Biosynthesis of Scytalone

作者: USHIO SANKAWA , HISAO SHIMADA , TOSHITSUGU SATO , TAKESHI KINOSHITA , KAZUO YAMASAKI

DOI: 10.1248/CPB.29.3536

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摘要: The biosynthesis of scytalone, a simple derivative tetralone, has been studied by using [1, 2-13C2] and [2-13C, 2-2H3]-acetate. Scytalone labelled 2-13C2]-acetate showed an unusual coupling pattern in the 13C-nuclear magnetic resonance (NMR) spectrum, indicating that all carbon atoms coupled to both adjacent carbons. results clearly demonstrate scytalone is biosynthesized via symmetrical aromatic intermediate, 1, 3, 6, 8-tetrahydroxynaphthalene. Incorporation 2H into C-4 -5 from 2-2H3]-acetate was demonstrated 1H decoupled 13C-NMR. In contrast, not observed on other potential sites labelling, C-2 C-7. It shown use effective tracing fate acetate hydrogen polyketide biosynthesis.

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