van Herwijnen René, Wattiau Pierre, Bastiaens Leen, Daal Ludwin, Jonker Lucas, Springael Dirk, Govers Harrie A J, Parsons John R
University of Amsterdam, Department of Environmental and Toxicological Chemistry (IBED-MTC), Nieuwe Achtergracht 166, 1018WV Amsterdam, The Netherlands.
Res Microbiol. 2003 Apr;154(3):199-206. doi: 10.1016/S0923-2508(03)00039-1.
The metabolic pathway of the PAH fluorene and the cometabolic pathway of the PAHs phenanthrene, fluoranthene, anthracene and dibenzothiophene in Sphingomonas sp. LB126 were examined. To our knowledge this is the first study on the cometabolic degradation of the three-ring PAHs phenanthrene, anthracene and the four-ring PAH fluoranthene by a fluorene-utilizing species. Metabolism of fluorene was shown to proceed via the 9-fluorenone pathway to form o-phthalic acid and protocatechuic acid. The cometabolic mono-hydroxylation found for phenanthrene, fluoranthene and anthracene shows similarity with the hydroxylation of fluorene. Several mono- and dihydroxy products and ring-cleavage products were identified for phenanthrene, fluoranthene and anthracene. It appeared that the cometabolism of those three compounds is a non-specific process, in contrast to the metabolism of fluorene. For dibenzothiophene the metabolites dibenzothiophene-5-oxide and dibenzothiophene-5,5-dioxide were identified; these compounds appeared to be the products of a dead-end pathway. Since apart from dibenzothiophene no metabolites were found in very high concentrations for any of the other substrates, complete degradation is suggested, even for the cometabolic degradation of phenanthrene, fluoranthene and anthracene.
研究了鞘氨醇单胞菌LB126中芴的代谢途径以及菲、荧蒽、蒽和二苯并噻吩的共代谢途径。据我们所知,这是首次关于利用芴的菌株对三环多环芳烃菲、蒽以及四环多环芳烃荧蒽进行共代谢降解的研究。结果表明,芴的代谢通过9-芴酮途径进行,生成邻苯二甲酸和原儿茶酸。观察到菲、荧蒽和蒽的共代谢单羟基化与芴的羟基化具有相似性。鉴定出了菲、荧蒽和蒽的几种单羟基和二羟基产物以及开环产物。与芴的代谢不同,这三种化合物的共代谢似乎是一个非特异性过程。对于二苯并噻吩,鉴定出了代谢产物二苯并噻吩-5-氧化物和二苯并噻吩-5,5-二氧化物;这些化合物似乎是一条无后续反应途径的产物。由于除二苯并噻吩外,其他任何底物均未发现高浓度的代谢产物,因此表明即使是菲、荧蒽和蒽的共代谢降解也能实现完全降解。