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黑粉菌素生物合成的阐明揭示了一类以前未被识别的烯还原酶。

Elucidation of ustilaginoidin biosynthesis reveals a previously unrecognised class of ene-reductases.

作者信息

Xu Dan, Yin Ruya, Zhou Zhiyao, Gu Gan, Zhao Siji, Xu Jin-Rong, Liu Junfeng, Peng You-Liang, Lai Daowan, Zhou Ligang

机构信息

Department of Plant Pathology and MOA Key Lab of Pest Monitoring and Green Management, College of Plant Protection, China Agricultural University Beijing 100193 China

Department of Plant Pathology, College of Plant Protection, Northwest A&F University Yangling 712100 China.

出版信息

Chem Sci. 2021 Nov 3;12(44):14883-14892. doi: 10.1039/d1sc02666f. eCollection 2021 Nov 17.

DOI:10.1039/d1sc02666f
PMID:34820104
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8597850/
Abstract

Ustilaginoidins are a type of mycotoxin featuring a dimeric naphtho-γ-pyrone skeleton, produced by the rice false smut pathogen . Here we used gene disruption, heterologous expression in , feeding experiments, and experiments to fully elucidate the biosynthesis of ustilaginoidins. A new route to dimeric 2,3-unsaturated naphtho-γ-pyrones dimerization of YWA1 (and 3-methyl YWA1) followed by dehydration was discovered. Intriguingly, the reduction of the 2,3-double bond of the pyrenone ring was catalyzed by a phospholipid methyltransferase-like enzyme (UsgR). The reductase was specific for reduction of monomeric, linear naphtho-γ-pyrenones, but not for the dimers. Atroposelective coupling of various monomers by the laccase (UsgL) led to diverse ustilaginoidins. Moreover, 3-epimerism of the 3-methyl-2,3-dihydro-naphtho-γ-pyrones adds additional complexity to the biosynthesis.

摘要

黑粉菌酸是一类由稻曲病菌产生的、具有二聚萘并-γ-吡喃酮骨架的霉菌毒素。在此，我们运用基因敲除、异源表达、饲喂实验和[此处原文缺失相关实验内容]实验，全面阐释了黑粉菌酸的生物合成过程。我们发现了一条合成二聚体2,3-不饱和萘并-γ-吡喃酮的新途径，即YWA1（以及3-甲基YWA1）先进行二聚化，随后脱水。有趣的是，芘酮环2,3-双键的还原是由一种类磷脂甲基转移酶（UsgR）催化的。该还原酶对单体线性萘并-γ-吡喃酮的还原具有特异性，但对二聚体则无此作用。漆酶（UsgL）对各种单体进行的阻转选择性偶联产生了多种黑粉菌酸。此外，3-甲基-2,3-二氢萘并-γ-吡喃酮的3-差向异构化增加了生物合成的复杂性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e7c7/8597850/548c43447a7f/d1sc02666f-f7.jpg
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