Assembly and Absolute Configuration of Short-Lived Polyketides from Burkholderia thailandensis

Authors

  • Dr. Keishi Ishida,

    1. Leibniz Institute for Natural Product Research and Infection Biology, HKI, Dept. of Biomolecular Chemistry, and Bio Pilot Plant, Beutenbergstr. 11a, 07745 Jena (Germany)
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  • Thorger Lincke,

    1. Leibniz Institute for Natural Product Research and Infection Biology, HKI, Dept. of Biomolecular Chemistry, and Bio Pilot Plant, Beutenbergstr. 11a, 07745 Jena (Germany)
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  • Prof. Dr. Christian Hertweck

    Corresponding author
    1. Leibniz Institute for Natural Product Research and Infection Biology, HKI, Dept. of Biomolecular Chemistry, and Bio Pilot Plant, Beutenbergstr. 11a, 07745 Jena (Germany)
    2. Chair for Natural Product Chemistry, Friedrich Schiller University, Jena (Germany)
    • Leibniz Institute for Natural Product Research and Infection Biology, HKI, Dept. of Biomolecular Chemistry, and Bio Pilot Plant, Beutenbergstr. 11a, 07745 Jena (Germany)
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  • We thank A. Perner, H. Heinecke, and F. Rhein for MS and NMR measurements. This research was financially supported by the Pakt für Wissenschaft und Innovation.

Abstract

original image

Decoded before decay: Cryptic and highly unstable polyketide metabolites, thailandamides A and B, were isolated from Burkholderia thailandensis, and their absolute configurations fully elucidated using a combination of chemical degradation, bioinformatics, NMR spectroscopy, precursor-directed biosynthesis, and analysis of pathway intermediates (see scheme).

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