A Peroxygenase-Alcohol Dehydrogenase Cascade Reaction to Transform Ethylbenzene Derivatives into Enantioenriched Phenylethanols

Journal article (2022)

Authors

X. Xu BT/Biocatalysis - AS
Hugo Brasselet BT/Biocatalysis - AS
E.P.J. Jongkind BT/Biocatalysis - AS
Miguel Alcalde University of the Balearic Islands
C.E. Paul BT/Biocatalysis - AS
F. Hollmann BT/Biocatalysis - AS
Research Group
BT/Biocatalysis (AS) (TU Delft)
Copyright: © 2022 X. Xu, H.L.Y. Brasselet, E.P.J. Jongkind, Miguel Alcalde, C.E. Paul, F. Hollmann
DOI: https://doi.org/10.1002/cbic.202200017
More Info
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Published Date

2022

Language

English

Faculty

Applied Sciences

Department

BT/Biotechnologie

Research Group

BT/Biocatalysis

Abstract

In this study, we developed a new bienzymatic reaction to produce enantioenriched phenylethanols. In a first step, the recombinant, unspecific peroxygenase from Agrocybe aegerita (rAaeUPO) was used to oxidise ethylbenzene and its derivatives to the corresponding ketones (prochiral intermediates) followed by enantioselective reduction into the desired (R)- or (S)-phenylethanols using the (R)-selective alcohol dehydrogenase (ADH) from Lactobacillus kefir (LkADH) or the (S)-selective ADH from Rhodococcus ruber (ADH-A). In a one-pot two-step cascade, 11 ethylbenzene derivatives were converted into the corresponding chiral alcohols at acceptable yields and often excellent enantioselectivity.