A New Intermediate in the Degradation of Carbofuran by Sphingomonas sp. Strain SB5

A New Intermediate in the Degradation of Carbofuran by Sphingomonas sp. Strain SB5
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DOI:
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发表时间:
2006
影响因子:
2.8
通讯作者:
M. R. Park;Sunwoo Lee;T. Han;B. Oh;J. Shim
M. R. Park;Sunwoo Lee;T. Han;B. Oh;J. Shim
中科院分区:
工程技术4区
文献类型:
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作者:
M. R. Park;Sunwoo Lee;T. Han;B. Oh;J. Shim

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鞘氨醇单胞菌SB 5菌株能降解呋喃丹和呋喃丹-7-酚,水解产物为2-羟基-3-(3-甲基-2-丙醇)苯酚和几种红色代谢产物。然而,红色代谢物的化学结构在很大程度上仍未确定。在这项研究中,我们通过质谱和NMR(1 H,13 C)分析确定了其中一种红色代谢产物的结构为5-(2-羟基-2-甲基-丙基)-2,2-二甲基-2,3-二氢萘并[2,3-b]呋喃-4,6,7,9-四酮。结果表明,红色代谢产物是呋喃丹水解产物2-羟基-3-(3-甲基丙-2-醇)苯酚降解过程中部分代谢产物发生缩合反应的产物。据我们所知,这是第一篇报道在细菌降解杀虫剂克百威的红色代谢产物的论文。
Sphingomonas sp. strain SB5 could degrade carbofuran and carbofuran-7-phenol to a hydrolytic product, 2-hydroxy-3-(3-methlypropan-2-ol)phenol, and several red metabolites. However, the chemical structures of the red metabolites have largely remained unidentified. In this study, we identified the structure of one of the red metabolites as 5-(2-hydroxy-2-methyl-propyl)-2,2-dimethyl-2,3-dihydronaphtho[2,3-6]furan-4,6,7,9-tetrone by using mass spectrometric and NMR ( 1 H, 13 C) analyses. It is suggested that the red metabolite resulted from condensation of some metabolites in the degradation of 2-hydroxy-3-(3-methlypropan-2-ol)phenol, a hydrolytic product derived from carbofuran. To our knowledge, this is the first paper to report a red metabolite in bacterial degradation of the insecticide carbofuran.