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褐腐菌密粘褶菌对4,5-二甲氧基儿茶酚和2,5-二甲氧基对苯二酚的从头合成。

De novo synthesis of 4,5-dimethoxycatechol and 2, 5-dimethoxyhydroquinone by the brown rot fungus Gloeophyllum trabeum.

作者信息

Paszczynski A, Crawford R, Funk D, Goodell B

机构信息

Institute for Molecular and Agricultural Genetic Engineering and Department of Microbiology, Molecular Biology, and Biochemistry, University of Idaho, Moscow, Idaho 83844-1052, USA.

出版信息

Appl Environ Microbiol. 1999 Feb;65(2):674-9. doi: 10.1128/AEM.65.2.674-679.1999.

DOI:10.1128/AEM.65.2.674-679.1999
PMID:9925599
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC91078/
Abstract

The new dimethoxycatechol 4,5-dimethoxy-1,2-benzenediol (DMC) and the new dimethoxyhydroquinone 2,5-dimethoxy-1,4-benzenediol (DMH) were isolated from stationary cultures of the brown rot fungus Gloeophyllum trabeum growing on a glucose mineral medium protected from light. The structure was elucidated by gas chromatography-mass spectrometry through comparison to a synthetic standard. Further confirmation was obtained by forming a dimethoxyoxazole derivative by condensation of DMC with methylene chloride and through examination of methylated derivatives. DMC and DMH may serve as ferric chelators, oxygen-reducing agents, and redox-cycling molecules, which would include functioning as electron transport carriers to Fenton's reactions. Thus, they appear to be important components of the brown rot decay system of the fungus.

摘要

从生长在避光的葡萄糖矿物培养基上的褐腐真菌密粘褶菌(Gloeophyllum trabeum)的静止培养物中分离出了新的二甲氧基儿茶酚4,5-二甲氧基-1,2-苯二酚(DMC)和新的二甲氧基对苯二酚2,5-二甲氧基-1,4-苯二酚(DMH)。通过气相色谱-质谱联用并与合成标准品比较来阐明其结构。通过DMC与二氯甲烷缩合形成二甲氧基恶唑衍生物以及对甲基化衍生物的检测获得了进一步的证实。DMC和DMH可作为铁螯合剂、氧还原剂和氧化还原循环分子,这包括作为电子传递载体参与芬顿反应。因此,它们似乎是该真菌褐腐腐朽系统的重要组成部分。

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