Methylation of halogenated phenols and thiophenols by cell extracts of gram-positive and gram-negative bacteria. [Rhodococcus sp. ; Pseudomonas sp. ; Acinetobacter sp]
O-methylation of 2,6-dibromophenol was studied in cell extracts prepared from Rhodococcus sp. strain 1395. O-methylation activity was also demonstrated in extracts from two other Rhodococcus sp. strains, an Acinetobacter sp. strain, and a Pseudomonas sp. strain. A diverse range of chloro- and bromophenols, chlorothiophenols, chloro- and bromoguaiacols, and chloro- and bromocatechols were assayed as the substrates by using extracts prepared from strain 1395; all of the compounds were methylated to the corresponding anisoles, veratroles, or guaiacols. The specific activity of the enzyme towards the thiophenols was significantly higher than it was towards all the other substrates-high activity was found with pentafluorothiophenol, although the activity with pentafluorophenol was undetectable with the incubation times used. For the chlorophenols, the position of the substituents was of cardinal importance. The enzyme had higher activity towards the halogenated catechols than towards the corresponding guaiacols, and selective O-methylation of the 3,4,5-trihalogenocatechols yielded predominantly the 3,4,5-trihalogenoguaiacols. Neither 2,4-dinitrophenol, hexachlorophene, nor 5-chloro- or 5-bromovanillin was O-methylated. The results showed conclusively that the methylation reactions were enzymatic and confirmed the conclusion from extensive studies using whole cells that methylation of halogenated phenols may be a significant alternative to biodegradation.
- Research Organization:
- Swedish Environmental Research Institute, Stockholm
- OSTI ID:
- 6860026
- Journal Information:
- Appl. Environ. Microbiol.; (United States), Journal Name: Appl. Environ. Microbiol.; (United States) Vol. 54:2; ISSN AEMID
- Country of Publication:
- United States
- Language:
- English
Similar Records
Multiple polychlorinated biphenyl transformation systems in the gram-positive bacterium Rhodococcus sp. strain RHA1
Degradation of chloronitrobenzenes by a coculture of Pseudomonas putida and a Rhodococcus sp.
Related Subjects
550700 -- Microbiology
59 BASIC BIOLOGICAL SCIENCES
AROMATICS
BACTERIA
CHEMICAL REACTIONS
DEVELOPERS
ENZYME ACTIVITY
HALOGENATED AROMATIC HYDROCARBONS
HYDROXY COMPOUNDS
METABOLISM
METHYLATION
MICROORGANISMS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
PHENOLS
POLYPHENOLS
PSEUDOMONAS
PYROCATECHOL
STRUCTURE-ACTIVITY RELATIONSHIPS