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非天然生物合成 2-甲基异莰醇的途径。

A non-natural biosynthesis pathway toward 2-methylisoborneol.

机构信息

Research Center for Marine Drugs, State Key Laboratory of Oncogene and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, China.

Kekulé-Institute for Organic Chemistry and Biochemistry, University of Bonn, Gerhard-Domagk-Straße 1, 53121 Bonn, Germany.

出版信息

Chem Commun (Camb). 2022 Mar 31;58(27):4316-4319. doi: 10.1039/d2cc00636g.

Abstract

The biosynthesis of 2-methylisoborneol was reconstituted by elongation of dimethylallyl diphosphate (DMAPP) with ()- and ()-2-methylisopentenyl diphosphate (2-Me-IPP) using farnesyl diphosphate synthase (FPPS), followed by terpene cyclisation. The stereochemical course of the FPPS reaction was studied in detail using stereoselectively deuterated 2-Me-IPP isotopomers.

摘要

2-甲基异莰醇的生物合成是通过法呢基二磷酸合酶(FPPS)将二甲基烯丙基二磷酸(DMAPP)与()-和()-2-甲基异戊烯基二磷酸(2-Me-IPP)延伸,然后进行萜烯环化来重新构建的。使用立体选择性氘代 2-Me-IPP 同位素物详细研究了 FPPS 反应的立体化学过程。

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