Polyketide-chain branching by an enzymatic Michael addition.
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).
Kusebauch
Björn
B
Leibniz Institute for Natural Product Research and Infection Biology, HKI, Department of Biomolecular Chemistry and Bio Pilot Plant, Beutenbergstrasse 11a, 07745 Jena, Germany.
Busch
Benjamin
B
Scherlach
Kirstin
K
Roth
Martin
M
Hertweck
Christian
C
D000970:Antineoplastic Agents / Q000737:chemistry*; D055162:Biocatalysis; D019117:Burkholderia / Q000201:enzymology; D055786:Gene Knockout Techniques; D018942:Macrolides / Q000737:chemistry*; D005810:Multigene Family; D048630:Polyketide Synthases / Q000235:genetics / Q000378:metabolism*; D017434:Protein Structure, Tertiary
D000970:Antineoplastic Agents; D018942:Macrolides; D048630:Polyketide Synthases; C041443:rhizoxin