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Issue 43, 2013
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Separation of enantiopure m-substituted 1-phenylethanols in high space-time yield using Bacillus subtilis esterase

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Abstract

A recombinant Bacillus subtilis esterase (BsE) expressed in E. coli was found to exhibit excellent enantioselectivity (E was always greater than 100) towards m-substituted 1-phenylethanol acetates in the enantioselective hydrolysis reaction. An explanation for the high enantioselectivity observed towards these substrates was provided by molecular modeling. Moreover, the BsE also showed strong tolerance towards a high concentration of m-substituted 1-phenylethanol acetates (up to 1 M). Based on these excellent catalytic properties of BsE, a kind of m-substituted 1-phenylethanols, (R)-1-(3-chlorophenyl)ethanol, was efficiently synthesized in space-time yield of 920 g per L per day and 97% ee, indicating that the BsE was considered as a potentially ideal and promising biocatalyst for large-scale production of optically active m-substituted 1-phenylethanols.

Graphical abstract: Separation of enantiopure m-substituted 1-phenylethanols in high space-time yield using Bacillus subtilis esterase

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Supplementary files

Article information


Submitted
23 Apr 2013
Accepted
21 Aug 2013
First published
21 Aug 2013

RSC Adv., 2013,3, 20446-20449
Article type
Paper

Separation of enantiopure m-substituted 1-phenylethanols in high space-time yield using Bacillus subtilis esterase

G. Zheng, X. Liu, Z. Zhang, P. Tian, G. Lin and J. Xu, RSC Adv., 2013, 3, 20446
DOI: 10.1039/C3RA41999A

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