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Reshaping the Diversity of Oxidized Polyquinane Sesquiterpenoids by Cytochrome P450s

Li Rao, Guanyin Yuan, Xingyue Chen, Jia-Ling Ran, Yi Zou

2023Organic Letters11 citationsDOI

Abstract

Polyquinane sesquiterpenoids (PQSTs) are complex compounds with two or three fused cabocyclopentane ring systems, and the biocatalysts for direct C-H bond oxidation on these scaffolds have rarely been discovered. In this study, we discovered two versatile fungal CYP450s capable of performing diverse oxidations on seven PQST scaffolds, resulting in the generation of 20 unique products. Our findings significantly expand the diversity of oxidized PQST scaffolds and provide important biocatalysts for the selective oxidation of inert carbons of terpenoids in future research.

Topics & Concepts

ChemistryCytochromeDiversity (politics)StereochemistryOrganic chemistryEnzymeSociologyAnthropologyPlant biochemistry and biosynthesisNatural product bioactivities and synthesisMicrobial Natural Products and Biosynthesis
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