A novel method of producing the pharmaceutical intermediate (R)-2-chloromandelic acid by bioconversion-Reference-Cited by-同舟云学术

A novel method of producing the pharmaceutical intermediate (R)-2-chloromandelic acid by bioconversion

Published:2019-02-01 Issue:2 Volume:83 Page:309-317
ISSN:0916-8451
Container-title:Bioscience, Biotechnology, and Biochemistry
language:en
Short-container-title:

Author:

Yamamura Ei-Tora¹,Kita Shinji¹

Affiliation:

1. Technical Department, Kyowa Pharma Chemical Co., Ltd, Takaoka, Japan

Abstract

ABSTRACT (R)-2-Chloromandelic acid (RCM) is one of the chiral building blocks used in the pharmaceutical industry. As a result of screening for microorganisms that asymmetrically hydrolyze racemic 2chloromandelic acid methyl ester (CMM), Exophiala dermatitidis NBRC6857 was found to produce RCM at optical purity of 97% ee. The esterase that produces RCM, EstE, was purified from E. dermatitidis NBRC6857, and the optimal temperature and pH of EstE were 30°C and 7.0, respectively. The estE gene that encodes EstE was isolated and overexpressed in Escherichia coli JM109. The activity of recombinant E. coli JM109 cells overexpressing estE was 553 times higher than that of E. dermatitidis NBRC6857. RCM was produced at conversion rate of 49% and at optical purity of 97% ee from 10% CMM with 0.45 mg-dry-cell/L recombinant E. coli JM109 cells. Based on these findings, RCM production by bioconversion of CMM may be of interest for future industrial applications.

Funder

Kyowa Pharma Chemical Co., Ltd

Publisher

Oxford University Press (OUP)

Subject

Organic Chemistry,Molecular Biology,Applied Microbiology and Biotechnology,General Medicine,Biochemistry,Analytical Chemistry,Biotechnology

Link

http://academic.oup.com/bbb/article-pdf/83/2/309/36834346/bbb0309.pdf

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