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Bacterial metabolism of side-chain-fluorinated aromatics: unproductive meta-cleavage of 3-trifluoromethylcatechol

机译:侧链氟化芳烃的细菌代谢:3-三氟甲基儿茶酚的非生产性劈裂

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摘要

Sixteen bacterial strains capable of degrading alkylbenzenes and alkylphenols were directly isolated from soil and water. The degradation pathways are discussed. Alkylcatechols are almost exclusively cleaved via meta-ring fission. Meta-cleavage of 3-trifluoromethyl-(TFM)-catechol was observed with all strains at different rates although the reaction rates compared to catechol as a substrate varied considerably. All 2-hydroxy-6-oxohepta-2,4-dienoic acid hydrolases investigated showed strong binding of 7,7,7-trifluoro-2-hydroxy-6-oxohepta-2,4-dienoic acid, the ring fission product of 3-TFM-catechol. Turnover rates, however, were negligible indicating this compound to be a general dead-end metabolite during metabolism of TFM-substituted compounds via meta-cleavage pathways.
机译:从土壤和水中直接分离出十六种能够降解烷基苯和烷基酚的细菌。讨论了降解途径。烷基邻苯二酚几乎只能通过间环裂变裂解。在所有菌株中观察到3-三氟甲基-(TFM)-邻苯二酚的间位裂解,尽管与以邻苯二酚为底物的反应速率相差很大。所有研究的2-羟基-6-氧杂庚烷-2,4-二烯酸水解酶均显示7,7,7-三氟-2-羟基-6-氧杂庚烷-2,4-二烯二酸的牢固结合,这是3的环裂变产物-TFM-邻苯二酚。但是,周转率可以忽略不计,表明该化合物是TFM取代的化合物通过元裂解途径代谢期间的一般死胡同代谢产物。

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