RRC ID 60288
Author Yamamura ET, Kita S.
Title A novel method of producing the pharmaceutical intermediate (R)-2-chloromandelic acid by bioconversion.
Journal Biosci. Biotechnol. Biochem.
Abstract (R)-2-Chloromandelic acid (R-CM) is one of the chiral building blocks used in the pharmaceutical industry. As a result of screening for microorganisms that asymmetrically hydrolyze racemic 2-chloromandelic acid methyl ester (CMM), Exophiala dermatitidis NBRC6857 was found to produce R-CM at optical purity of 97% ee. The esterase that produces R-CM, 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. R-CM 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, R-CM production by bioconversion of CMM may be of interest for future industrial applications.
Volume 83(2)
Pages 309-317
Published 2019-2
DOI 10.1080/09168451.2018.1536517
PMID 30343629
MeSH Amino Acid Sequence Escherichia coli / genetics Esterases / chemistry Esterases / genetics Esterases / metabolism Exophiala / metabolism Hydrogen-Ion Concentration Hydrolysis Mandelic Acids / metabolism* Pharmaceutical Preparations / metabolism* Recombination, Genetic Stereoisomerism Substrate Specificity Temperature
IF 1.297
Times Cited 1
Resource
General Microbes JCM3191