• Medientyp: Sonstige Veröffentlichung; E-Artikel
  • Titel: Biosynthesis of oxygenated brasilane terpene glycosides involves a promiscuous N-acetylglucosamine transferase
  • Beteiligte: Feng, Jin [Verfasser:in]; Surup, Frank [Verfasser:in]; Hauser, Maurice [Verfasser:in]; Miller, Anna [Verfasser:in]; Wennrich, Jan-Peer [Verfasser:in]; Stadler, Marc [Verfasser:in]; Cox, Russel J. [Verfasser:in]; Kuhnert, Eric [Verfasser:in]
  • Erschienen: London : Royal Society of Chemistry (RSC), 2020
  • Erschienen in: Chemical Communications 56 (2020), Nr. 82 ; Chemical Communications
  • Ausgabe: published Version
  • Sprache: Englisch
  • DOI: https://doi.org/10.15488/12618; https://doi.org/10.1039/d0cc03950k
  • ISSN: 0009-241X; 0022-4936; 1359-7345
  • Schlagwörter: monooxygenase ; Aspergillus oryzae ; Annulohypoxylon truncatum ; biosynthetic gene cluster
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  • Beschreibung: Investigation of the metabolome of the ascomycete Annulohypoxylon truncatum led to the identification of novel oxygenated brasilane glycosides and the revision of the stereochemistry of the brasilane A octahydro-1H-indene core scaffold to trans. The bra biosynthetic gene cluster containing five genes (braA–braE) was identified and verified by heterologous expression experiments in Aspergillus oryzae demonstrating that BraC is a multifunctional P450 monooxygenase. In vitro studies of BraB revealed it to be a very rare fungal UDP-GlcNAc dependent N-acetylglucosamine transferase. UDP-glucose is also accepted as a donor, and a broad acceptor substrate tolerance for various primary and secondary alcohols was observed.
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