Sequential Asymmetric Polyketide Heterocyclization Catalyzed by a Single Cytochrome P450 Monooxygenase (AurH)

被引：40
|
作者：
Richter, Martin E. A. [1 ]
Traitcheva, Nelly [1 ]
Knuepfer, Uwe [1 ]
Hertweck, Christian [1 ,2 ]
机构：
[1] Leibniz Inst Nat Prod Res & Infect Biol HKI, D-07745 Jena, Germany
[2] Univ Jena, Jena, Germany
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 46期
关键词：
authreonin; heterocycles; natural products; oxygenases; polyketides;
D O I：
10.1002/anie.200803714
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) Two in one: In vitro biotransformations with the cytochrome P450 monooxygenase AurH from the aureothin (1) biosynthetic pathway provided direct experimental evidence that a single monooxygenase can install two C-O bonds sequentially to form a tetrahydrofuran ring. Structural elucidation of the intermediate 2 revealed the order of bond formation and the stereochemical course of this unprecedented oxygenation-heterocyclization reaction. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：8872 / 8875
页数：4
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