Enzymatic <i>cis-</i>Decalin Formation in Natural Product Biosynthesis
Masao Ōhashi, Dan Tan, Jiayan Lu, Cooper S. Jamieson, Daiki Kanayama, Jiahai Zhou, K. N. Houk, Yi Tang
Abstract
Stereoselective synthesis of cis- decalin structures using [4 + 2] cycloaddition is challenging. We explored the biosynthetic pathway of the fungal natural product fischerin ( 1 ) to identify a new pericyclase FinI that can catalyze such a reaction. The cocrystal structure of FinI, a predicted O- methyltransferase, with the product and SAM provides insight into cis- decalin formation in nature.
Topics & Concepts
ChemistryDecalinNatural productStereoselectivityStereochemistryCycloadditionEnzymeBiosynthesisOrganic chemistryCatalysisMicrobial Natural Products and BiosynthesisPlant biochemistry and biosynthesisMarine Sponges and Natural Products