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

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.

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 Creators:
Yu, Da1, 2, Author
Wang, Jian-bo1, 2, Author
Reetz, Manfred T.3, 4, Author           
Affiliations:
1Key Laboratory of Phytochemistry R&D of Hunan Province, College of Chemistry and Chemical Engineering, Hunan Normal University, 410081 Changsha, People’s Republic of China, ou_persistent22              
2Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education), College of Chemistry and Chemical Engineering, Hunan Normal University, 410081 Changsha, People’s Republic of China, ou_persistent22              
3Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445588              
4Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Strasse 4, 35032 Marburg, Germany, ou_persistent22              

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 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 (OleTJE) 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.

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Language(s): eng - English
 Dates: 2019-02-202019-03-282019-04-10
 Publication Status: Published in print
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/jacs.9b01939
 Degree: -

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Title: Journal of the American Chemical Society
  Other : J. Am. Chem. Soc.
  Abbreviation : JACS
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 141 (14) Sequence Number: - Start / End Page: 5655 - 5658 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870