Method for preparing D-aminophenol with immobilization penicillin acylated enzyme catalysis

An amino acid and methionine technology, which is applied in the field of D-amino acid production technology, can solve the problems of high preparation cost of hydantoin and limited large-scale application, and achieve the effects of low production cost, short splitting route and simple operation.

Inactive Publication Date: 2009-02-18
CHONGQING UNIV OF POSTS & TELECOMM
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Domestic National Biochemical Engineering Technology Research Center adopts this method to prepare D-phenylalanine, D-tyrosine, D-alanine, D-valine, etc., but the high preparation cost of hydantoin limits the application of this method. Large-scale application in D-amino acid production

Method used

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  • Method for preparing D-aminophenol with immobilization penicillin acylated enzyme catalysis
  • Method for preparing D-aminophenol with immobilization penicillin acylated enzyme catalysis

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Embodiment 1: the production technology of D-methionine

[0020] 1. Synthesis of N-phenylacetyl-DL-methionine:

[0021] Add 298 grams of DL-methionine, 240 grams of NaOH, and 4,000 milliliters of water into a 10-liter reactor, stir well at 10°C, and add 387.5 grams of phenylacetyl chloride dropwise while stirring. During the reaction, control the pH=8-10, and the temperature Within 10°C, after the dropwise addition, keep it warm for 2 hours, then continue to stir the reaction at room temperature for 5 hours, stop the reaction, add concentrated hydrochloric acid to adjust the pH to 1-2, a large amount of white solid precipitates, vacuum filter to obtain a white solid. The filtrate was concentrated under reduced pressure (vacuum degree 0.1 p.m, temperature 60° C.) to make it 1 / 20 (240 ml) of the original volume, cooled, filtered the precipitated white solid, combined the white solid obtained twice, and put it into the next step reaction.

[0022] 2. Enzymatic hydrolysis ...

Embodiment 2

[0029] Embodiment 2: the production technology of D-alanine

[0030] 1. Synthesis of N-phenylacetyl-DL-alanine:

[0031]Add 365 grams of DL-alanine, 340 grams of NaOH, and 2,000 milliliters of water into a 5-liter reactor, stir fully at 10°C, and add 697.5 grams of phenylacetyl chloride dropwise while stirring, and control pH=8-10 during the reaction , the temperature is within 10°C, after the dropwise addition is completed, keep it warm for 2 hours, then continue to stir the reaction at room temperature for 5 hours, stop the reaction, add concentrated hydrochloric acid to adjust the pH to 1-2, a large amount of white solid is precipitated, vacuum filtration, and white solid. The filtrate was concentrated under reduced pressure (vacuum degree 0.1 p.m, temperature 60° C.) to make it 1 / 20 (100 ml) of the original volume, cooled, filtered the precipitated white solid, combined the white solid obtained twice, and put it into the next reaction.

[0032] 2. Enzymatic hydrolysis of...

Embodiment 3

[0039] Embodiment 3: the production technology of D-glutamic acid

[0040] 1. Synthesis of N-phenylacetyl-DL-glutamic acid:

[0041] Add 500 grams of DL-glutamic acid, 460 grams of NaOH, and 3,000 milliliters of water into a 5-liter reactor, stir well at 10°C, add 573.5 grams of phenylacetyl chloride dropwise under stirring, and control pH=8-10 during the reaction , the temperature is within 10°C, after the dropwise addition is completed, keep it warm for 2 hours, then continue to stir the reaction at room temperature for 5 hours, stop the reaction, add concentrated hydrochloric acid to adjust the pH to 1-2, a large amount of white solid is precipitated, vacuum filtration, and white solid. The filtrate was concentrated under reduced pressure (vacuum degree 0.1p.m, temperature 60°C) to make it 1 / 20 (150 ml) of the original volume, cooled, filtered the precipitated white solid, combined the white solid obtained twice, and put it into the next reaction.

[0042] 2. Enzymatic hy...

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Abstract

The invention relates to a preparation method of D-amino acid; DL-amino acid is used as the material and then N-phenylacetyl-DL-amino acid is obtained through derivation; under an aqueous liquid, the N-phenylacetyl-DL-amino acid obtained is unsymmetrically hydrolyzed by enzyme; then the D-amino acid is obtained through carrying out chemical hydrolyzing and crystallizing on the N-phenylacetyl-DL-amino acid. The enzyme related to the invention is immobilized penicillin acylase the repeated use batches of which achieves more than 100 times. The method has the advantages of short dismounting route, stable technique, simple operation, good separating effect, high product purity and low production cost. Besides, only an organic solvent of ethanol is used during the production process of the method; therefore, the whole process is environmental-friendly..

Description

technical field [0001] The present invention relates to the production technology of D-amino acid. In particular, it relates to a production process for generating D-amino acid by utilizing immobilized penicillin acylase enzymolysis reaction. Background technique [0002] Amino acids are organic acids containing amino groups, which are the basic units of protein. The 20 basic amino acids that make up the living matter in the human body, except glycine, have two mirror-image enantiomers D-amino acid and L-amino acid. It has always been believed that only L-amino acids exist in living matter. With the development of analytical methods, people have successively found various D-amino acids and D-amino acids in marine animals, terrestrial animals, vertebrates and invertebrates, seed plants and humans. It has attracted people's attention and realized that D-amino acid has an irreplaceable position of L-amino acid in life activities and drug treatment, especially as an intermedia...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P41/00C12P13/04
Inventor 夏仕文方国兰徐红梅葛超李阳
Owner CHONGQING UNIV OF POSTS & TELECOMM
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