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Method for producing D amino acid by immobilizing acylation enzyme of penicillin

A technology of amino acid and methionine, which is applied in the field of D-amino acid production technology, can solve the problems of high production cost and limitation of large-scale application of hydantoin, and achieve the effects of low production cost, short split route and reduced production cost

Inactive Publication Date: 2007-07-25
CHENGDU ORGANIC CHEM CO LTD CHINESE ACAD OF SCI
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  • Summary
  • 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 producing D amino acid by immobilizing acylation enzyme of penicillin
  • Method for producing D amino acid by immobilizing acylation enzyme of penicillin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Embodiment one: the production technology of D-methionine

[0025] 1. Synthesis of N-phenylacetyl-DL-methionine:

[0026] 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.

[0027] 2. Enzymatic hydrolysi...

Embodiment 2

[0034] Embodiment two: the production technology of D-alanine

[0035] 1. Synthesis of N-phenylacetyl-DL-alanine:

[0036]Add 365 grams of DL-alanine, 340 grams of NaOH, and 2000 milliliters of water into a 5-liter reactor, and stir thoroughly at 10°C.

[0037] Add 697.5 grams of phenylacetyl chloride dropwise. During the reaction, control the pH to 8-10 and keep the temperature within 10°C. After the dropwise addition, keep the temperature for 2 hours, then continue to stir and react at room temperature for 5 hours, stop the reaction, and add concentrated hydrochloric acid to lower the pH. Adjusted to 1-2, a large amount of white solid precipitated out, and was vacuum filtered 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 (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.

[0038]...

Embodiment 3

[0045] Embodiment three: the production technology of D-glutamic acid

[0046] 1. Synthesis of N-phenylacetyl-DL-glutamic acid:

[0047] 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.

[0048] 2. Enzymati...

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Abstract

This invention discloses a method for preparing D-amino acid. The method comprises: derivatizing DL-amino acids to obtain N-phenylacetyl-DL-amino acids, performing enzyme-catalyzed asymmetric hydrolysis in aqueous solution to obtain N-phenylacetyl-D-amino acid, and performing chemical hydrolysis and crystallization to obtain D-amino acid. The enzyme used is immobilized penicillin acylase, which can be used for more than 100 times. The method has such advantages as high yield and high product optical purity, and is suitable for the majority of DL-amino acids resolution.

Description

technical field [0001] The invention relates to a production process of D-amino acid. Specifically, the invention relates to a production process for generating D-amino acid by utilizing immobilized penicillin acylase enzymatic hydrolysis 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 preparation, especially as an in...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P13/00C12P13/04C12P41/00
Inventor 夏仕文许景刚夏雨
Owner CHENGDU ORGANIC CHEM CO LTD CHINESE ACAD OF SCI
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