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

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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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Abstract: 
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.
License of this version: CC BY 3.0 Unported
Document Type: Article
Publishing status: publishedVersion
Issue Date: 2020
Appears in Collections:Naturwissenschaftliche Fakultät

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1 image of flag of Germany Germany 16 45.71%
2 image of flag of United States United States 8 22.86%
3 image of flag of China China 4 11.43%
4 image of flag of Indonesia Indonesia 2 5.71%
5 image of flag of Taiwan Taiwan 1 2.86%
6 image of flag of Korea, Republic of Korea, Republic of 1 2.86%
7 image of flag of Iran, Islamic Republic of Iran, Islamic Republic of 1 2.86%
8 image of flag of Switzerland Switzerland 1 2.86%
9 image of flag of Brazil Brazil 1 2.86%

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