Skip to main content
Biochemical Journal logoLink to Biochemical Journal
. 1971 May;122(4):527–531. doi: 10.1042/bj1220527

Bacterial metabolism of 4-chloro-2-methylphenoxyacetate. Formation of glyoxylate by side-chain cleavage

Y Gamar 1,*, J K Gaunt 1
PMCID: PMC1176810  PMID: 5123886

Abstract

Crude extracts of Pseudomonas sp. grown on 4-chloro-2-methylphenoxyacetate as sole source of carbon were shown to oxidize 4-chloro-2-methylphenoxyacetate to 5-chloro-o-cresol and glyoxylate. A labelled 2,4-dinitrophenylhydrazone was isolated from an incubation mixture in which 4-chloro-2-methylphenoxy[carboxy-14C]acetate was used. The hydrazone was shown to behave identically on thin-layer chromatograms with the authentic 2,4-dinitrophenylhydrazone of glyoxylate. Radioactivity assay showed that 82% of the side chain of 4-chloro-2-methylphenoxyacetate was recovered as glyoxylate.

Full text

PDF
527

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. AXELROD J. The enzymic cleavage of aromatic ethers. Biochem J. 1956 Aug;63(4):634–639. doi: 10.1042/bj0630634. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Bollag J. M., Helling C. S., Alexander M. Metabolism of 4-chloro-2-methylphenoxyacetic Acid by soil bacteria. Appl Microbiol. 1967 Nov;15(6):1393–1398. doi: 10.1128/am.15.6.1393-1398.1967. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. Bray H. G., Thorpe W. V., White K. The fate of certain organic acids and amides in the rabbit. 10. The application of paper chromatography to metabolic studies of hydroxybenzoic acids and amides. Biochem J. 1950 Mar;46(3):271–275. doi: 10.1042/bj0460271. [DOI] [PMC free article] [PubMed] [Google Scholar]
  4. Cartwright N. J., Smith A. R. Bacterial attack on phenolic ethers: An enzyme system demethylating vanillic acid. Biochem J. 1967 Mar;102(3):826–841. doi: 10.1042/bj1020826. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. DANCIS J., HUTZLER J., LEVITZ M. THIN-LAYER CHROMATOGRAPHY AND SPECTROPHOTOMETRY OF ALPHA-KETOACID HYDRAZONES. Biochim Biophys Acta. 1963 Oct 8;78:85–90. doi: 10.1016/0006-3002(63)91612-3. [DOI] [PubMed] [Google Scholar]
  6. Gaunt J. K., Evans W. C. Metabolism of 4-chloro-2-methylphenoxyacetate by a soil pseudomonad. Preliminary evidence for the metabolic pathway. Biochem J. 1971 May;122(4):519–526. doi: 10.1042/bj1220519. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. Gaunt J. K., Evans W. C. Metabolism of 4-chloro-2-methylphenoxyacetate by a soil pseudomonad. Ring-fission, lactonizing and delactonizing enzymes. Biochem J. 1971 May;122(4):533–542. doi: 10.1042/bj1220533. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. Letourneau D., Krog N. THE USE OF CHROMOTROPIC ACID FOR THE QUANTITATIVE DETERMINATION OF 2,4-DICHLOROPHENOXYACETIC ACID. Plant Physiol. 1952 Oct;27(4):822–827. doi: 10.1104/pp.27.4.822. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. QUAYLE J. R., TAYLOR G. A. Carbon assimilation by Pseudomonas oxalaticus (OXI). 5. Purification and properties of glyoxylic dehydrogenase. Biochem J. 1961 Mar;78:611–615. doi: 10.1042/bj0780611. [DOI] [PMC free article] [PubMed] [Google Scholar]
  10. Quayle J. R., Keech D. B., Taylor G. A. Carbon assimilation by Pseudomonas oxalaticus (OXI). 4. Metabolism of oxalate in cell-free extracts of the organism grown on oxalate. Biochem J. 1961 Feb;78(2):225–236. doi: 10.1042/bj0780225. [DOI] [PMC free article] [PubMed] [Google Scholar]

Articles from Biochemical Journal are provided here courtesy of The Biochemical Society

RESOURCES