一株吡虫啉羟基化菌株及其转化产物的鉴定

Identification of a strain NJ2 hydroxylating imidacloprid and the transformed product

从南京地区的土壤中筛选出一株命名为NJ2的菌株,该菌株的静息细胞可催化杀虫剂吡虫啉为一种极性更大的化合物。经BioMerieux Vitek自动微生物分析系统仪和16S rDNA序列分析,NJ2菌株鉴定为嗜麦芽寡养单胞菌(Stenotrophomonas maltophilia)。采用有机溶剂萃取和重结晶可得到转化产物晶体,质谱分析结果显示转化产物分子离子峰为272,而底物分子离子峰为256,表明转化产物为吡虫啉的羟基化产物。核磁共振分析进一步表明羟基位于吡虫啉咪唑烷环上的5′碳原子上。转化动力学测试结果表明,转化10d后,吡虫啉的含量减少了1.15mmol/L,转化产物的含量达到1.10mmol/L,摩尔转化系数为95.9%。S.maltophiliaNJ2持续转化能力强和高摩尔转换系数的特点,可用于工业生产羟基吡虫啉并进一步合成更高杀虫活性的烯式吡虫啉。

A strain named N J2 was isolated from the soils in Nanjing area, and its resting cells transformed IMI into a polar product. The strain was identified as Stenotrophomonas maltophilia based on BioMerieux Vitek system and the analysis of 16S rDNA sequence. Mass spectrometry of the product extracted with an organic solvent and re-crystallization gave m/z value of 272 for the molecular ion while 256 for substrate IMI. It demonstrated that the transformed product was the hydroxylated derivate of IMI or hydroxy IMI. NMR analysis further indicated that the hydroxyl was 5-hydroxy IMI. Kinetics of transformation IMI showed moiety located at the ring of imidazolidine and the transformed product that the content of IMI decreased 1.15mmol/L and the content of transformed product 5-hydroxy IMI increased 1.10mmol/L after transformation for 10 days. The molar conversion yield was 95.9%. The S. maltophilia N J2 strain, with the characterization of strong transformation ability and high molar conversion yield, can be used in industrial production of 5-hydroxy IMI for synthesis of highly insecticidal olefin IMI.