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解析 8-脱氧 rifamycin 生物合成中萘环形成的时间。

Deciphering the Timing of Naphthalenic Ring Formation in the Biosynthesis of 8-Deoxyrifamycins.

机构信息

Key Laboratory of Chemical Biology (Ministry of Education), School of Pharmaceutical Sciences, Cheeloo College of Medicine, Shandong University, Jinan, Shandong 250012, China.

School of Chemistry and Chemical Engineering, Shandong University, Jinan, Shandong 250100, China.

出版信息

Org Lett. 2023 Sep 8;25(35):6474-6478. doi: 10.1021/acs.orglett.3c02039. Epub 2023 Aug 27.

Abstract

Although the biosynthesis of rifamycin has been studied for three decades, the biosynthetic formation of the naphthalenic ring remains unclear. In this study, by deletion of all post-PKS modification genes, we identified macrolactam precursors released from PKS. Isolated prorifamycins ( and ) have a benzenic chromophore and exist in two sets of macrocyclic atropisomers. The transformation from prorifamycins to benzenoid () and naphthalenoid () was suggested to be a non-enzymatic process, which is an off-PKS assembly.

摘要

尽管 rifamycin 的生物合成已经研究了三十年,但 naphthalenic 环的生物合成形成仍不清楚。在这项研究中,通过删除所有后 PKS 修饰基因,我们鉴定了从 PKS 释放的大环内酯前体。分离的 prorifamycins ( 和 ) 具有苯环发色团,并且存在两组大环差向异构体。从 prorifamycins 到苯并 () 和萘并 () 的转化被认为是一个非酶过程,是一种非 PKS 组装。

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