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Angew Chem Int Ed Engl. 2009;48(27):5001-4. doi: 10.1002/anie.200900277.

Polyketide-chain branching by an enzymatic Michael addition.

Author information

1
Leibniz Institute for Natural Product Research and Infection Biology, HKI, Department of Biomolecular Chemistry and Bio Pilot Plant, Beutenbergstrasse 11a, 07745 Jena, Germany.

Abstract

A new "branch" for polyketide synthases was discovered in the biosynthesis of the antimitotic rhizoxin complex in the endofungal bacterium Burkholderia rhizoxinica. Genetic engineering and the structural elucidation of pathway intermediates revealed that a complex polyketide chain is branched at the beta position by an unprecedented conjugate addition of an acetyl building block to an acryloyl precursor (see scheme).

PMID:
19266509
DOI:
10.1002/anie.200900277
[Indexed for MEDLINE]

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