Ge Feng, Dai Yi-jun, Chen Ting, Yuan Sheng
Jiangsu Key Laboratory for Bioresource Technology, NNU Laboratory of Microbiology and Biotechnology, College of Life Science, Nanjing Normal University, Nanjing 210097, China.
Wei Sheng Wu Xue Bao. 2006 Aug;46(4):557-60.
A strain named NJ2 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 moiety located at the ring of imidazolidine and the transformed product was 5-hydroxy IMI. Kinetics of transformation IMI showed that the content of IMI decreased 1.15 mmol/L and the content of transformed product 5-hydroxy IMI increased 1.10 mmol/L after transformation for 10 days. The molar conversion yield was 95.9%. The S. maltophilia NJ2 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.
从南京地区土壤中分离出一株名为NJ2的菌株,其静止细胞将IMI转化为一种极性产物。基于生物梅里埃Vitek系统和16S rDNA序列分析,该菌株被鉴定为嗜麦芽窄食单胞菌。用有机溶剂提取产物并重结晶后的质谱分析表明,分子离子的m/z值为272,而底物IMI的m/z值为256。这表明转化产物是IMI的羟基化衍生物或羟基IMI。核磁共振分析进一步表明,羟基部分位于咪唑烷环上,转化产物为5-羟基IMI。IMI转化动力学表明,转化10天后,IMI含量降低了1.15 mmol/L,转化产物5-羟基IMI含量增加了1.10 mmol/L。摩尔转化率为95.9%。嗜麦芽窄食单胞菌NJ2菌株具有转化能力强、摩尔转化率高的特点,可用于5-羟基IMI的工业化生产,以合成高杀虫活性的烯基IMI。