Song Han, Zeng Xiangying, Yu Zhiqiang, Zhang Delin, Cao Shuxia, Shao Wenlan, Sheng Guoying, Fu Jiamo
State Key Laboratory of Organic Geochemistry, Guangdong Key Laboratory of Environment and Resources, Guangzhou Institute of Geochemistry, Chinese Academy of Sciences, 510640, Guangzhou, China.
Environ Sci Pollut Res Int. 2015 Feb;22(3):1679-86. doi: 10.1007/s11356-014-3687-9. Epub 2014 Oct 17.
Due to differences in stereostructure, enantiomeric compositions and enantiomeric ratios (ERs) of chiral compounds can be used to discriminate environmental processes such as abiotic and biotic degradation/transformation. In this study, the ERs of two chiral polycyclic musks, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta(g)-2-benzopyran (HHCB) and 7-acetyl-1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydronaphthalene (AHTN), were investigated in the sediments of Zhujiang River and Dongjiang River in the Pearl River Delta (PRD), as well as in those of Suzhou Creek in Shanghai City. The results indicated that ER cis of HHCB varied significantly, ranging from 1.09 to 1.53 and 1.40 to 1.48 in the PRD and Suzhou Creek samples, respectively, whereas ER trans of HHCB exhibited limited variation, ranging from 0.98 to 1.10 and 0.98 to 1.05 for Pearl River and Suzhou Creek samples, respectively. In addition, ERs of AHTN varied substantially from 1.10 to 1.34 and 1.17 to 1.28 in the PRD and Suzhou Creek, respectively. These results suggest that HHCB in the sediment in the study area underwent biotic degradation and the preferential biotransformation isomer was (4R,7S)-HHCB, while AHTN simultaneously underwent a certain degree of biotic degradation/transformation.
由于手性化合物的立体结构、对映体组成和对映体比例(ERs)存在差异,因此可以利用它们来区分非生物和生物降解/转化等环境过程。在本研究中,对珠江三角洲(PRD)的珠江和东江以及上海市苏州河沉积物中的两种手性多环麝香,即1,3,4,6,7,8-六氢-4,6,6,7,8,8-六甲基环戊二烯并[g]-2-苯并吡喃(HHCB)和7-乙酰基-1,1,3,4,4,6-六甲基-1,2,3,4-四氢萘(AHTN)的ERs进行了研究。结果表明,HHCB的ER顺式变化显著,在珠江三角洲和苏州河样品中分别为1.09至1.53和1.40至1.48,而HHCB的ER反式变化有限,珠江和苏州河样品分别为0.98至1.10和0.98至1.05。此外,AHTN的ERs在珠江三角洲和苏州河分别从1.10至1.34和1.17至1.28有很大变化。这些结果表明,研究区域沉积物中的HHCB经历了生物降解,优先生物转化异构体为(4R,7S)-HHCB,而AHTN同时经历了一定程度的生物降解/转化。