A Catalyst from Burkholderia cenocepacia for Efficient Anti-Prelog’s Bioreduction of 3,5-Bis(Trifluoromethyl) Acetophenone

doi:10.1007/s12010-017-2628-8

Paper

A Catalyst from Burkholderia cenocepacia for Efficient Anti-Prelog’s Bioreduction of 3,5-Bis(Trifluoromethyl) Acetophenone

Published Apr 1, 2018 · Songzhu Yu, Hongxia Li, Yan Lu

Applied Biochemistry and Biotechnology

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18

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1

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Abstract

Abstract(R)-3, 5-Bis(trifluoromethyl)phenyl ethanol is a key chiral intermediate for the synthesis of aprepitant. Through a genome mining approach, an NADPH-dependent short-chain dehydrogenases derived from Burkholderia cenocepacia (Bc-SDR) was discovered with excellent anti-Prelog’s stereoselectivity of reducing 3, 5-bis(trifluoromethyl) acetophenone. The enzyme with 247 amino acids was successfully expressed in Escherichia coli and the molecular weight was about 26 kDa. Optimization of reaction conditions showed that the optimum temperature and pH of the enzyme was 25 °C and pH 7.0, respectively. Strong enhancement of enzyme activity was observed in the presence of 1 mM Mn2+. In addition, Bc-SDR exhibited (R)-selective enantioselectivity toward acetophenone derivatives, which makes it a potential catalyst for obtaining aromatic chiral alcohols as useful blocks in pharmaceutical applications.

Study Snapshot

The enzyme Bc-SDR from Burkholderia cenocepacia effectively reduces 3,5-bis(trifluoromethyl) acetophenone, making it a potential catalyst for obtaining aromatic chiral alcohols for pharmaceutical applications.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

A Catalyst from Burkholderia cenocepacia for Efficient Anti-Prelog’s Bioreduction of 3,5-Bis(Trifluoromethyl) Acetophenone

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