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Biocatalytic Enantioselective Oxidation of <i>Sec</i>-Allylic Alcohols with Flavin-Dependent Oxidases.


ABSTRACT: The oxidation of allylic alcohols is challenging to perform in a chemo- as well as stereo-selective fashion at the expense of molecular oxygen using conventional chemical protocols. Here, we report the identification of a library of flavin-dependent oxidases including variants of the berberine bridge enzyme (BBE) analogue from Arabidopsis thaliana (AtBBE15) and the 5-(hydroxymethyl)furfural oxidase (HMFO) and its variants (V465T, V465S, V465T/W466H and V367R/W466F) for the enantioselective oxidation of sec-allylic alcohols. While primary and benzylic alcohols as well as certain sugars are well known to be transformed by flavin-dependent oxidases, sec-allylic alcohols have not been studied yet except in a single report. The model substrates investigated we

SUBMITTER: Gandomkar S 

PROVIDER: S-EPMC6919931 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature