A unique three-enzyme cascade mediates efficient regioselective and stereospecific epoxytetrahydrofuran ring formation in deoxyverrucosidin biosynthesis

文献类型： 外文期刊

第一作者： Wei, Hui-Ling

作者： Wei, Hui-Ling;Chen, Xiao-Ling;Dai, Yu;Li, Shu-Ming;Yang, Li

作者机构：

期刊名称：CHEMICAL SCIENCE （ 影响因子：7.4； 五年影响因子：7.8 ）

ISSN： 2041-6520

年卷期： 2025 年 16 卷 34 期

页码：

收录情况： SCI

摘要： The fungal octaketide deoxyverrucosidin shares the same alpha-pyrone core with several nonaketides, including aurovertins, citreoviridin, and asteltoxin. Deoxyverrucosidin features a unique epoxytetrahydrofuran ring. In this study, we demonstrate that this ring system is formed via a flavin-containing monooxygenase-mediated epoxidation on the polyene chain, followed by rearrangement with an epoxide expandase and a second epoxidation on the resulting 2,5-dihydrofuran ring with a cytochrome P450 enzyme. This catalytic cascade differs clearly from the formation of dioxybicyclooctane or tetrahydrofuran motifs in other alpha-pyrone-containing metabolites, involving one flavin-containing monooxygenase and one hydrolase for up to two rounds of epoxide ring formation and expansion.

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