Finkel'shteĭn Z I, Baskunov B P, Golovlev E L, Moiseeva O V, Vervoort J, Rietjens I, Golovleva L A
Skryabin Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Pushchino, Moscow oblast, Russia.
Mikrobiologiia. 2000 Jan-Feb;69(1):49-57.
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.
对不透明红球菌1G、红球菌135、红平红球菌89和不透明红球菌1cp转化氯酚的研究表明,转化率和转化途径取决于芳环中氯原子的数量和位置。活性最高的氯酚转化菌株不透明红球菌1cp能够在三种同分异构的单氯酚以及2,4 - 二氯酚中的每一种上生长;生长速率从4 - 氯酚到3 - 氯酚再到2 - 氯酚逐渐降低。在2,4 - 二氯酚上的生长参数与在3 - 氯酚上相同。所研究的菌株均未利用三氯酚。对氯酚转化途径的详细研究表明,3 - 氯酚、4 - 氯酚和2,4 - 二氯酚可被这些菌株通过一条改良的邻位途径利用。2 - 氯酚和2,3 - 二氯酚可被不透明红球菌1cp和红平红球菌89通过相应的3 - 氯和3,4 - 二氯邻苯二酚进行转化,然后这些邻苯二酚被羟基化形成4 - 氯焦棓酚和4,5 - 二氯焦棓酚;这条途径此前在细菌中未曾被描述过。不透明红球菌1G的苯酚羟化酶表现出一种此前未被描述的催化模式,催化2,3,5 - 三氯酚的氧化脱卤反应形成3,5 - 二氯邻苯二酚,但不催化未取代的6位的羟基化反应。