Sequential asymmetric polyketide heterocyclization catalyzed by a single cytochrome P450 monooxygenase (AurH).

Richter ME, Traitcheva N, Knüpfer U, Hertweck C (2008) Sequential asymmetric polyketide heterocyclization catalyzed by a single cytochrome P450 monooxygenase (AurH). Angew Chem Int Ed Engl 47(46), 8872-8875. PubMed Supplement

Abstract

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 CO 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.

Involved Units and Groups
HKI-Authors
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doi: 10.1002/anie.200803714 PMID: 18855960