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Polyketide-Chain Branching by an Enzymatic Michael Addition

Authors

  • Björn Kusebauch,

    1. Leibniz Institute for Natural Product Research and Infection Biology, HKI, Department of Biomolecular Chemistry and Bio Pilot Plant, Beutenbergstrasse 11a, 07745 Jena (Germany), Fax: (+49) 3641-532-0804
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    • These authors contributed equally to this work.

  • Benjamin Busch,

    1. Leibniz Institute for Natural Product Research and Infection Biology, HKI, Department of Biomolecular Chemistry and Bio Pilot Plant, Beutenbergstrasse 11a, 07745 Jena (Germany), Fax: (+49) 3641-532-0804
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    • These authors contributed equally to this work.

  • Kirstin Scherlach Dr.,

    1. Leibniz Institute for Natural Product Research and Infection Biology, HKI, Department of Biomolecular Chemistry and Bio Pilot Plant, Beutenbergstrasse 11a, 07745 Jena (Germany), Fax: (+49) 3641-532-0804
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    • These authors contributed equally to this work.

  • Martin Roth Dr.,

    1. Leibniz Institute for Natural Product Research and Infection Biology, HKI, Department of Biomolecular Chemistry and Bio Pilot Plant, Beutenbergstrasse 11a, 07745 Jena (Germany), Fax: (+49) 3641-532-0804
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  • Christian Hertweck Prof. Dr.

    1. Leibniz Institute for Natural Product Research and Infection Biology, HKI, Department of Biomolecular Chemistry and Bio Pilot Plant, Beutenbergstrasse 11a, 07745 Jena (Germany), Fax: (+49) 3641-532-0804
    2. Friedrich Schiller University, Jena (Germany)
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  • We thank A. Perner, F. Rhein, Dr. R. Ellinger, and Dr. B. Schneider for MS and NMR measurements, and N. Brendel, C. Heiden, K. Perlet, M. Steinacker, and M.-G. Schwinger for assistance in strain handling and fermentations. Financial support by the DFG is gratefully acknowledged.

Abstract

Ein neuer „Zweig“ für Polyketidsynthasen wurde im Biosyntheseweg zum antimitotischen Rhizoxin-Komplexes im endofungalen Bakterium Burkholderia rhizoxinica entdeckt. Gentechnische Manipulationen und die Strukturaufklärung der Biosynthesezwischenstufen ergaben, dass eine ungewöhnliche konjugierte Addition eines Acetyl-Bausteins an eine Acryloyl-Vorstufe eine komplexe Polyketidkette an der β-Position verzweigt (siehe Schema).

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