Abstract
A microorganism capable of degrading 4-chloro-2-methylphenoxyacetic acid (MCPA) was isolated from soil and identified as Flavobacterium peregrinum. All of the chlorine of MCPA was released as chloride, and the carboxyl-carbon was converted to volatile products by growing cultures of the bacterium, but a phenol accumulated in the medium. The phenol was identified as 4-chloro-2-methylphenol on the basis of its gas chromatographic and infrared characteristics. Extracts of cells of F. peregrinum and of a phenoxyacetate-metabolizing Arthrobacter sp. dehalogenated MCPA and several catechols but not 4-chloro-2-methylanisole. The Arthrobacter sp. cell extract was fractionated, and an enzyme preparation was obtained which catalyzed the conversion of MCPA to 4-chloro-2-methylphenol. The latter compound was not metabolized unless reduced nicotinamide adenine dinucleotide phosphate was added to the fractionated extract. The phenol in turn was apparently oxidized to a catechol by components of the enzyme preparation.
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- FAULKNER J. K., WOODCOCK D. FUNGAL DETOXICATION. VII. METABOLISM OF 2,4-DICHLOROPHENOXYACETIC AND 4-CHLORO-2-METHYLPHENOXYACETIC ACIDS BY ASPERGILLUS NIGER. J Chem Soc. 1965 Feb;39:1187–1191. [PubMed] [Google Scholar]
- Loos M. A., Roberts R. N., Alexander M. Formation of 2,4-dichlorophenol and 2,4-dichloroanisole from 2,4-dichlorophen-oxyacetate by Arthrobacter sp. Can J Microbiol. 1967 Jun;13(6):691–699. doi: 10.1139/m67-091. [DOI] [PubMed] [Google Scholar]
- Loos M. A., Roberts R. N., Alexander M. Phenols as intermediates in the decomposition of phenoxyacetates by an Arthrobacter species. Can J Microbiol. 1967 Jun;13(6):679–690. doi: 10.1139/m67-090. [DOI] [PubMed] [Google Scholar]
- Mulholland T. P., Honeywood R. I., Preston H. D., Rosevear D. T. Synthesis of some griseofulvin analogues. J Chem Soc Perkin 1. 1965 Sep;:4939–4953. doi: 10.1039/jr9650004939. [DOI] [PubMed] [Google Scholar]
- STEENSON T. I., WALKER N. The pathway of breakdown of 2:4-dichloro- and 4-chloro-2-methyl-phenoxyacetic acid by bacteria. J Gen Microbiol. 1957 Feb;16(1):146–155. doi: 10.1099/00221287-16-1-146. [DOI] [PubMed] [Google Scholar]