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Anaerobic formation of alpha-hexachlorocyclohexane from gamma-hexachlorocyclohexane in soil and by Escherichia coli

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Author: Vonk, J.W. · Quirijns, J.K.
Institution: Organisch Chemisch Instituut TNO
Source:Pesticide Biochemistry and Physiology, 1, 12, 68-74
Identifier: 228703
Keywords: Lindane · Anaerobic metabolism · Animal experiment · Drug metabolism · Escherichia coli · In vitro study · Isomerism · Pharmacokinetics · Preliminary communication · Soil · Soil microflora


In two soil types small amounts of ??-hexachlorocyclohexane were formed from ??-hexachlorocyclohexane under submerged conditions, but not under aerobic conditions. In the submerged soils ??-tetrachlorocyclohexene was detected as a major metabolite of ??-hexachlorocyclohexane, whereas aerobic soil incubation yielded ??-pentachlorocyclohexene. Growing cultures of Escherichia coli produced ??-hexachlorocyclohexane from the ??-isomer only upon anerobic incubation. Moreover, heavy, washed suspensions of E. coli incubated anaerobically with ??-hexachlorocyclohexane (7.5 mg/liter) in a glucose-phosphate buffer medium converted 1.6% of the ??-hexachlorocyclohexane into the ??-isomer in 10 days. Growing mycelia of Aspergillus niger incubated with ??-hexachlorocyclohexane produced no ??-isomer. Chemicals/CAS: lindane, 58-89-9