An ortho‐Quinone Methide Mediates Disulfide Migration in the Biosynthesis of Epidithiodiketopiperazines

• Published in: Angewandte Chemie International Edition Vol. 62; no. 28; pp. e202304252 - n/a
• Main Authors: Fan, Jie, Ran, Huomiao, Wei, Peng‐Lin, Li, Yuanyuan, Liu, Huan, Li, Shu‐Ming, Yin, Wen‐Bing
• Format: Journal Article
• Language: English
• Published: Germany Wiley Subscription Services, Inc 10.07.2023
• Edition: International ed. in English
• Subjects: Alkaloids; Biosynthesis; Disulfides; FAD-Dependent Thioredoxin Oxygenase; Fungi; Indolequinones - chemistry; Oxygenase; Quinones; Structural members; Sulfur; Thioredoxin; Fungi; Alkaloids; Biosynthesis; FAD-Dependent Thioredoxin Oxygenase; Disulfides

The transannular disulfide functions as a key structural element imparting diverse biological activities to epidithiodiketopiperazines (ETPs). Although mechanisms were proposed in previous studies, α,β′‐disulfide formation in ETPs is not well‐determined owing to the failure to identify the hypotheti...