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A method for splitting (±)-methyl mandelate with esterase

A technology of methyl mandelic acid and mandelic acid, which is applied in the field of biocatalysis, can solve the problems of expensive reagents, pollute the environment, and low purity, and achieve the effects of high enantiomeric excess value, strong stereoselectivity, and mild reaction conditions

Active Publication Date: 2018-04-03
SOUTH CHINA SEA INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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  • Abstract
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AI Technical Summary

Problems solved by technology

The traditional preparation process of optically pure mandelic acid series compounds is to chemically synthesize racemic products and then perform chiral chemical resolution. This method is expensive in reagents, pollutes the environment, and the purity is not high

Method used

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  • A method for splitting (±)-methyl mandelate with esterase
  • A method for splitting (±)-methyl mandelate with esterase
  • A method for splitting (±)-methyl mandelate with esterase

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Embodiment 1

[0018] 1. Analysis of the influence of esterase EST04211 on the hydrolysis of (±)-methyl mandelate at different temperatures. The process equation for the hydrolysis of (±)-methyl mandelate catalyzed by esterase EST04211 is as follows figure 1 shown.

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Abstract

The invention discloses a method for splitting (±)-methyl mandelate by esterase. It hydrolyzes (±)-methyl mandelate in the presence of esterase EST04211, and esterase EST04211 catalyzes S-methyl mandelate to generate S-mandelic acid, and then reacts R-methyl mandelate and S ‑Mandelic acid is separated, and the amino acid sequence of the esterase EST04211 is shown in SEQ ID NO.2. Compared with the traditional chemical resolution, the present invention has the advantages of mild reaction conditions, no pollution, and high enantiomeric excess value; compared with the currently reported enzymatic catalytic resolution, the esterase EST04211 used preferentially hydrolyzes the S-configuration Methyl mandelate yields optically pure R-mandelic acid methyl ester and S-mandelic acid with strong stereoselectivity. The obtained product can be used for the synthesis of corresponding drugs after simple purification.

Description

Technical field: [0001] The invention belongs to the technical field of biocatalysis, and in particular relates to a method for splitting (±)-methyl mandelate by esterase. Background technique: [0002] The enantiomers of mandelic acid and its derivatives are a very important class of pharmaceutical intermediates, which are widely used in the synthesis of various drugs, such as penicillins, cephalosporins, cyclomandelic esters, antitumor agents, coenzyme A, etc. The traditional preparation process of optically pure mandelic acid series compounds is to chemically synthesize racemic products and then perform chiral chemical resolution. This method has expensive reagents, pollutes the environment, and the purity is not high. The preparation of chiral compounds by biocatalysis is an emerging method integrating biotechnology and chemical engineering. This method has the advantages of high efficiency, strong selectivity, and environmental friendliness. It has become the focus and ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P41/00C12N9/18C12P7/62C12P7/42
Inventor 胡云峰梁甲元孙爱君张云邓盾
Owner SOUTH CHINA SEA INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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