | 2018-09-07 | 广东新南都饲料科技有限公司 | A kind of additive premix improving sow reproductive performance |
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| CN101953430B (en) * | 2010-07-15 | 2013-05-22 | 北京龙科方舟生物工程技术有限公司 | Feed, preparation method and use thereof in improvement in reproductive performance of sows |
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| CN102106473A (en) * | 2010-12-07 | 2011-06-29 | 北京龙科方舟生物工程技术中心 | Feed containing mixture of N-carbamylglutamic acid and sodium salt thereof for boars, preparation and application thereof |
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| CN102630638B (en) * | 2012-05-10 | 2014-01-15 | 广东温氏食品集团股份有限公司 | Method for improving the reproductive performance of sows |
| CN102942506A (en) * | 2012-11-16 | 2013-02-27 | 长沙道勤生物科技有限公司 | Preparation method for feed additive of N-carbamyl glutamate chelated zinc |
| CN104206710A (en) * | 2014-08-15 | 2014-12-17 | 亚太兴牧(北京）科技有限公司 | Traditional Chinese medicinal feed additive containing N-carbamylglutamic acid, and its application |
| CN104206711A (en) * | 2014-08-15 | 2014-12-17 | 亚太兴牧(北京）科技有限公司 | N-carbamyl glutamate and probiotics-containing premix for feed and application thereof |
| CN104206710B (en) * | 2014-08-15 | 2017-05-17 | 亚太兴牧(北京）科技有限公司 | Traditional Chinese medicinal feed additive containing N-carbamylglutamic acid, and its application |
| CN108017561A (en) * | 2016-11-04 | 2018-05-11 | 武汉武药科技有限公司 | A kind of method of refined card glutamic acid |
| CN108017561B (en) * | 2016-11-04 | 2021-03-30 | 武汉武药科技有限公司 | Method for refining carglutamic acid |
| CN108497186A (en) * | 2018-03-23 | 2018-09-07 | 广东新南都饲料科技有限公司 | A kind of additive premix improving sow reproductive performance |
| CN109619322A (en) * | 2019-02-15 | 2019-04-16 | 浙江大学 | A kind of feed improving laying hen eggshell quality |
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