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Peroxygenase‐Catalyzed Oxyfunctionalization Reactions Promoted by the Complete Oxidation of Methanol
Author(s) -
Ni Yan,
FernándezFueyo Elena,
Baraibar Alvaro Gomez,
Ullrich René,
Hofrichter Martin,
Yanase Hideshi,
Alcalde Miguel,
van Berkel Willem J. H.,
Hollmann Frank
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201507881
Subject(s) - chemistry , hydrogen peroxide , methanol , hydroxylation , catalysis , ethylbenzene , combinatorial chemistry , photochemistry , peroxide , organic chemistry , enzyme
Abstract Peroxygenases catalyze a broad range of (stereo)selective oxyfunctionalization reactions. However, to access their full catalytic potential, peroxygenases need a balanced provision of hydrogen peroxide to achieve high catalytic activity while minimizing oxidative inactivation. Herein, we report an enzymatic cascade process that employs methanol as a sacrificial electron donor for the reductive activation of molecular oxygen. Full oxidation of methanol is achieved, generating three equivalents of hydrogen peroxide that can be used completely for the stereoselective hydroxylation of ethylbenzene as a model reaction. Overall we propose and demonstrate an atom‐efficient and easily applicable alternative to established hydrogen peroxide generation methods, which enables the efficient use of peroxygenases for oxyfunctionalization reactions.