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来自藤仓镰孢菌的一种真菌N-二甲基烯丙基色氨酸代谢产物。

A Fungal N-Dimethylallyltryptophan Metabolite from Fusarium fujikuroi.

作者信息

Arndt Birgit, Janevska Slavica, Schmid Robin, Hübner Florian, Tudzynski Bettina, Humpf Hans-Ulrich

机构信息

Institute of Food Chemistry, University of Münster, Corrensstrasse 45, 48149, Münster, Germany.

Institute of Plant Biology and Biotechnology, University of Münster, Schlossplatz 8, 48143, Münster, Germany.

出版信息

Chembiochem. 2017 May 18;18(10):899-904. doi: 10.1002/cbic.201600691. Epub 2017 Apr 13.

Abstract

The range of secondary metabolites (SMs) produced by the rice pathogen Fusarium fujikuroi is quite broad. Several polyketides, nonribosomal peptides and terpenes have been identified. However, no products of dimethylallyltryptophan synthases (DMATSs) have been elucidated, although two putative DMATS genes are present in the F. fujikuroi genome. In this study, the in vivo product derived from one of the DMATSs (DMATS1, FFUJ_09179) was identified with the help of the software MZmine 2. Detailed structure elucidation showed that this metabolite is a reversely N-prenylated tryptophan with a rare form of prenylation. Further identified products probably resulted from side reactions of DMATS1. The genes adjacent to DMATS1 were analyzed; this showed no influence on the biosynthesis of the product.

摘要

水稻病原菌藤仓镰孢菌产生的次生代谢产物(SMs)范围相当广泛。已经鉴定出了几种聚酮化合物、非核糖体肽和萜类化合物。然而,尽管藤仓镰孢菌基因组中存在两个假定的二甲基烯丙基色氨酸合酶(DMATSs)基因,但尚未阐明二甲基烯丙基色氨酸合酶的产物。在本研究中,借助MZmine 2软件鉴定了源自其中一种DMATS(DMATS1,FFUJ_09179)的体内产物。详细的结构解析表明,这种代谢产物是一种具有罕见异戊烯基化形式的反向N-异戊烯基化色氨酸。进一步鉴定的产物可能是DMATS1副反应的结果。分析了与DMATS1相邻的基因;结果表明这对产物的生物合成没有影响。

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