Applied and Environmental Microbiology 2013-10-01

Enantioselective dehydrochlorination of δ-Hexachlorocyclohexane and δ-Pentachlorocyclohexene by LinA1 and LinA2 from Sphingobium indicum B90A.

Birgit Geueke, Milena E Miska, Thomas Poiger, Daniel Rentsch, Rup Lal, Christof Holliger, Hans-Peter E Kohler

Index: Appl. Environ. Microbiol. 79(19) , 6180-3, (2013)

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Abstract

δ-Hexachlorocyclohexane (δ-HCH), one of the prevalent isomers of technical HCH, was enantioselectively dehydrochlorinated by the dehydrochlorinases LinA1 and LinA2 from Sphingobium indicum B90A to the very same δ-pentachlorocyclohexene enantiomer. Racemic δ-pentachlorocyclohexene, however, was transformed with opposite enantioselectivities by the two enzymes. A transformation pathway based on an anti-1,2-elimination, followed by a syn-1,4-elimination and a subsequent syn-1,2-elimination is postulated.