首页> 外文会议>International Conference on Wetlands amp; Remediation Salt Lake City, Utah, November 16-17, 1999 >Oxidative metabolism of 2,4,6-trinitrotoluene in aquatic phytoremediation systems of myriophyllum aquaticum
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Oxidative metabolism of 2,4,6-trinitrotoluene in aquatic phytoremediation systems of myriophyllum aquaticum

机译:2,4,6-三硝基甲苯在水生桃金娘水生植物修复系统中的氧化代谢

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摘要

Investigations into the activity of oxidative pathway(s) of TNT metabolism in plants are reported. As shown here, oxidative metabolism constitutes significant metabolic fate of TNT. The studies were conducted with sediment-free, 6- to 24-liter, `natural' aquatic systems of myriophyllum aquaticum. Following the exposure of plants to dissolved TNT, oxidized TNTmetabolites were isolated from the `spent' aqueous media by a combination of extraction procedures. Several compounds unique from the reduction products of TNT were identified and characterized by HPLC-UV, ~1H- and ~(13)C-NMR spectroscopy and mass spectroscopy, and confirmed independently by chemical synthesis where feasible. These compounds include 2-amino-4,6-dinitrobenzoic acid, 2,4-dinitro-6-hydroxy-benzyl alcohol, 2-N-acetoxyamino-4,6-dinitrobenzaldehyde, and 2,4-dinitro-6-hydroxytoluene. They provide conclusive evidence of oxidation of the ring-substituted methyl-group and of aromatic hydroxylation. It is possible that oxidative transformations precede nitroreduction since studies on exposure of M. aquaticum to either 2-amino-4,6-dinitrotoluene or 4-amino-2,6-dinitrotoluene did not yield any of the oxidized products identified here. Following a 12-day exposure of M. agquaticum to TNT, oxidized TNT-metabolites accumulated as follows: 2-amino-r,6-dinitrobenzoic acid, 4.4percent; 2.4-dinitro-6-hydroxy-benzyl alcohol, 8.1percent; 2-N-acetoxyamino-4,6-dinitrobenzaldehyde, 7.8percnet; and 2.4-dinitro-6-hydroxytoluene, 15.6percent. The implications of these findings ont he analysis of environmental fate and on phytoremediation strategies for explosives are significant.
机译:报道了对植物中TNT代谢的氧化途径的活性的研究。如此处所示,氧化代谢构成了TNT的重要代谢命运。该研究是使用无沉淀的6至24升“天然”桃金娘的水生系统进行的。将植物暴露于溶解的TNT后,通过萃取程序的组合从“用过的”水性介质中分离出氧化的TNT代谢物。通过HPLC-UV,〜1H-和〜(13)C-NMR光谱和质谱鉴定并表征了TNT还原产物中的几种独特化合物,并在可行的情况下通过化学合成独立进行了确认。这些化合物包括2-氨基-4,6-二硝基苯甲酸,2,4-二硝基-6-羟基苯甲醇,2-N-乙酰氧基氨基-4,6-二硝基苯甲醛和2,4-二硝基-6-羟基甲苯。它们提供了环取代的甲基氧化和芳族羟基化的确凿证据。氧化转化可能发生在硝化还原之前,因为有关水生莫拉氏菌暴露于2-氨基-4,6-二硝基甲苯或4-氨基-2,6-二硝基甲苯的研究并未产生此处确定的任何氧化产物。将水生莫拉氏菌暴露于TNT 12天后,氧化的TNT代谢物累积如下:2-氨基-r,6-二硝基苯甲酸,4.4%; 2.4-二硝基-6-羟基苯甲醇,8.1%; 2-N-乙酰氧基氨基-4,6-二硝基苯甲醛,7.8percnet;和2.4-二硝基-6-羟基甲苯,占15.6%。这些发现对环境命运的分析以及炸药的植物修复策略具有重要意义。

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