分枝杆菌属菌株PYR-1降解荧蒽过程中代谢产物的鉴定
Identification of metabolites from the degradation of fluoranthene by Mycobacterium sp. strain PYR-1.
作者信息
Kelley I, Freeman J P, Evans F E, Cerniglia C E
机构信息
National Center for Toxicological Research, Food and Drug Administration, Jefferson, Arkansas 72079.
出版信息
Appl Environ Microbiol. 1993 Mar;59(3):800-6. doi: 10.1128/aem.59.3.800-806.1993.
Abstract
Mycobacterium sp. strain PYR-1, previously shown to extensively mineralize high-molecular-weight polycyclic aromatic hydrocarbons in pure culture and in sediments, degrades fluoranthene to 9-fluorenone-1-carboxylic acid. In this study, 10 other fluoranthene metabolites were isolated from ethyl acetate extracts of the culture medium by thin-layer and high-performance liquid chromatographic methods. On the basis of comparisons with authentic compounds by UV spectrophotometry and thin-layer chromatography as well as gas chromatography-mass spectral and proton nuclear magnetic resonance spectral analyses, the metabolites were identified as 8-hydroxy-7-methoxyfluoranthene, 9-hydroxyfluorene, 9-fluorenone, 1-acenaphthenone, 9-hydroxy-1-fluorenecarboxylic acid, phthalic acid, 2-carboxybenzaldehyde, benzoic acid, phenylacetic acid, and adipic acid. Authentic 9-hydroxyfluorene and 9-fluorenone were metabolized by Mycobacterium sp. strain PYR-1. A pathway for the catabolism of fluoranthene by Mycobacterium sp. strain PYR-1 is proposed.
摘要
分枝杆菌属菌株PYR-1，先前已证实在纯培养物和沉积物中能广泛矿化高分子量多环芳烃，可将荧蒽降解为9-芴酮-1-羧酸。在本研究中，通过薄层色谱法和高效液相色谱法从培养基的乙酸乙酯提取物中分离出了其他10种荧蒽代谢物。通过紫外分光光度法、薄层色谱法以及气相色谱-质谱联用和质子核磁共振光谱分析与标准化合物进行比较，这些代谢物被鉴定为8-羟基-7-甲氧基荧蒽、9-羟基芴、9-芴酮、1-苊酮、9-羟基-1-芴羧酸、邻苯二甲酸、2-羧基苯甲醛、苯甲酸、苯乙酸和己二酸。标准品9-羟基芴和9-芴酮可被分枝杆菌属菌株PYR-1代谢。提出了分枝杆菌属菌株PYR-1对荧蒽的分解代谢途径。
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