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Polyketide‐Chain Branching by an Enzymatic Michael Addition
Author(s) -
Kusebauch Björn,
Busch Benjamin,
Scherlach Kirstin,
Roth Martin,
Hertweck Christian
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200900277
Subject(s) - polyketide , branching (polymer chemistry) , biosynthesis , stereochemistry , enzyme , conjugate , chemistry , michael reaction , biology , computational biology , biochemistry , organic chemistry , mathematical analysis , mathematics , catalysis
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 β position by an unprecedented conjugate addition of an acetyl building block to an acryloyl precursor (see scheme).