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首页> 外文期刊>Environmental toxicology and chemistry >STRUCTURE-TOXICITY ASSESSMENT OF METABOLITES OF THE AEROBIC BACTERIAL TRANSFORMATION OF SUBSTITUTED NAPHTHALENES
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STRUCTURE-TOXICITY ASSESSMENT OF METABOLITES OF THE AEROBIC BACTERIAL TRANSFORMATION OF SUBSTITUTED NAPHTHALENES

机译：取代萘的需氧细菌转化代谢产物的结构-毒性评估

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摘要

Pseudomonas fluorescens 5R, a naphthalene-degrading bacterium isolated from manufactured gas plant soil contaminated with polycyclic aromatic hydrocarbons, was examined for its degradative capacity of a number of substituted naphthalenes. In general, those compounds substituted on only one ring with an electrically neutral substituent were found to be transformed primarily to substituted salicylic acids according to the classical (NAH7) naphthalene dioxygenase-initiated upper pathway reactions of the naphthalene degradative pathway (i.e., the NAH system). Dimethylnaphthalenes with a substituent on each ring, and certain halogenated naphthalenes, were transformed via a monohydroxylation reaction to form hydroxylated dead-end products. Of the substituted salicylic acids examined, only 3- and 4-methylsalicylic acid, the respective products of the degradation of l- and 2- methylnaphthalene, were further degraded by salicylate hydroxylase and catechol 2,3-dioxygenase, the first two enzymes of the NAH lower pathway. Using the Tetrahymena pyriformis acute toxicity assay, many of the monohydroxylated products of incomplete biodegradation were found to be polar narcotics. Substituted saIicylic acids that are not further degraded by the NAH lower pathway were found to be toxic via carboxylic acid narcosis.
机译：荧光假单胞菌5R是一种萘降解细菌，该细菌是从人工制造的被多环芳烃污染的土壤中分离出来的，其降解能力为许多取代的萘​​。通常，发现那些仅在一个环上被电中性取代基取代的化合物主要是根据经典的（NAH7）萘双加氧酶引发的萘降解途径（即NAH系统）的途径而转化为取代的水杨酸。 ）。通过单羟基化反应将在每个环上具有取代基的二甲基萘和某些卤代萘转化为羟基化的末端产物。在所研究的取代的水杨酸中，只有3-和4-甲基水杨酸（分别降解1-和2-甲基萘的产物）被水杨酸羟化酶和邻苯二酚2,3-二加氧酶进一步降解，这是该酶的前两种酶。 NAH较低的途径。使用梨形四膜虫急性毒性试验，发现许多生物降解不完全的单羟基化产物为极性麻醉剂。发现未被NAH较低途径进一步降解的取代的水杨酸经羧酸麻醉有毒。

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