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N-demethylation of neonicotinoid insecticide acetamiprid by bacterium Stenotrophomonas maltophilia CGMCC 1.1788.
Biodegradation ( IF 3.6 ) Pub Date : 2007-12-25 , DOI: 10.1007/s10532-007-9170-2
Ting Chen 1 , Yi-Jun Dai , Juan-Fang Ding , Sheng Yuan , Jue-Ping Ni
Affiliation  

Our previous study found that Stenotrophomonas maltophilia CGMCC 1.1788 could hydroxylate imidacloprid (IMI) to 5-hydroxy IMI. Here we first report that S. maltophilia CGMCC 1.1788 can demethylate acetamiprid (AAP) to form IM 2-1 that was characterized by HPLC-MS/MS and NMR. IM 2-1 retained only 10.5% contact activity and 13.1% oral activity of AAP against horsebean aphid. Time course of biotransformation under existing of sucrose revealed that 58.9% of AAP disappeared, but only 16.7% of reduced AAP was transformed to IM 2-1, after 8 days. Both demethylation and degradation of AAP contribute to the weak bioefficacy of AAP in soil application. The differences in metabolism and detoxification pathways between AAP and IMI are probably originated from the structural differences of these insecticides.

中文翻译:

嗜麦芽窄食单胞菌CGMCC 1.1788对新烟碱类杀虫剂乙酰胺的N-去甲基化作用。

我们先前的研究发现嗜麦芽窄食单胞菌CGMCC 1.1788可以将吡虫啉(IMI)羟基化为5-羟基IMI。在这里,我们首先报道嗜麦芽孢杆菌CGMCC 1.1788可以使乙ami胺(AAP)脱甲基形成IM 2-1,这用HPLC-MS / MS和NMR进行了表征。IM 2-1仅保留了AAP对抗蚕豆蚜的10.5%接触活性和13.1%口服活性。在蔗糖存在下进行生物转化的时间过程显示,在8天后,AAP消失了58.9%,但还原后的AAP中只有16.7%转化为IM 2-1。AAP的去甲基化和降解都会导致AAP在土壤应用中的弱生物功效。AAP和IMI之间在代谢和排毒途径上的差异可能源自这些杀虫剂的结构差异。
更新日期:2019-11-01
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