title: Enantioselective dehydrochlorination of δ-Hexachlorocyclohexane and δ-Pentachlorocyclohexene by LinA1 and LinA2 from Sphingobium indicum B90A.
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.
authors.affiliation: Department of Environmental Microbiology, Swiss Federal Institute for Aquatic Science and Technology (Eawag), Dübendorf, Switzerland.
authors.forename: Birgit
authors.initials: B
authors.lastname: Geueke
authors.forename: Milena E
authors.initials: ME
authors.lastname: Miska
authors.forename: Thomas
authors.initials: T
authors.lastname: Poiger
authors.forename: Daniel
authors.initials: D
authors.lastname: Rentsch
authors.forename: Rup
authors.initials: R
authors.lastname: Lal
authors.forename: Christof
authors.initials: C
authors.lastname: Holliger
authors.forename: Hans-Peter E
authors.initials: HP
authors.lastname: Kohler
mesh_terms: D001711:Biotransformation; D002713:Chlorine / Q000378:metabolism*; D001556:Hexachlorocyclohexane / Q000031:analogs & derivatives* / Q000378:metabolism; D008190:Lyases / Q000378:metabolism*; D053858:Metabolic Networks and Pathways; D042301:Sphingomonadaceae / Q000201:enzymology*
chemical_list: C010275:pentachlorocyclohexene; C086916:delta-hexachlorocyclohexane; D002713:Chlorine; D001556:Hexachlorocyclohexane; D008190:Lyases; C019994:dehydrochlorinases