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二苯并噻吩的代谢产物3-羟基-2-甲酰基苯并噻吩的纯化、稳定性及矿化作用

Purification, stability, and mineralization of 3-hydroxy-2- formylbenzothiophene, a metabolite of dibenzothiophene.

作者信息

Bressler D C, Fedorak P M

机构信息

Department of Biological Sciences, University of Alberta, Edmonton, Alberta, Canada T6G 2E9.

出版信息

Appl Environ Microbiol. 2001 Feb;67(2):821-6. doi: 10.1128/AEM.67.2.821-826.2001.

DOI:10.1128/AEM.67.2.821-826.2001
PMID:11157249
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC92653/
Abstract

3-Hydroxy-2-formylbenzothiophene (HFBT) is a metabolite found in many bacterial cultures that degrade dibenzothiophene (DBT) via the Kodama pathway. The fate of HFBT in cultures and in the environment is unknown. In this study, HFBT was produced by a DBT-degrading bacterium and purified by sublimation. When stored in organic solvent or as a crystal, the HFBT slowly decomposed, yielding colored products. Two of these were identified as thioindigo and cis-thioindigo. The supernatant of the DBT-degrading culture contained thioindigo, which has not been reported previously as a product of DBT biodegradation. In mineral salts medium, HFBT was sufficiently stable to allow biodegradation studies with a mixed microbial culture over a 3- to 4-week period. High-performance liquid chromatography analyses showed that HFBT was removed from the medium. 2-Mercaptophenylglyoxalate, detected as benzothiophene-2,3-dione, was found in an HFBT-degrading mixed culture, and the former appears to be a metabolite of HFBT. This mixed culture also mineralized HFBT to CO2.

摘要

3-羟基-2-甲酰基苯并噻吩(HFBT)是在许多通过柯达玛途径降解二苯并噻吩(DBT)的细菌培养物中发现的一种代谢产物。HFBT在培养物和环境中的归宿尚不清楚。在本研究中,HFBT由一种降解DBT的细菌产生,并通过升华法纯化。当储存在有机溶剂中或作为晶体时,HFBT会缓慢分解,产生有色产物。其中两种被鉴定为硫靛和顺式硫靛。降解DBT的培养物的上清液中含有硫靛,此前尚未报道硫靛是DBT生物降解的产物。在矿物盐培养基中,HFBT足够稳定,能够在3至4周的时间内用混合微生物培养物进行生物降解研究。高效液相色谱分析表明HFBT从培养基中被去除。在降解HFBT的混合培养物中发现了2-巯基苯乙二醛酸,检测为苯并噻吩-2,3-二酮,前者似乎是HFBT的一种代谢产物。这种混合培养物还将HFBT矿化为二氧化碳。