title: [Dependence of transformation of chlorophenols by Rhodococci on position and number of chlorine atoms in the aromatic ring].
abstract: Study of the conversion of chlorophenols by Rhodococcus opacus 1G, R. rhodnii 135, R. rhodochrous 89, and R. opacus 1cp disclosed the dependence of the conversion rate and pathway on the number and position of chlorine atoms in the aromatic ring. The most active chlorophenol converter, strain R. opacus 1cp, grew on each of the three isomeric monochlorophenols and on 2,4-dichlorophenol; the rate of growth decreased from 4-chlorophenol to 3-chlorophenol and then to 2-chlorophenol. The parameters of growth on 2,4-dichlorophenol were the same as on 3-chlorophenol. None of the strains studied utilized trichlorophenols. A detailed study of the pathway of chlorophenol transformation showed that 3-chloro-, 4-chloro-, and 2,4-dichlorophenol were utilized by the strains via a modified ortho-pathway. 2-Chlorophenol and 2,3-dichlorophenol were transformed by strains R. opacus 1cp and R. rhodochrous 89 via corresponding 3-chloro- and 3,4-dichloropyrocatechols, which were then hydroxylated with the formation of 4-chloropyrogallol and 4,5-dichloropyrogallol; this route had not previously been described in bacteria. Phenol hydroxylase of R. opacus 1G exhibited a previously undescribed catalytic pattern, catalyzing oxidative dehalogenation of 2,3,5-trichlorophenol with the formation of 3,5-dichloropyrocatechol but not hydroxylation of the nonsubstituted position 6.
authors.affiliation: Skryabin Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Pushchino, Moscow oblast, Russia.
authors.forename: Z I
authors.initials: ZI
authors.lastname: Finkel'shteĭn
authors.forename: B P
authors.initials: BP
authors.lastname: Baskunov
authors.forename: E L
authors.initials: EL
authors.lastname: Golovlev
authors.forename: O V
authors.initials: OV
authors.lastname: Moiseeva
authors.forename: J
authors.initials: J
authors.lastname: Vervoort
authors.forename: I
authors.initials: I
authors.lastname: Rietjens
authors.forename: L A
authors.initials: LA
authors.lastname: Golovleva
mesh_terms: D001711:Biotransformation; D002713:Chlorine / Q000032:analysis* / Q000737:chemistry; D002733:Chlorophenols / Q000737:chemistry / Q000378:metabolism*; D002851:Chromatography, High Pressure Liquid; D013058:Mass Spectrometry; D012240:Rhodococcus / Q000254:growth & development / Q000378:metabolism*
chemical_list: D002733:Chlorophenols; D002713:Chlorine