CN105063117A - Preparation method of D-arginine monohydrochloride - Google Patents
Preparation method of D-arginine monohydrochloride Download PDFInfo
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Abstract
The invention discloses a preparation method of D-arginine monohydrochloride. The preparation method comprises the following steps: S1, racemization, namely, dissolving L-arginine monohydrochloride into glacial acetic acid, and adding a catalyst into the obtained solution for carrying out racemization reaction, as to as obtain DL-arginine monohydrochloride; S2, acetylation, namely, dissolving DL-arginine monohydrochloride into sodium hydroxide, dropwise adding acetic anhydride, and carrying out acetylation reaction to obtain solid, which is AC-DL-arginine; and S3, enzymolysis, namely, adding acylase into the AC-DL-arginine, and carrying out enzymolysis to prepare D-arginine monohydrochloride. According to the preparation method, L-arginine monohydrochloride is adopted as the raw material, D-arginine monohydrochloride is prepared through racemization, acetylation and enzymolysis, and a novel efficient preparation method is provided for the preparation of D-arginine monohydrochloride; D-arginine monohydrochloride prepared by the preparation method provided by the invention is high in yield, the EE value can achieve 99.7%; and the preparation method is simple, convenient, pollution-free and environmentally friendly, and suitable for industrial large-scale production.
Description
Technical field
The invention belongs to organic chemistry filed, be specifically related to a kind of preparation method of D-Arg hydrochloride.
Background technology
D-Arg hydrochloride, Cas:627-75-8, molecular formula: C
6h
15clN
4o
2, molecular weight: 210.66, molecular structural formula as (I),
Proterties: white crystalline powder, fusing point: 216-218 DEG C, specific rotatory power :-21 & ordm; (C=3.51NHCl), colorless crystals material; Odorless, taste is sweet; Water-soluble, be insoluble to ethanol, EC; Decomposition point is 251-253 DEG C, and one or several L-type amino acid in small peptide is replaced D-type amino acid, and the biological function difference of the new small peptide of gained and former small peptide is very large or characteristic is totally different; Assorted with D-type amino acid in amino acids microbiotic, unlikelyly because being difficult to be degraded by bacterial enzyme to develop immunity to drugs; D-Arg hydrochloride is one of most important amino acid, is mainly used in food, medicine.
Due to the chiral recognition of biology, the preparation of D-Arg hydrochloride is difficult to microbe fermentation method, and can not use chemical synthesis, main path is obtained by L-arginine racemize chemical resolution method and racemize enzyme process.The simplest way is the chemical resolution method of racemic modification; because this method does not need polystep reaction; reaction conditions is easily controlled; also do not need other forms (protection namely not needing to carry out functional group, to change amino acid whose character, obtains splitting object) converting amino acid fat, but the suitable low cost of this method yield is high; be not suitable for suitability for industrialized production; product yield is low, and chirality content does not reach the specification of quality of chipal compounds, so the application of this method is restricted.
Summary of the invention
The object of the invention is to the shortcoming overcoming prior art, a kind of preparation method of D-Arg hydrochloride is provided.
Object of the present invention is achieved through the following technical solutions: a kind of preparation method of D-Arg hydrochloride, and it comprises the following steps:
S1. racemization: L-arginine hydrochloride is dissolved in glacial acetic acid, adds catalyzer salicylic aldehyde, and 95 ~ 105 DEG C of back flow reaction 6 ~ 8h, obtain DL-arginine monohydrochloride;
S2. acetylize: be dissolved in sodium hydroxide by DL-arginine monohydrochloride, drips diacetyl oxide, reaction 1.5 ~ 3h, crystallisation by cooling, and gained solid is AC-DL-arginine;
S3. enzymolysis: add acylase in AC-DL-arginine, uses sodium hydroxide adjust ph, and 5 ~ 40 DEG C of insulation 40 ~ 48h, obtain D-Arg hydrochloride.
Further, the purity of the L-arginine hydrochloride described in step S1 is greater than 97%.
Further, the weight ratio of L-arginine hydrochloride, glacial acetic acid and salicylic aldehyde described in step S1 is 1:4 ~ 7:0.1 ~ 0.2.
Further, the naoh concentration described in step S2 is 10%, and the weight ratio of DL-arginine monohydrochloride, sodium hydroxide and diacetyl oxide is 1:4 ~ 5:0.5 ~ 1.
Further, pH value to 8 ~ 9 of the sodium hydrate regulator solution of 10% are adopted in step S3.
Further, the AC-DL-arginine described in step S3 and the weight ratio of acylase are 1:0.02 ~ 0.05.
Further, refining step is also comprised after described S3 enzymolysis, concrete operations are: by the D-Arg hydrochloride collected, be warming up to 45 ~ 60 DEG C, add activated carbon decolorizing 0.5 ~ 1.5h, filtrate condensing crystal after filtering, stir cooled and filtered, solid, centrifugal and 90 ~ 110 DEG C of oven dry after solid washing.
In the present invention, D-Arg is a kind of basic aminoacids, and the present inventor thinks and can adopt chemical resolution method, that is: make DL-arginine and chiral acid generate diastereoisomeric salt, utilize the dissolubility difference of diastereoisomeric salt by it separation.Therefore, the present inventor once attempted adopting chiral acid and arginine to generate diastereoisomeric salt, such as: D-tartrate, and amygdalic acid, o-Chloromelic acid, optically active citric acid, oxysuccinic acid, and acidic amino acid aspartic acid, L-glutamic acid.But all do not get a desired effect, or salify can not obtain crystal (such as: amygdalic acid, aspartic acid, oxysuccinic acid), or the very thin separating effect of the crystal obtained bad (such as: D-tartrate, o-Chloromelic acid), can not get the object of fractionation or split undesirable.It is very good that the present inventor finds to adopt the AC-D-arginine effect in acylase hydrolysis AC-DL-arginine in experimentation repeatedly, and the specificity of its enzyme can only be hydrolyzed the ethanoyl of D-Arg, and the dissolubility difference after hydrolysis makes two separating substances simple and convenient.
In the present invention, by AC-DL-arginine during enzymolysis, be added in water, hydro-oxidation sodium not only can allow AC-DL-arginine dissolve, and the height of pH affects quality product quality and yield.If pH too high acylase meeting inactivation, the too low reactive behavior affecting enzyme, studies discovery through the present inventor, and pH is 8 ~ 9, and the weight ratio of control AC-DL-arginine and acylase is 1:0.02 ~ 0.05, and D-Arg hydrolysis result is good.
In the present invention, be warming up to 35 ~ 40 DEG C and answer 40 ~ 48h better effects if during enzymolysis, reaction 40 ~ 48h raw material reaction is more thorough; Temperature height can affect the efficiency of production, adds acylase inactivation risk higher than 40 DEG C, slow lower than 35 DEG C of hydrolysis reaction, thus can not get the object of stability and high efficiency production.
In the present invention, L-arginine is studied through contriver and is found that purity is greater than 97%, both can meet processing requirement, and can effectively reduce cost again.
In the present invention, separate solid material, can adopt whizzer to dry or the method for decompress filter removes liquid, obtains solid matter.Decolouring generally adopts gac, and the consumption that can also strengthen activated carbon does not heat up decolouring, but effect is not as intensification good decolorizing effect, and the consumption of increasing activated carbon also just adds cost.Crystallization can adopt stationary crystallization and dynamic crystallization.Adopt stationary crystallization product crystallization very irregular, some precipitate particles are very large, make troubles, affect the outward appearance of product to a great extent to follow-up work.Preferably adopt dynamic crystallization, products obtained therefrom crystalline particle is even, and outward appearance crystalline form is fine.
The present invention has the following advantages: the present invention with L-arginine hydrochloride for raw material; D-Arg hydrochloride is obtained through racemization, acetylize, enzymolysis; preparation for D-Arg hydrochloride provides new high-efficiency method for producing; adopt that the D-Arg hydrochloride yield prepared of the inventive method is high, EE value can reach 99.7%, this preparation method is simple, convenient for production, environmental protection, be applicable to industrialization scale operation.
Embodiment
Below in conjunction with embodiment, the present invention will be further described, and protection scope of the present invention is not limited to the following stated:
Embodiment 1: a kind of preparation method of D-Arg hydrochloride, it comprises the following steps:
S1. racemization: purity is greater than 97%L-arginine monohydrochloride and is dissolved in glacial acetic acid, adds catalyzer salicylic aldehyde, the weight ratio of L-arginine hydrochloride, glacial acetic acid and salicylic aldehyde is 1:4:0.1, and 95 DEG C of back flow reaction 6h, obtain DL-arginine monohydrochloride;
S2. acetylize: DL-arginine monohydrochloride being dissolved in concentration is in sodium hydroxide, drip diacetyl oxide, the weight ratio of DL-arginine monohydrochloride, sodium hydroxide and diacetyl oxide is 1:4:0.5, reaction 1.5h, crystallisation by cooling, and gained solid is AC-DL-arginine;
S3. enzymolysis: add acylase in AC-DL-arginine, by 10% sodium hydroxide adjust ph to 8, the weight ratio of AC-DL-arginine and acylase is 1:0.02, and 35 DEG C of insulation 40h, obtain D-Arg hydrochloride;
S4. refine: by the D-Arg hydrochloride collected, be warming up to 45 DEG C, add activated carbon decolorizing 0.5h, filtrate condensing crystal after filtering, stir cooled and filtered, obtain solid, centrifugal and 90 DEG C of oven dry after solid washing.
Embodiment 2: a kind of preparation method of D-Arg hydrochloride, it comprises the following steps:
S1. racemization: purity is greater than 97%L-arginine monohydrochloride and is dissolved in glacial acetic acid, adds catalyzer salicylic aldehyde, the weight ratio of L-arginine hydrochloride, glacial acetic acid and salicylic aldehyde is 1:7:0.2, and 105 DEG C of back flow reaction 8h, obtain DL-arginine monohydrochloride;
S2. acetylize: DL-arginine monohydrochloride being dissolved in concentration is in sodium hydroxide, drip diacetyl oxide, the weight ratio of DL-arginine monohydrochloride, sodium hydroxide and diacetyl oxide is 1:5:1, reaction 3h, crystallisation by cooling, and gained solid is AC-DL-arginine;
S3. enzymolysis: add acylase in AC-DL-arginine, by 10% sodium hydroxide adjust ph to 9, the weight ratio of AC-DL-arginine and acylase is 1:0.05, and 40 DEG C of insulation 48h, obtain D-Arg hydrochloride;
S4. refine: by the D-Arg hydrochloride collected, be warming up to 60 DEG C, add activated carbon decolorizing 1.5h, filtrate condensing crystal after filtering, stir cooled and filtered, obtain solid, centrifugal and 110 DEG C of oven dry after solid washing.
Embodiment 3: a kind of preparation method of D-Arg hydrochloride, it comprises the following steps:
S1. racemization: purity is greater than 97%L-arginine monohydrochloride and is dissolved in glacial acetic acid, adds catalyzer salicylic aldehyde, the weight ratio of L-arginine hydrochloride, glacial acetic acid and salicylic aldehyde is 1:5:0.15, and 100 DEG C of back flow reaction 7h, obtain DL-arginine monohydrochloride;
S2. acetylize: DL-arginine monohydrochloride being dissolved in concentration is in sodium hydroxide, drip diacetyl oxide, the weight ratio of DL-arginine monohydrochloride, sodium hydroxide and diacetyl oxide is 1:4.3:0.8, reaction 2h, crystallisation by cooling, and gained solid is AC-DL-arginine;
S3. enzymolysis: add acylase in AC-DL-arginine is 1:0.03 by 10% sodium hydroxide adjust ph to the weight ratio of 8-, AC-DL-arginine and acylase, and 37 DEG C of insulation 42h, obtain D-Arg hydrochloride;
S4. refine: by the D-Arg hydrochloride collected, be warming up to 50 DEG C, add activated carbon decolorizing 0.8h, filtrate condensing crystal after filtering, stir cooled and filtered, obtain solid, centrifugal and 100 DEG C of oven dry after solid washing.
Embodiment 4: a kind of preparation method of D-Arg hydrochloride, it comprises the following steps:
S1. racemization: purity is greater than 97%L-arginine monohydrochloride and is dissolved in glacial acetic acid, adds catalyzer salicylic aldehyde, the weight ratio of L-arginine hydrochloride, glacial acetic acid and salicylic aldehyde is 1:6:0.18, and 102 DEG C of back flow reaction 7.5h, obtain DL-arginine monohydrochloride;
S2. acetylize: DL-arginine monohydrochloride being dissolved in concentration is in sodium hydroxide, drip diacetyl oxide, the weight ratio of DL-arginine monohydrochloride, sodium hydroxide and diacetyl oxide is 1:4.8:0.9, reaction 2.6h, crystallisation by cooling, and gained solid is AC-DL-arginine;
S3. enzymolysis: add acylase in AC-DL-arginine, by 10% sodium hydroxide adjust ph to 9, the weight ratio of AC-DL-arginine and acylase is 1:0.04, and 38 DEG C of insulation 46h, obtain D-Arg hydrochloride;
S4. refine: by the D-Arg hydrochloride collected, be warming up to 55 DEG C, add activated carbon decolorizing 1.2h, filtrate condensing crystal after filtering, stir cooled and filtered, obtain solid, centrifugal and 108 DEG C of oven dry after solid washing.
Embodiment 5: a kind of preparation method of D-Arg hydrochloride, it comprises the following steps:
S1. racemization: glacial acetic acid 1000kg is added in reactor, L-arginine hydrochloride 200kg, salicylic aldehyde 20kg, heat up 95 DEG C of back flow reaction 8h, and cool to room temperature is centrifugal, dries, obtain DL-arginine monohydrochloride 194kg, yield 97%;
S2. acetylize: DL-arginine monohydrochloride 194kg is added 10% sodium hydroxide 900L, diacetyl oxide 140kg is dripped at being cooled to 20 DEG C, 2h is reacted after dripping and finishing, concentrated hydrochloric acid acidifying pH value to 3, cool to 10 DEG C of crystallization 4h, centrifugal, solid little water is stirred and is washed once, centrifugal dewatering again, dries to obtain AC-DL-arginine 190kg;
S3. enzymolysis: add water gained AC-DL-arginine 190kg 800kg, adding 10% sodium hydroxide adjusts pH to be 8 ~ 9 (about 250L), heats up 35 DEG C, adds people's acylase 4kg, be incubated 35 ~ 40 DEG C of reaction 24h, add acylase 1kg again, insulation reaction 24h, heat up 60 ~ 80 DEG C and add gac 5kg decolorization filtering, clear liquid is lowered the temperature at 30 DEG C, concentrated hydrochloric acid acidifying pH to 3, lower the temperature crystallization 4h at 10 DEG C, centrifugally to obtain AC-L-arginine to dry;
S4. refine: heated up by the D-Arg of collection 50 DEG C and add 2kg activated carbon decolorizing, insulation 1h, filtering, there is crystallization to liquid level in filtrate reduced in volume, stir cooling, filter, obtain solid, the a small amount of bubble of solid is washed once, centrifugal to dry doubling in 100 DEG C of oven dry, obtains D-Arg hydrochloride 75kg.
D-Arg hydrochloride total recovery (D-Arg hydrochloride accounts for the mass percent of L-arginine hydrochloride) is 37.5%, and product is white crystalline powder, fusing point 217 DEG C, specific rotatory power-21; (C=3.51NHCl), infrared spectra meets, content 99.2% (content is the total content per-cent of D-Arg hydrochloride and L-arginine hydrochloride in crystal powder), EE value (with the degree of HPLC chiral column comparison and detection two kinds of configurations, EE value refers to D-Arg hydrochloride and L-arginine hydrochloride degree separately in crystal powder) 99.7%.
Embodiment 6: a kind of preparation method of D-Arg hydrochloride, it comprises the following steps:
S1. racemization: glacial acetic acid 1000kg is added in reactor, L-arginine hydrochloride 200kg, salicylic aldehyde 20kg, heat up 95 DEG C of back flow reaction 8h, and cool to room temperature is centrifugal, dries, obtain DL-arginine monohydrochloride 194kg, yield 97%;
S2. acetylize: DL-arginine monohydrochloride 194kg is added 10% sodium hydroxide 900L, diacetyl oxide 140kg is dripped at being cooled to 20 DEG C, 2h is reacted after dripping and finishing, concentrated hydrochloric acid acidifying pH to 3 cools to 10 DEG C of crystallization 4h, centrifugal, solid little water is stirred and is washed once, then centrifugal dewatering, dries to obtain AC-DL-arginine 190kg;
S3. enzymolysis: add water gained AC-DL-arginine 190kg 800kg, adding 10% sodium hydroxide adjusts pH to be 8 ~ 9 (about 250L), heats up 45 DEG C, adds people's acylase 4kg, be incubated 45 ~ 50 DEG C of reaction 24h, add acylase 1kg again, insulation reaction 24h, heat up 60 ~ 80 DEG C and add gac 5kg decolorization filtering, clear liquid is lowered the temperature at 30 DEG C, concentrated hydrochloric acid acidifying pH to 3, lower the temperature crystallization 4h at 10 DEG C, centrifugally to obtain AC-L-arginine to dry;
S4. refine: heated up by the D-Arg of collection 50 DEG C and add 2kg activated carbon decolorizing, insulation 1h, filtering, there is crystallization to liquid level in filtrate reduced in volume, stir cooling, filter, obtain solid, the a small amount of bubble of solid is washed once, centrifugal to dry doubling in 100 DEG C of oven dry, obtains D-Arg hydrochloride 15kg.
D-Arg hydrochloride total recovery (D-Arg hydrochloride accounts for the mass percent of L-arginine hydrochloride) is 7.5%, and product is white crystalline powder, fusing point 216 DEG C, specific rotatory power-18; (C=3.51NHCl), infrared spectra meets, content 91.2% (content is the total content per-cent of D-Arg hydrochloride and L-arginine hydrochloride in crystal powder), EE value (with the degree of HPLC chiral column comparison and detection two kinds of configurations, EE value refers to D-Arg hydrochloride and L-arginine hydrochloride degree separately in crystal powder) is 89.7%.
Embodiment 7: a kind of preparation method of D-Arg hydrochloride, it comprises the following steps:
S1. racemization: glacial acetic acid 1000kg is added in reactor, L-arginine hydrochloride 200kg, salicylic aldehyde 20kg, heat up 95 DEG C of back flow reaction 8h, and cool to room temperature is centrifugal, dries, obtain DL-arginine monohydrochloride 194kg, yield 97%;
S2. acetylize: DL-arginine monohydrochloride 194kg is added 10% sodium hydroxide 900L, diacetyl oxide 140kg is dripped at being cooled to 20 DEG C, 2h is reacted after dripping and finishing, concentrated hydrochloric acid acidifying pH to 3 cools to 10 DEG C of crystallization 4h, centrifugal, solid little water is stirred and is washed once, then centrifugal dewatering, dries to obtain AC-DL-arginine 190kg;
S3. enzymolysis: add water gained AC-DL-arginine 190kg 800kg, adding 10% sodium hydroxide adjusts pH to be 8 ~ 9 (about 350L), heats up 25 DEG C, adds people's acylase 4kg, be incubated 25 ~ 30 DEG C of reaction 24h, add acylase 1kg again, insulation reaction 24h, heat up 60 ~ 80 DEG C and add gac 5kg decolorization filtering, clear liquid is lowered the temperature at 30 DEG C, concentrated hydrochloric acid acidifying pH to 3, lower the temperature crystallization 4h at 10 DEG C, centrifugally to obtain AC-L-arginine to dry;
S4. refine: heated up by the D-Arg of collection 50 DEG C and add 2kg activated carbon decolorizing, insulation 1h, filtering, there is crystallization to liquid level in filtrate reduced in volume, stir cooling, filter, obtain solid, the a small amount of bubble of solid is washed once, centrifugal to dry doubling in 100 DEG C of oven dry, obtains D-Arg hydrochloride 27kg.
D-Arg hydrochloride total recovery (D-Arg hydrochloride accounts for the mass percent of L-arginine hydrochloride) is 13.5%, and product is white crystalline powder, fusing point 218 DEG C, specific rotatory power-21; (C=3.51NHCl), infrared spectra meets, content 99.4% (content is the total content per-cent of D-Arg hydrochloride and L-arginine hydrochloride in crystal powder), EE value (with the degree of HPLC chiral column comparison and detection two kinds of configurations, EE value refers to D-Arg hydrochloride and L-arginine hydrochloride degree separately in crystal powder) is 99.8%.
Comparative example: the preparation of DL-arginine monohydrochloride:
S1. racemization: glacial acetic acid 1000kg is added in reactor, L-arginine hydrochloride 200kg, salicylic aldehyde 20kg, heat up 95 DEG C of back flow reaction 8h, and cool to room temperature is centrifugal, dries, obtain DL-arginine monohydrochloride 194kg, yield 97%.
S2. desalination: by gained DL-Lys hydrochloride 194kg, with after 500kg water dissolution after Hydrogen 732 resin cation (R.C.) adsorbing and removing hydrochloric acid, washing post to effluent liquid without chlorion with clear water, is then the ammoniacal liquor wash-out of 2N by concentration, collects liquid and overflows without ammonia through being concentrated into;
S3. split: concentrated solution is added water and mends to 1200L, be warming up to 80 DEG C and add resolving agent D-tartrate 150kg, after to be dissolved, cool to 10 DEG C, centrifugal, solid stirs with 75% ethanol and washes twice, then centrifugal dewatering, (crystal is very thin, not easily dries) obtains D-tartrate D-Arg salt 170kg;
S4. desalination: add water tartrate D-Arg salt 170kg 300kg, adding hydrochloric acid and adjust pH to be 0.5 ~ 1.5, by Hydrogen 732 resin cation (R.C.), wash most tartrate with water, is then that the ammoniacal liquor wash-out of 2N is by the D-Arg of resin absorption by concentration.
S5. refine: by concentrated except after ammonia for the D-Arg solution collected, pH is adjusted to be about 3.5 with hydrochloric acid, heat up 50 DEG C and add 2kg activated carbon decolorizing, insulation 1h, filters, crystallization is there is in filtrate reduced in volume to liquid level, stir cooling, filter, obtain solid, and in 100 DEG C of oven dry, obtain the smart acid hydrochloride 55kg of D-.
Total recovery (D-Arg hydrochloride accounts for the mass percent of L-arginine hydrochloride) is 27.5%.Product is white crystalline powder, fusing point 208 DEG C, specific rotatory power-18.2 ° (C=3.51NHCl), infrared spectra meets, the content 94.3% total content per-cent of D-Arg hydrochloride and L-arginine hydrochloride (in the crystal powder), EE value (with the degree of HPLC chiral column comparison and detection two kinds of configurations, EE value refers to D-Arg hydrochloride and L-arginine hydrochloride degree separately in crystal powder) 95.7%.
Experimental result as can be seen from embodiment 5-7 and comparative example: the inventive method prepares the yield of D-Arg hydrochloride and EE value is greatly improved all than existing methods.In the production of chipal compounds, it is quite difficult for improving after EE value reaches 98% again, and when adopting the inventive method to prepare D-Arg hydrochloride, EE value improves 1.5%, reaches 99.7%, and chiral purity is greatly improved.Therefore, illustrate that the inventive method has broad application prospects.
Claims (7)
1. a preparation method for D-Arg hydrochloride, is characterized in that: it comprises the following steps:
S1. racemization: L-arginine hydrochloride is dissolved in glacial acetic acid, adds catalyzer salicylic aldehyde, and 95 ~ 105 DEG C of back flow reaction 6 ~ 8h, obtain DL-arginine monohydrochloride;
S2. acetylize: be dissolved in sodium hydroxide by DL-arginine monohydrochloride, drips diacetyl oxide, reaction 1.5 ~ 3h, crystallisation by cooling, and gained solid is AC-DL-arginine;
S3. enzymolysis: add acylase in AC-DL-arginine, uses sodium hydroxide adjust ph, and 5 ~ 40 DEG C of insulation 40 ~ 48h, obtain D-Arg hydrochloride.
2. the preparation method of a kind of D-Arg hydrochloride according to claim 1, is characterized in that: the purity of the L-arginine hydrochloride described in step S1 is greater than 97%.
3. the preparation method of a kind of D-Arg hydrochloride according to claim 1, is characterized in that: the weight ratio of L-arginine hydrochloride, glacial acetic acid and salicylic aldehyde described in step S1 is 1:4 ~ 7:0.1 ~ 0.2.
4. the preparation method of a kind of D-Arg hydrochloride according to claim 1, it is characterized in that: the naoh concentration described in step S2 is 10%, and the weight ratio of DL-arginine monohydrochloride, sodium hydroxide and diacetyl oxide is 1:4 ~ 5:0.5 ~ 1.
5. the preparation method of a kind of D-Arg hydrochloride according to claim 1, is characterized in that: pH value to 8 ~ 9 adopting the sodium hydrate regulator solution of 10% in step S3.
6. the preparation method of a kind of D-Arg hydrochloride according to claim 1, is characterized in that: the weight ratio of the AC-DL-arginine described in step S3 and acylase is 1:0.02 ~ 0.05.
7. the preparation method of a kind of D-Arg hydrochloride according to claim 1, it is characterized in that: after described S3 enzymolysis, also comprise refining step, concrete operations are: by the D-Arg hydrochloride collected, be warming up to 45 ~ 60 DEG C, add activated carbon decolorizing 0.5 ~ 1.5h, filtrate condensing crystal after filtering, stir cooled and filtered, solid, centrifugal and 90 ~ 110 DEG C of oven dry after solid washing.
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| CN1569815A (en) * | 2004-04-29 | 2005-01-26 | 何佺 | Amino acid racemization method |
| CN102392061A (en) * | 2011-09-29 | 2012-03-28 | 重庆邮电大学 | Chemical-enzyme method for preparing D-basic amino acid hydrochloride |
| CN104478746A (en) * | 2014-12-16 | 2015-04-01 | 武汉大学 | Preparation method of DL-lysine |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1569815A (en) * | 2004-04-29 | 2005-01-26 | 何佺 | Amino acid racemization method |
| CN102392061A (en) * | 2011-09-29 | 2012-03-28 | 重庆邮电大学 | Chemical-enzyme method for preparing D-basic amino acid hydrochloride |
| CN104478746A (en) * | 2014-12-16 | 2015-04-01 | 武汉大学 | Preparation method of DL-lysine |
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| 李加友等: "D-精氨酸酶法制备工艺研究", 《金陵科技学院学报》 * |
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