Oxepin Formation in Fungi Implies Specific and Stereoselective Ring Expansion
Liujuan Zheng, Haowen Wang, Lena Ludwig-Radtke, Shu‐Ming Li
Abstract
Oxepinamides are fungal oxepine–pyrimidinone–ketopiperazine derivatives. In this study, we elucidated the biosynthetic pathway of oxepinamide D in Aspergillus ustus by gene deletion, heterologous expression, feeding experiments, and enzyme assays. We demonstrated that the cytochrome P450 enzymes catalyzed highly specific and stereoselective oxepin ring formation.
Topics & Concepts
StereoselectivityChemistryEnzymeRing (chemistry)Heterologous expressionStereochemistryHeterologousCytochrome P450GeneBiochemistryCatalysisOrganic chemistryRecombinant DNAMicrobial Natural Products and BiosynthesisFungal Biology and ApplicationsAlkaloids: synthesis and pharmacology