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呋喃唑酮在黄粉虫幼虫体内生物积累中的对映体转化和立体选择性。

Enantiomerization and stereoselectivity in bioaccumulation of furalaxyl in Tenebrio molitor larvae.

作者信息

Yin Jing, Gao Yongxin, Zhu Feilong, Hao Weiyu, Xu Qi, Wang Huili, Guo Baoyuan

机构信息

Key Laboratory of Environmental Biotechnology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China; University of Chinese Academy of Sciences, Beijing 100049, China.

Key Laboratory of Environmental Biotechnology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China; University of Chinese Academy of Sciences, Beijing 100049, China.

出版信息

Ecotoxicol Environ Saf. 2017 Nov;145:244-249. doi: 10.1016/j.ecoenv.2017.07.041. Epub 2017 Jul 22.

DOI:10.1016/j.ecoenv.2017.07.041
PMID:28743065
Abstract

Furalaxyl is a chiral pesticide and widely used in modern agriculture as racemate mixture. The enantiomerization and enantioselecive bioaccumulation by a single dose of furalaxyl to Tenebrio molitor larvae under laboratory conditions were studied using a high-performance liquid chromatography tandem mass spectroscopy method based on a ChiralPAK IC column. Our results showed that a significant enantiomerization (interconversion between R-enantiomer and S-enantiomer) was observed in Tenebrio molitor larvae under R- or S-furalaxyl exposure. Though the two furalaxyl enantiomers exhibited low-capacity of bioaccumulation in Tenebrio molitor larvae, bioaccumulation of rac-furalaxyl was enantioselective with a preferential accumulation of S-furalaxyl at 10mg/kg dosage exposure. In addition, enantiomerization and enantioselective degradation of the two enantiomers was not observed in wheat bran. These results showed that enantioselectivtiy of furalaxyl enantiomers was an important process combined with degradation, metabolism and enatiomerization in organisms.

摘要

呋霜灵是一种手性农药,作为外消旋体混合物广泛应用于现代农业。在实验室条件下,采用基于ChiralPAK IC柱的高效液相色谱串联质谱法,研究了单剂量呋霜灵对黄粉虫幼虫的对映体转化和对映选择性生物累积。我们的结果表明,在R-或S-呋霜灵暴露下,黄粉虫幼虫中观察到显著的对映体转化(R-对映体和S-对映体之间的相互转化)。虽然两种呋霜灵对映体在黄粉虫幼虫中的生物累积能力较低,但在10mg/kg剂量暴露下,外消旋呋霜灵的生物累积具有对映选择性,S-呋霜灵优先累积。此外,在麦麸中未观察到两种对映体的对映体转化和对映选择性降解。这些结果表明,呋霜灵对映体的对映选择性是生物体中与降解、代谢和对映体转化相结合的重要过程。

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Enantiomerization and stereoselectivity in bioaccumulation of furalaxyl in Tenebrio molitor larvae.呋喃唑酮在黄粉虫幼虫体内生物积累中的对映体转化和立体选择性。
Ecotoxicol Environ Saf. 2017 Nov;145:244-249. doi: 10.1016/j.ecoenv.2017.07.041. Epub 2017 Jul 22.
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