Biosynthesis of oxygenated brasilane terpene glycosides involves a promiscuous N-acetylglucosamine transferase

Originalpublikation

Feng, J.; Surup, F.; Hauser, M.; Miller, A.; Wennrich, J.-P. et al.: Biosynthesis of oxygenated brasilane terpene glycosides involves a promiscuous N-acetylglucosamine transferase. In: Chemical Communications 56 (2020), Nr. 82, S. 12419-12422. DOI: https://doi.org/10.1039/d0cc03950k

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Zusammenfassung:
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.
Lizenzbestimmungen: CC BY 3.0 Unported - https://creativecommons.org/licenses/by/3.0/
Publikationstyp: Article
Publikationsstatus: publishedVersion
Erstveröffentlichung: 2020
Schlagwörter (englisch): Annulohypoxylon truncatum, biosynthetic gene cluster, Aspergillus oryzae, monooxygenase
Fachliche Zuordnung (DDC): 540 | Chemie

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