Title: First chemo-enzymatic synthesis of the ( R )-Taniguchi lactone and substrate profiles of CAMO and OTEMO, two new Baeyer– Villiger monooxygenases
Language: English
Authors: Rudroff, Florian 
Fink, Michael J. 
Pydi, Ramana 
Bornscheuer, Uwe Theo 
Mihovilovic, Marko D. 
Category: Research Article
Forschungsartikel
Issue Date: 2017
Journal: Monatshefte für Chemie
ISSN: 1434-4475
Abstract: 
This study investigates the substrate profile of cycloalkanone monooxygenase and 2-oxo-Δ3-4,5,5-trimethylcyclopentenylacetyl-coenzyme A monooxygenase, two recently discovered enzymes of the Baeyer–Villiger monooxygenase family, used as whole-cell biocatalysts. Biooxidations of a diverse set of ketones were performed on analytical scale: desymmetrization of substituted prochiral cyclobutanones and cyclohexanones, regiodivergent oxidation of terpenones and bicyclic ketones, as well as kinetic resolution of racemic cycloketones. We demonstrated the applicability of the title enzymes in the enantioselective synthesis of (R)-(−)-Taniguchi lactone, a building block for the preparation of various natural product analogs such as ent-quinine.
Keywords: Biotransformation; Baeyer–Villiger oxidation; Taniguchi lactone
DOI: 10.1007/s00706-016-1873-9
Library ID: AC11361200
URN: urn:nbn:at:at-ubtuw:3-2748
Organisation: E163 - Institut für Angewandte Synthesechemie 
Publication Type: Article
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