CN102718685A - Preparation method and application of N-carbamyl-L-glutamic acid manganese complex - Google Patents
Preparation method and application of N-carbamyl-L-glutamic acid manganese complex Download PDFInfo
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- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 title claims abstract description 60
- 229910052748 manganese Inorganic materials 0.000 title claims abstract description 59
- 239000011572 manganese Substances 0.000 title claims abstract description 59
- 238000002360 preparation method Methods 0.000 title claims abstract description 24
- IDSGFSCSMXRJON-UHFFFAOYSA-N N-Carbamyl-L-glutamicacid Chemical compound C1=CC([N+](=O)[O-])=CC=C1CC1=CC=CC=C1 IDSGFSCSMXRJON-UHFFFAOYSA-N 0.000 title abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 29
- 238000003756 stirring Methods 0.000 claims abstract description 20
- 239000007787 solid Substances 0.000 claims abstract description 19
- 238000005406 washing Methods 0.000 claims abstract description 15
- 241001465754 Metazoa Species 0.000 claims abstract description 13
- 150000002696 manganese Chemical class 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 238000006243 chemical reaction Methods 0.000 claims abstract description 8
- 238000001035 drying Methods 0.000 claims abstract description 5
- 229960002989 glutamic acid Drugs 0.000 claims description 58
- 230000006837 decompression Effects 0.000 claims description 10
- VASIZKWUTCETSD-UHFFFAOYSA-N oxomanganese Chemical compound [Mn]=O VASIZKWUTCETSD-UHFFFAOYSA-N 0.000 claims description 8
- 239000000654 additive Substances 0.000 claims description 7
- 230000000996 additive effect Effects 0.000 claims description 5
- SQQMAOCOWKFBNP-UHFFFAOYSA-L manganese(II) sulfate Chemical compound [Mn+2].[O-]S([O-])(=O)=O SQQMAOCOWKFBNP-UHFFFAOYSA-L 0.000 claims description 4
- 229910002651 NO3 Inorganic materials 0.000 claims description 3
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 3
- 229940071125 manganese acetate Drugs 0.000 claims description 3
- UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 claims description 3
- CNFDGXZLMLFIJV-UHFFFAOYSA-L manganese(II) chloride tetrahydrate Chemical compound O.O.O.O.[Cl-].[Cl-].[Mn+2] CNFDGXZLMLFIJV-UHFFFAOYSA-L 0.000 claims description 3
- XMWCXZJXESXBBY-UHFFFAOYSA-L manganese(ii) carbonate Chemical compound [Mn+2].[O-]C([O-])=O XMWCXZJXESXBBY-UHFFFAOYSA-L 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 238000000034 method Methods 0.000 abstract description 3
- 235000019730 animal feed additive Nutrition 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 13
- 239000000843 powder Substances 0.000 description 11
- 235000013601 eggs Nutrition 0.000 description 10
- 238000004458 analytical method Methods 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- 238000010298 pulverizing process Methods 0.000 description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000013642 negative control Substances 0.000 description 6
- 235000011121 sodium hydroxide Nutrition 0.000 description 5
- 235000014590 basal diet Nutrition 0.000 description 4
- 239000013641 positive control Substances 0.000 description 4
- 210000002303 tibia Anatomy 0.000 description 4
- ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000003442 weekly effect Effects 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 2
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- 239000008280 blood Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
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- 210000002414 leg Anatomy 0.000 description 2
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- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 2
- ISPYRSDWRDQNSW-UHFFFAOYSA-L manganese(II) sulfate monohydrate Chemical compound O.[Mn+2].[O-]S([O-])(=O)=O ISPYRSDWRDQNSW-UHFFFAOYSA-L 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 206010003591 Ataxia Diseases 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 235000019750 Crude protein Nutrition 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
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- 230000003281 allosteric effect Effects 0.000 description 1
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- FFQKYPRQEYGKAF-UHFFFAOYSA-N carbamoyl phosphate Chemical compound NC(=O)OP(O)(O)=O FFQKYPRQEYGKAF-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 235000013330 chicken meat Nutrition 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- RHGKLRLOHDJJDR-UHFFFAOYSA-N citrulline Chemical compound OC(=O)C(N)CCCNC(N)=O RHGKLRLOHDJJDR-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
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- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
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- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
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Abstract
The invention discloses a preparation method and application of an N-carbamyl-L-manganese glutamate complex, which comprises the following steps: adding N-carbamyl-L-glutamic acid and manganese salt into water, cooling to normal temperature after reaction, slowly dropwise adding the obtained solution into absolute ethyl alcohol under stirring, and continuously stirring to fully separate out solids after dropwise adding; filtering, washing and drying to obtain the N-carbamyl-L-manganese glutamate complex. The method has simple process, high product purity and stable quality, and is suitable for industrial application. The N-carbamyl-L-glutamic acid manganese complex can be used as an animal feed additive to improve the production performance of animals.
Description
Technical field
The present invention relates to a kind of preparation method of organic complex, be specifically related to the preparation method and the application of a kind of N-carbamyl-L-L-glutamic acid manganese complex.
Background technology
(N-Carbamyl-L-glutamic acid is the analog of N-acetyl-L-L-glutamic acid (NAG) NCG) to N-carbamyl-L-L-glutamic acid, and its molecular formula is C
6H
10O
5N
2, structure is following:
N-carbamyl-L-L-glutamic acid can replace NAG to become the allosteric catalyzer of carbamylphosphate synthetase-I (GPS-I); Thereby promote proline(Pro) and Stimulina to transform to N.delta.-carbamylornithine and l-arginine; Increase arginic endogenous synthesizing, keep the balance and stability of l-arginine environment in the body.This shows that NCG stress situation have good effect for what answer between reply animal weaning period that the l-arginine deficiency causes, is a kind of potential fodder additives.
Manganese is one of animal body trace elements necessary, and the important physical function is arranged in vivo, and its main nutritional-physiological effect is as the enzyme activation factor or integral part in glucide, lipid, protein and cholesterol metabolic.It is not only the integral part of some important enzyme in the body, and with bone growth, hemopoietic function confidential relation is arranged.The every 1kg of the manganese content of manganese in muscle and blood should be lower than lmg, and the animal manganese deficiency can cause that food consumption decline, decreased growth, efficiency of feed utilization reduce, bone is unusual, ataxia and breeding function are unusual etc.During tradition was raised, the manganese in the animal daily ration was that the form with inorganic salt provides, and the application of adding Organic Manganese and Chelated Manganese in recent years is increasingly extensive.Relative inorganic manganese, the Organic Manganese complex compound receives the protection of ligand, is not vulnerable to the influence that is unfavorable for the physical chemical factor that metal absorbs in the gi tract, has good chemicalstability and biochemical stability.
At present, the synthetic existing report of N-carboxamide-L-L-glutamic acid is also very few about the information of synthetic its metal complex.
Summary of the invention
An object of the present invention is to provide the preparation method of a kind of N-carbamyl-L-L-glutamic acid manganese complex.
Another object of the present invention provides the application of N-carbamyl-L-L-glutamic acid manganese complex in the preparation animal feedstuff additive.
The technical scheme that the present invention adopted is:
The preparation method of N-carbamyl-L-L-glutamic acid manganese complex comprises the steps:
1) N-carbamyl-L-L-glutamic acid and manganese salt are added in the entry, heated and boiled to solution is clarified, and said manganese salt comprises manganese monoxide or manganous carbonate; Or N-carbamyl-L-L-glutamic acid added in the entry, manganese salt is continued to add in regulator solution pH=5.5 ~ 6.0,50～80 ℃ of reactions 1～2 hour, and said manganese salt comprises manganous sulfate, Manganous chloride tetrahydrate, manganous nitrate or manganese acetate;
2) be cooled to normal temperature, under stirring step 1) gained solution slowly be added drop-wise in the absolute ethyl alcohol, drip and finish, continuation is stirred and is let solid fully separate out;
3) filter, washing, drying promptly gets N-carbamyl-L-L-glutamic acid manganese complex.
The mol ratio of manganese element is 1:1 ~ 1.2 in N-carbamyl-L-L-glutamic acid and the manganese salt.
Preferably, the mol ratio of manganese element is 1:1 in N-carbamyl-L-L-glutamic acid and the manganese salt.
The adding proportion of step 1) N-carbamyl-L-L-glutamic acid and water is 1mol:300～500ml.
The mass ratio of N-carbamyl step 2)-L-L-glutamic acid and absolute ethyl alcohol is 1:5 ~ 10.
The said washing of step 3) is to use absolute ethanol washing.
The said drying of step 3) is meant that decompression is revolved dried or oven dry under 50 ~ 150 ℃.
The application of N-carbamyl-L-L-glutamic acid manganese complex in the preparation animal feedstuff additive.
The invention has the advantages that:
(1) the invention provides a kind of synthetic N-carbamyl-more comprehensive technical intelligence of L-L-glutamic acid manganese complex, it is simple to have a synthesis technique, and product purity is higher, steady quality, and technology is convenient to advantages such as popularization;
(2) N-carbamyl of the present invention-L-L-glutamic acid manganese complex can be used as animal feedstuff additive, improves the production performance of animal.When especially being used as the fodder additives of laying hen, can significantly improve the quality of production performance, laying rate and the egg of laying hen.
Description of drawings
Fig. 1 is the infared spectrum of N-carbamyl of the present invention-L-L-glutamic acid manganese complex;
Fig. 2 is the infared spectrum of N-carboxamide-L-L-glutamic acid.
Embodiment
Below in conjunction with embodiment the present invention is further described, but is not limited thereto.
The preparation method of a kind of N-carbamyl-L-L-glutamic acid manganese complex, its step is following:
(1) 0.1mol (19g) N-carbamyl-L-L-glutamic acid mixes with the 0.1mol manganese monoxide, adds 30ml water, and heated and boiled to solution is clarified;
(2) be cooled to normal temperature, stir down fast step (1) gained solution slowly is added drop-wise in the 95g absolute ethyl alcohol, drip and finish, continue to stir 0.5 hour, let solid fully separate out and be broken;
(3) filter, solid is with absolute ethanol washing 2 times, and it is dried that 50 ℃ of decompressions are revolved, and pulverizing can get N-carbamyl-L-L-glutamic acid manganese complex powder 24.2g, and sample presentation carries out ultimate analysis, and manganese content is 19.65%, and nitrogen content is 9.90%.
Embodiment 2:
The preparation method of a kind of N-carbamyl-L-L-glutamic acid manganese complex, its step is following:
(1) 0.1mol (19g) N-carbamyl-L-L-glutamic acid adds 30ml water, slowly adds the 0.1mol manganous carbonate, and heated and boiled to solution is clarified;
(2) be cooled to normal temperature, stir down fast step (1) gained solution slowly is added drop-wise in the 100g absolute ethyl alcohol, drip and finish, continue to stir 0.5 hour, let solid fully separate out and be broken;
(3) filter, solid is with absolute ethanol washing 2 times, and it is dried that 50 ℃ of decompressions are revolved, and pulverizing can get N-carbamyl-L-L-glutamic acid manganese complex powder 24.8g, and sample presentation carries out ultimate analysis, and manganese content is 20.02%, and nitrogen content is 9.70%.
Embodiment 3:
The preparation method of a kind of N-carbamyl-L-L-glutamic acid manganese complex, its step is following:
(1) 0.1mol (19g) N-carbamyl-L-L-glutamic acid adds 40ml water, with about 0.2mol sodium hydrate regulator solution pH=6, adds the 0.1mol manganous sulfate, is heated to 80 ℃ of reactions 1 hour;
(2) be cooled to normal temperature, stir down fast step (1) gained solution slowly is added drop-wise in the 120g absolute ethyl alcohol, drip and finish, continue to stir 0.5 hour, let solid fully separate out and be broken;
(3) filter, solid is with absolute ethanol washing 2 times, and it is dried that 50 ℃ of decompressions are revolved, and pulverizing can get N-carbamyl-L-L-glutamic acid manganese complex powder 37.8g, and sample presentation carries out ultimate analysis, and manganese content is 12.50%, and nitrogen content is 6.25%.
Embodiment 4:
The preparation method of a kind of N-carbamyl-L-L-glutamic acid manganese complex, its step is following:
(1) 0.1mol (19g) N-carbamyl-L-L-glutamic acid adds 40ml water, regulates pH=6.0 with about 0.2mol sodium hydroxide, adds the 0.1mol Manganous chloride tetrahydrate, is heated to 65 ℃ of reactions 1 hour;
(2) be cooled to normal temperature, stir down fast step (1) gained solution slowly is added drop-wise in the 120g absolute ethyl alcohol, drip and finish, continue to stir 0.5 hour, let solid fully separate out and be broken;
(3) filter, solid is with absolute ethanol washing 2 times, and it is dried that 50 ℃ of decompressions are revolved, and pulverizing can get N-carbamyl-L-L-glutamic acid manganese complex powder 37.2g, and sample presentation carries out ultimate analysis, and manganese content is 12.65%, and nitrogen content is 6.40%.
Embodiment 5:
The preparation method of a kind of N-carbamyl-L-L-glutamic acid manganese complex, its step is following:
(1) 0.1mol (19g) N-carbamyl-L-L-glutamic acid adds 50ml water, regulates pH=6.0 with about 0.2mol sodium hydroxide, adds the 0.1mol manganese acetate, is heated to 50 ℃ of reactions 2 hours;
(2) be cooled to normal temperature, stir down fast step (1) gained solution slowly is added drop-wise in the 190g absolute ethyl alcohol, drip and finish, continue to stir 0.5 hour, let solid fully separate out and be broken;
(3) filter, solid is with absolute ethanol washing 2 times, and it is dried that 50 ℃ of decompressions are revolved, and pulverizing can get N-carbamyl-L-L-glutamic acid manganese complex powder 38.5g, and sample presentation carries out ultimate analysis, and manganese content is 12.35%, and nitrogen content is 6.20%.
Embodiment 6:
The preparation method of a kind of N-carbamyl-L-L-glutamic acid manganese complex, its step is following:
(1) 0.1mol (19g) N-carbamyl-L-L-glutamic acid adds 30ml water, regulates pH=6.0 with about 0.2molg sodium hydroxide, adds the 0.1mol manganous nitrate, is heated to 80 ℃ of reactions 1.5 hours;
(2) be cooled to normal temperature, stir down fast step (1) gained solution slowly is added drop-wise in the 100g absolute ethyl alcohol, drip and finish, continue to stir 0.5 hour, let solid fully separate out and be broken;
(3) filter, solid is with absolute ethanol washing 2 times, and it is dried that 50 ℃ of decompressions are revolved, and pulverizing can get N-carbamyl-L-L-glutamic acid manganese complex powder 38.6g, and sample presentation carries out ultimate analysis, and manganese content is 12.30%, and nitrogen content is 12.42%.
Embodiment 7
The preparation method of a kind of N-carbamyl-L-L-glutamic acid manganese complex, its step is following:
(1) 0.1mol (19g) N-carbamyl-L-L-glutamic acid mixes with the 0.12mol manganese monoxide, adds 40ml water, and heated and boiled to solution is closely clarified;
(2) be cooled to normal temperature, stir down fast step (1) gained solution slowly is added drop-wise in the 120g absolute ethyl alcohol, drip and finish, continue to stir 1 hour, let solid fully separate out and be broken;
(3) filter, solid is with absolute ethanol washing 2 times, and it is dried that 50 ℃ of decompressions are revolved, and pulverizing can get N-carbamyl-L-L-glutamic acid manganese complex powder 25.6g, and sample presentation carries out ultimate analysis, and manganese content is 22.80%, and nitrogen content is 9.38%.
Embodiment 8:
The preparation method of a kind of N-carbamyl-L-L-glutamic acid manganese complex, its step is following:
(1) 0.1mol (19g) N-carbamyl-L-L-glutamic acid adds 40ml water, with about 0.2mol sodium hydrate regulator solution pH=6, adds the 0.12mol manganous sulfate, is heated to 80 ℃ of reactions 1.5 hours;
(2) be cooled to normal temperature, stir down fast step (1) gained solution slowly is added drop-wise in the 120g absolute ethyl alcohol, drip and finish, continue to stir 0.5 hour, let solid fully separate out and be broken;
(3) filter, solid is with absolute ethanol washing 2 times, and it is dried that 50 ℃ of decompressions are revolved, and pulverizing can get N-carbamyl-L-L-glutamic acid manganese complex powder 40.8g, and sample presentation carries out ultimate analysis, and manganese content is 14.25%, and nitrogen content is 5.75%.
The product of embodiment 1 is off-white powder, and is soluble in water, is insoluble to ethanol, methyl alcohol, acetone and other organic solvent.Sample presentation is surveyed infrared spectrogram, and the collection of illustrative plates that obtains is as shown in Figure 1.The infrared figure of corresponding N-carboxamide-L-L-glutamic acid is as shown in Figure 2.This manganese complex sample presentation is carried out ultimate analysis, and Mn, C, H, N content are respectively 19.65%, 25.65%, 2.82%, 9.90%.Embodiment 2 ~ 8 products obtained therefroms are similarly
TypeWhite powder, soluble in water, be insoluble to ethanol, methyl alcohol, acetone and other organic solvent, after same treatment, sample presentation detects, and the gained infrared spectrogram is extremely similar with Fig. 1.
Experimentation on animals:
Will be even with a collection of 400 sizes; Athletic 160 age in days Luo Man hens are raised a week in advance; Therefrom select out product age in days 300 healthy hens identical, that body weight is close and be divided into 10 groups at random, 8 experimental group (adding N-carbamyl-L-L-glutamic acid manganese complex 60ppm of embodiment 1～8 in the basal diet respectively), a negative control group (basal diet); A positive control group (basal diet adds the 100ppm manganese sulfate monohydrate), every group of 30 chickens.
This experiment is carried out in the semi open model hen house, and trial period was 6 weeks.Duration of test is fed powder, free choice feeding drinking-water; Keep illumination in 16 hours every day, temperature is at 20-28 ℃, and humidity is at 60-70%.The crude protein content of basal diet is 17.5%, and metabolizable energy is 2700 Kcal/kg, and calcium contents is 3.3%, and phosphorus content is 0.60%.
Performance test: every day time recording each repeat egg number and egg size and leg state of an illness condition; Measure each weekly and repeat feed consumption rate and laying hen individual weight; Add up egg size, laying rate, feed consumption rate and feedstuff-egg ratio weekly.
Egg product matter is measured: each repeats to randomly draw 5 pieces of eggs and measures egg shape index and shell thickness weekly.
Slaughter determining: randomly draw 9 hens and butcher, the quantity of residual manganese in the concentration of manganese and the ight soil in shin bone length and shin bone and the liver.
Experimental result shows; All inferior rates of experimental group of adding N-carbamyl-L-L-glutamic acid manganese complexs all are lower than positive and negative control group, and the sick incidence of wherein negative control group leg the highest (P < 0.05) has reached 3%. these explanations and compared the manganese sulfate monohydrate that adds 100ppm; N-carbamyl-L-L-glutamic acid manganese two aquo complexs that add 60ppm not only can reach same effect; And improved the bioavailability of manganese, and can practice thrift Mineral resources greatly, alleviate environmental stress.In experimental group, the laying hen individual weight of negative control group the lightest (P < 0.05), egg productivity is few, and egg shape index is poorer than other experimental group, and broken egg number is maximum.The positive control group in feedstuff-meat ratio aspect and each experimental group difference is (P>0.05) not significantly, but all with negative control group significant difference (P < 0.05).The concentration of manganese can be found out from shin bone and liver, and each experimental group will be higher than positive control group, and the concentration of manganese is minimum in the negative control group blood.This is similar with the deposition situation of manganese in the shin bone ash content, and is opposite with the quantity of manganese residual in the ight soil.
More than experiment shows that N-carbamyl of the present invention-L-L-glutamic acid manganese complex can be used as animal feedstuff additive, improves production performance and the immune performance of animal.
Above embodiment is merely and introduces preferred case of the present invention, and to those skilled in the art, any conspicuous variation and the improvement in the scope that does not deviate from spirit of the present invention, carried out all should be regarded as a part of the present invention.
Claims (7)
1.N-the preparation method of carbamyl-L-L-glutamic acid manganese complex comprises the steps:
1) N-carbamyl-L-L-glutamic acid and manganese salt are added in the entry, heated and boiled to solution is clarified, and said manganese salt comprises manganese monoxide or manganous carbonate; Or N-carbamyl-L-L-glutamic acid added in the entry, manganese salt is continued to add in regulator solution pH=5.5 ~ 6.0,50～80 ℃ of reactions 1～2 hour, and said manganese salt comprises manganous sulfate, Manganous chloride tetrahydrate, manganous nitrate or manganese acetate;
2) be cooled to normal temperature, under stirring step 1) gained solution slowly be added drop-wise in the absolute ethyl alcohol, drip and finish, continuation is stirred and is let solid fully separate out;
3) filter, washing, drying promptly gets N-carbamyl-L-L-glutamic acid manganese complex.
2. preparation method according to claim 1 is characterized in that, the mol ratio of manganese element is 1:1 ~ 1.2 in N-carbamyl-L-L-glutamic acid and the manganese salt.
3. preparation method according to claim 1 is characterized in that, the adding proportion of step 1) N-carbamyl-L-L-glutamic acid and water is 1mol:300～500ml.
4. preparation method according to claim 1 is characterized in that step 2) in the mass ratio of N-carbamyl-L-L-glutamic acid and absolute ethyl alcohol be 1:5 ~ 10.
5. preparation method according to claim 1 is characterized in that, the said washing of step 3) is to use absolute ethanol washing.
6. preparation method according to claim 1 is characterized in that, the said drying of step 3) is meant that decompression is revolved dried or oven dry under 50 ~ 150 ℃.
7.N-the application of carbamyl-L-L-glutamic acid manganese complex in the preparation animal feedstuff additive.
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