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    Home > Angelw. Chem. Int. ED: Shanghai Institute of organic chemistry first elucidated the complete biosynthesis pathway of dicycline

    Angelw. Chem. Int. ED: Shanghai Institute of organic chemistry first elucidated the complete biosynthesis pathway of dicycline

    • Last Update: 2018-01-22
    • Source: Internet
    • Author: User
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    Dicyclamycin is a kind of oxabridgedione piperazine antibiotics, which has significant activity against Gram-negative bacteria, and its target is very special It is the only known selective inhibitor of Rho protein, a transcription termination factor derived from natural products The structure of dicyclamycin contains the rare [4,2,2] - oxo heterobridged diketone piperazine skeleton, C1 trihydroxy group and C5 = C5a exomethylene As an active natural product with three-dimensional structure of bridge ring and highly oxidative modification of fat chain, dicyclamycin has attracted the attention of organic synthesis and biosynthesis The study of its biosynthesis and enzymology mechanism can not only create structural diversity for this kind of rare natural products in nature, but also help to discover new drug precursors of resistant bacteria, and provide a new way to construct medium chain oxygen heterobridge ring and a new method of inert C-H bond activation Recently, Tang utilitarian research group of State Key Laboratory of life organic chemistry, Shanghai Institute of organic chemistry, Chinese Academy of Sciences, for the first time clarified the complete biosynthesis pathway of dicycline and realized the in vitro enzymatic synthesis of dicycline The research team of dicycline biosynthesis gene cluster (a) and complete biosynthesis pathway (b) (source: angelw Chem Int ED) used the strategy of reconstructing all enzyme catalytic reactions in vitro to study the biosynthesis pathway of dicycline The pathway consists of 7 enzymes: 1 cyclodipeptidyl synthetase BCMA, 5 heme independent dioxygenases BCMB / C / E / F / g and 1 cytochrome P450 monooxygenase bcmd Starting from cyclodipeptidase, they have verified the function of each enzyme step by step, isolated and identified almost all enzyme catalytic intermediates, and finally successfully reproduced the complete biosynthesis pathway of dicycline in vitro, and clarified the catalytic function of all enzymes in the pathway The biosynthesis of dicyclamycin includes continuous and multi-step inert C-H bond activation, and one-step dehydrogenation epoxidation bridgering formation process (BCMB) based on C-H bond activation Paper link: http://onlinelibrary.wiley.com/doi/10.1002/anie.201710529/abstract corresponding author: Tang utilitarian http://tanggl.sioc.ac.cn/tangl.html
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