New Anti-Prelog Stereospecific Whole-Cell Biocatalyst for Asymmetric Reduction of Prochiral Ketones

The biocatalytic asymmetric reduction of prochiral ketones for the production of enantiopure alcohols is highly desirable due to its inherent advantages over chemical methods. In this study, a new bacterial strain capable of transforming ketones to corresponding alcohols with high activity and excel...

Full description

Bibliographic Details
Main Authors: Min-Yu Wang, Shun-Ju Cai, Jia-Chun Lin, Xiao-Jun Ji, Zhi-Gang Zhang
Format: Article
Language:English
Published: MDPI AG 2023-02-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/3/1422
Description
Summary:The biocatalytic asymmetric reduction of prochiral ketones for the production of enantiopure alcohols is highly desirable due to its inherent advantages over chemical methods. In this study, a new bacterial strain capable of transforming ketones to corresponding alcohols with high activity and excellent enantioselectivity was discovered in a soil sample. The strain was subsequently identified as <i>Bacillus cereus</i> TQ-2 based on its physiological characteristics and 16S rDNA sequence analysis. Under optimized reaction conditions, the resting cells of <i>B. cereus</i> TQ-2 converted acetophenone to enantioenriched (<i>R</i>)-1-phenylethanol with 99% enantiometric excess following anti-Prelog’s rule, which is scarce in biocatalytic ketone reduction. The optimum temperature for the cells was 30 °C, and considerable catalytic activity was observed over a broad pH range from 5.0 to 9.0. The cells showed enhanced catalytic activity in the presence of 15% (<i>v/v</i>) glycerol as a co-substrate. The catalytic activity can also be substantially improved by adding Ca<sup>2+</sup> or K<sup>+</sup> ions. Moreover, the <i>B. cereus</i> TQ-2 cell was highly active in reducing several structurally diverse ketones and aldehydes to form corresponding alcohols with good to excellent conversion. Our study provides a versatile whole-cell biocatalyst that can be used in the asymmetric reduction of ketones for the production of chiral alcohol, thereby expanding the biocatalytic toolbox for potential practical applications.
ISSN:1420-3049