In 2009, the use of technical BHC in agriculture and production was banned under the Stockholm Convention on Persistent Organic Pollutants. a-BHC(a-1,2,3,4,5,6,-hexachlorocyclohexane, a-HCH)is the only chiral isomer of the eight BHC isomers and was a major component in technical BHC. The enantioselective metabolism of a-BHC racemate by the microbes and the eider duck in the marine ecosystem1) and the absolute configuration of (+) a-BHC assigned by X-ray crystal structure analysis2) were reported. Here the authors will report the separation of each individual enantiomer of a-BHC on the polysaccharide stereoselective HPLC column and the comparative metabolism of the a-BHC enantiomers in the housefly (in vivo and in vitro systems using postmicrosomal fraction in the presence of glutathione). �-pentachlorocyclohexene (PCCHE), the dehydrochlorinated product of a-BHC, is believed to be a putative intermediate of a-BHC metabolic pathway. This intermediate is also a chiral compound and was metabolized enantioselectively via a direct glutathione conjugation.1) R. Kallenborn et al., Angew. Chem. Int. Ed. Engl. 30, 320-321 (1991)2) K. M�ller et al., Angew. Chem. Int. Ed. Engl. 33, 882-884 (1994)

Comparative metabolism of a-BHC enantiomers

248th National Meeting (2014)

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