Extensive substrate profiling of cyclopentadecanone monooxygenase as Baeyer-Villiger biocatalyst reveals novel regiodivergent oxidations

被引：32

作者：

Fink, Michael J. ^{[1
]}

Fischer, Thomas C. ^{[1
]}

Rudroff, Florian ^{[1
]}

Dudek, Hanna ^{[2
]}

Fraaije, Marco W. ^{[2
]}

Mihovilovic, Marko D. ^{[1
]}

机构：

[1] Vienna Univ Technol, Inst Appl Synthet Chem, A-1090 Vienna, Austria

[2] Univ Groningen, Biochem Lab, NL-9747 AG Groningen, Netherlands

来源：

JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC | 2011年 / 73卷 / 1-4期

关键词：

Baeyer-Villiger monooxygenases; Terpenones; Geissman-Waiss lactone; Regioselective biotransformation; Biooxygenation; KINETIC RESOLUTION; PHENYLACETONE MONOOXYGENASE; KETONES; COMPLEXES;

D O I：

10.1016/j.molcatb.2011.07.003

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Cyclopentadecanone monooxygenase (CPDMO) is one of the latest additions to the established library of Baeyer-Villiger monooxygenases. Desymmetrizations of substituted cyclobutanones and -hexanones as well as kinetic resolutions of racemic cycloketones are efficiently catalyzed by CPDMO. Moreover the enzyme shows unprecedented preference in regiodivergent oxidations of terpenones and the bicyclic Geissman-Waiss lactone precursor giving access to the optical antipode of retronecine and other pyrrolizidine alkaloids. (C) 2011 Elsevier B.V. All rights reserved.

引用

页码：9 / 16

页数：8

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