Exploiting Designed Oxidase–Peroxygenase Mutual Benefit System for Asymmetric 
Cascade Reactions

Yu, Da; Wang, Jian-bo; Reetz, Manfred T.

doi:10.1021/jacs.9b01939

Item

ITEM ACTIONSEXPORT

Add to Basket

Local TagsRelease HistoryDetailsSummary

Released

Journal Article

Exploiting Designed Oxidase–Peroxygenase Mutual Benefit System for Asymmetric Cascade Reactions

MPS-Authors

/persons/resource/persons58919

Reetz, Manfred T.
Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society;
Fachbereich Chemie, Philipps-Universität Marburg;

External Resource

No external resources are shared

Fulltext (restricted access)

There are currently no full texts shared for your IP range.

Fulltext (public)

There are no public fulltexts stored in PuRe

Supplementary Material (public)

There is no public supplementary material available

Citation

Yu, D., Wang, J.-b., & Reetz, M. T. (2019). Exploiting Designed Oxidase–Peroxygenase Mutual Benefit System for Asymmetric Cascade Reactions. Journal of the American Chemical Society, 141(14), 5655-5658. doi:10.1021/jacs.9b01939.

Cite as: https://hdl.handle.net/21.11116/0000-0003-AC91-7

Abstract

A unique P450 monooxygenase–peroxygenase mutual benefit system was designed as the core element in the construction of a biocatalytic cascade reaction sequence leading from 3-phenyl propionic acid to (R)-phenyl glycol. In this system, P450 monooxygenase (P450-BM3) and P450 peroxygenase (OleT_JE) not only function as catalysts for the crucial initial reactions, they also ensure an internal in situ H₂O₂ recycle mechanism that avoids its accumulation and thus prevents possible toxic effects. By directed evolution of P450-BM3 as the catalyst in the enantioselective epoxidation of the styrene-intermediate, formed from 3-phenyl propionic acid, and the epoxide hydrolase ANEH for final hydrolytic ring opening, (R)-phenyl glycol and 9 derivatives thereof were synthesized from the respective carboxylic acids in one-pot processes with high enantioselectivity.