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细菌对邻苯二甲酸盐及其酯类的生物降解作用。

Biodegradation of the phthalates and their esters by bacteria.

作者信息

Keyser P, Pujar B G, Eaton R W, Ribbons D W

出版信息

Environ Health Perspect. 1976 Dec;18:159-66. doi: 10.1289/ehp.7618159.

Abstract

Recent studies on the biodegradation phthalate esters in natural ecosystems, sewage, and laboratory cultures are reviewed. There is ample evidence to demonstrate that bacteria are major elements in the biodegradative processes and that in most situations complete oxidation of the aromatic ring occurs; much less is known about the catabolism of the alcoholic moiety, e.g., 2-ethylhexanol. Evidence is presented to support catabolic pathways in pseudomonads and micrococci that are initiated by successive hydrolyses of the diesters to give the phthalate anion. Thereafter a dioxygenase catalyzes the formation of 4,5-dihydro-4,5-dihydroxyphthalate, which is oxidized by an NAD-dependent dehydrogenase to give 4,5-dihydroxyphthalate, Protocatechuate, formed by decarboxylation of 4,5-dihydroxyphthalate, is the substrate for ring cleavage enzymes. Whereas flurorescent pseudomonads use the beta-ketoadipate pathway, the nonfluorescent strains and micrococci examined use of meta-cleavage (4,5-) route. All the intermediates proposed have been accumulated by enzymes purified from Pseudomonas fluorescens. Isophthalate and terephthalate (anions) are readily used as carbon sources by aerobic bacteria, and preliminary evidence is consistent with catabolic routes for these isomers converging at the ring-cleavage substrate protocatechuate. Some possible effects and interactions of synthetic organic chemicals with the natural microflora, and the influence of other vectors, is discussed in relation to the maintenance of the carbon cycle and environmental pollution.

摘要

本文综述了近期关于天然生态系统、污水及实验室培养物中邻苯二甲酸酯生物降解的研究。有充分证据表明,细菌是生物降解过程中的主要因素,且在大多数情况下,芳香环会发生完全氧化;而对于醇部分(如2-乙基己醇)的分解代谢了解较少。文中提供的证据支持了假单胞菌和微球菌中的分解代谢途径,该途径由二酯的连续水解引发,生成邻苯二甲酸根阴离子。此后,双加氧酶催化形成4,5-二氢-4,5-二羟基邻苯二甲酸,其被NAD依赖的脱氢酶氧化生成4,5-二羟基邻苯二甲酸。4,5-二羟基邻苯二甲酸脱羧形成的原儿茶酸是环裂解酶的底物。荧光假单胞菌使用β-酮己二酸途径,而所检测的非荧光菌株和微球菌则使用间位裂解(4,5-)途径。所有提出的中间产物都已通过从荧光假单胞菌中纯化的酶积累得到。间苯二甲酸和对苯二甲酸(阴离子)很容易被需氧细菌用作碳源,初步证据表明这些异构体的分解代谢途径在环裂解底物原儿茶酸处汇聚。文中讨论了合成有机化学品与天然微生物群落的一些可能影响和相互作用,以及其他载体的影响,涉及碳循环的维持和环境污染。

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