文献类型：期刊文献

中文题名：Regiospecific C–H amination of(?)-limonene into(?)-perillamine by multi-enzymatic cascade reactions

作者：Yue Ge[1];Zheng-Yu Huang[1];Jiang Pan[1];Chun-Xiu Li[1];Gao-Wei Zheng[1];Jian-He Xu[1]

机构：[1]Laboratory of Biocatalysis and Synthetic Biotechnology,State Key Laboratory of Bioreactor Engineering,Shanghai Collaborative Innovation Centre for Biomanufacturing,College of Biotechnology,East China University of Science and Technology,Shanghai 200237,People’s Republic of China

年份：2022

卷号：9

期号：1

起止页码：578

中文期刊名：Bioresources and Bioprocessing

外文期刊名：生物资源与生物加工(英文)

基金：financially supported by the National Key Research and Development Program of China(2019YFA0905000);the National Natural Science Foundation of China(21871085 and 31971380);the Fundamental Research Funds for the Central Universities(222201714026).

语种：英文

中文关键词：CYP153A7;(?)-Limonene;Multi-enzyme cascade;Regiospecific C–H amination;(?)-Perillamine;Transaminase

摘要：Background:(?)-Limonene,one of cyclic monoterpenes,is an important renewable compound used widely as a key building block for the synthesis of new biologically active molecules and fine chemicals.(?)-Perillamine,as derived from(?)-limonene,is a highly useful synthon for constructing more complicated and functionally relevant chemicals.Aim:We aimed to report a more sustainable and more efficient method for the regiospecific C-H amination of(?)-limonene into(?)-perillamine.Results:Here,we report an artificial penta-enzymatic cascade system for the transformation of the cheap and easily available(?)-limonene into(?)-perillamine for the first time.This system is composed of cytochrome P450 monooxygenase,alcohol dehydrogenase and ω-transaminase for the main reactions,as well as formate dehydrogenase and NADH oxidase for cofactor recycling.After optimization of the multi-enzymatic cascade system,10 mM(?)-limonene was smoothly converted into 5.4 mM(?)-perillamine in a one-pot two-step biotransformation,indicating the feasibility of multi-enzymatic C7-regiospecific amination of the inert C-H bond of(?)-limonene.This method represents a concise and efficient route for the biocatalytic synthesis of derivatives from similar natural products.