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Chiral resolution method for hydroxy esters

A hydroxyester and ketoester technology, applied in the field of industrial microorganisms, can solve the problems of low stereoselectivity of lipase, difficult to optically pure products, etc., and achieve the effect of important industrial application value

Active Publication Date: 2017-05-10
卓虹超源生物科技(郑州)有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the stereoselectivity of lipase is not high, and it is difficult to obtain more than 99% optically pure products at a high recovery rate

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Prepare a 5ml reaction system, the concentration of racemic danshensu isopropyl ester is 40mM, the concentration of L-type rat liver α-hydroxyacid oxidase is 100μg / ml, pH6, shake at 150r / min in a water bath shaker at 30°C for 24 hours, measure (R The enantiomeric excess of )-danshensu isopropyl ester was 99.9%, and the yield was 49.9%.

Embodiment 2

[0023] Prepare a 5ml reaction system, the concentration of racemic danshensubornyl ester is 1mM, the concentration of L-type chicken liver α-hydroxyacid oxidase is 1μg / ml, pH7, shake at 150r / min in a water bath shaker at 35°C for 1 hour, and measure (R) - The enantiomeric excess of danshensubornyl ester was 85.2%, and the yield was 36.2%.

Embodiment 3

[0025] Prepare a 10ml reaction system, the concentration of racemic danshensu asarocyl alcohol ester is 5mM, the concentration of L-type Pediococcus sp. lactic acid oxidase is 50μg / ml, pH 8, shake at 150r / min in a water bath shaker at 40°C for 12 hours, and measure (R The enantiomeric excess of )-danshensu asarone is 99.7%, and the yield is 49.8%.

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PUM

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Abstract

The invention relates to a method for resolving racemic alpha-hydroxy esters by adopting alpha-hydroxy acid oxidase and belongs to the field of bioengineering. The method can be applied to the preparation of optically-pure alpha-hydroxy esters.

Description

technical field [0001] The invention discloses a method for splitting alpha-hydroxy esters by using oxidase, which belongs to the field of industrial microorganisms. Background technique [0002] α-hydroxy esters (alpha-hydroxy esters) are the products obtained after esterification and dehydration of α-hydroxy acids and alcohols, which are widely used in the field of medicine, such as Danshensu isopropyl ester produced after the lipidation of danshensu and isopropanol Wait. [0003] The commonly used enzymatic resolution method for chemically synthesized racemic α-hydroxy esters is to use lipase or esterase hydrolysis schemes, such as a method for esterase resolution of (±)-methyl mandelate (Chinese patent 201510212293.4), Pig pancreas lipase hydrolysis split glyceryl butyrate (enantioselective enzymatic hydrolysis of glycidyl butyrate. Journal of South China University of Technology, 1999, 25(2): 209~212), Novozym 435 p-hydroxyphenylglycine Asymmetric hydrolysis of methyl...

Claims

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Application Information

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IPC IPC(8): C12P41/00C12P7/62
CPCC12P7/62C12P41/001C12P41/002
Inventor 蔡宇杰沈天成曹憬白亚军郑晓晖
Owner 卓虹超源生物科技(郑州)有限公司
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