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. 1990 Dec;56(12):3842–3850. doi: 10.1128/aem.56.12.3842-3850.1990

Degradation of mono-, di-, and trihalogenated benzoic acids by Pseudomonas aeruginosa JB2.

W J Hickey 1, D D Focht 1
PMCID: PMC185077  PMID: 2128010

Abstract

Pseudomonas aeruginosa JB2 was isolated from a polychlorinated biphenyl-contaminated soil by enrichment culture containing 2-chlorobenzoate as the sole carbon source. Strain JB2 was subsequently found also to grow on 3-chlorobenzoate, 2,3- and 2,5-dichlorobenzoates, 2,3,5-trichlorobenzoate, and a wide range of other mono- and dihalogenated benzoic acids. Cometabolism of 2,4-dichlorobenzoate was also observed. Chlorocatechols were the central intermediates of all chlorobenzoate catabolic pathways. Degradation of 2-chlorobenzoate was routed through 3-chlorocatechol, whereas 4-chlorocatechol was identified from the metabolism of both 2,3- and 2,5-dichlorobenzoate. The initial attack on chlorobenzoates was oxygen dependent and most likely mediated by dioxygenases. Although plasmids were not detected in strain JB2, spontaneous mutants were detected in 70% of glycerol-grown colonies. The mutants were all of the following phenotype: benzoate+, 3-chlorobenzoate+, 2-chlorobenzoate-, 2,3-dichlorobenzoate-, 2,5-dichlorobenzoate-. While chlorocatechols were oxidized by the mutants at wild-type levels, oxidation of 2-chloro- and 2,3- and 2,5-dichlorobenzoates was substantially diminished. These findings suggested that strain JB2 possessed, in addition to the benzoate dioxygenase, a halobenzoate dioxygenase that was necessary for the degradation of chlorobenzoates substituted in the ortho position.

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Selected References

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  1. Adriaens P., Kohler H. P., Kohler-Staub D., Focht D. D. Bacterial dehalogenation of chlorobenzoates and coculture biodegradation of 4,4'-dichlorobiphenyl. Appl Environ Microbiol. 1989 Apr;55(4):887–892. doi: 10.1128/aem.55.4.887-892.1989. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Chakrabarty A. M. Plasmids in Pseudomonas. Annu Rev Genet. 1976;10:7–30. doi: 10.1146/annurev.ge.10.120176.000255. [DOI] [PubMed] [Google Scholar]
  3. Chatterjee D. K., Chakrabarty A. M. Genetic rearrangements in plasmids specifying total degradation of chlorinated benzoic acids. Mol Gen Genet. 1982;188(2):279–285. doi: 10.1007/BF00332688. [DOI] [PubMed] [Google Scholar]
  4. Chatterjee D. K., Kellogg S. T., Hamada S., Chakrabarty A. M. Plasmid specifying total degradation of 3-chlorobenzoate by a modified ortho pathway. J Bacteriol. 1981 May;146(2):639–646. doi: 10.1128/jb.146.2.639-646.1981. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. Dorn E., Hellwig M., Reineke W., Knackmuss H. J. Isolation and characterization of a 3-chlorobenzoate degrading pseudomonad. Arch Microbiol. 1974;99(1):61–70. doi: 10.1007/BF00696222. [DOI] [PubMed] [Google Scholar]
  6. Eckhardt T. A rapid method for the identification of plasmid desoxyribonucleic acid in bacteria. Plasmid. 1978 Sep;1(4):584–588. doi: 10.1016/0147-619x(78)90016-1. [DOI] [PubMed] [Google Scholar]
  7. Engesser K. H., Schulte P. Degradation of 2-bromo-, 2-chloro- and 2-fluorobenzoate by Pseudomonas putida CLB 250. FEMS Microbiol Lett. 1989 Jul 15;51(1):143–147. doi: 10.1016/0378-1097(89)90497-7. [DOI] [PubMed] [Google Scholar]
  8. Fetzner S., Müller R., Lingens F. A novel metabolite in the microbial degradation of 2-chlorobenzoate. Biochem Biophys Res Commun. 1989 Jun 15;161(2):700–705. doi: 10.1016/0006-291x(89)92656-9. [DOI] [PubMed] [Google Scholar]
  9. Fetzner S., Müller R., Lingens F. Degradation of 2-chlorobenzoate by Pseudomonas cepacia 2CBS. Biol Chem Hoppe Seyler. 1989 Nov;370(11):1173–1182. doi: 10.1515/bchm3.1989.370.2.1173. [DOI] [PubMed] [Google Scholar]
  10. Focht D. D., Shelton D. Growth kinetics of Pseudomonas alcaligenes C-0 relative to inoculation and 3-chlorobenzoate metabolism in soil. Appl Environ Microbiol. 1987 Aug;53(8):1846–1849. doi: 10.1128/aem.53.8.1846-1849.1987. [DOI] [PMC free article] [PubMed] [Google Scholar]
  11. Furukawa K., Tomizuka N., Kamibayashi A. Effect of chlorine substitution on the bacterial metabolism of various polychlorinated biphenyls. Appl Environ Microbiol. 1979 Aug;38(2):301–310. doi: 10.1128/aem.38.2.301-310.1979. [DOI] [PMC free article] [PubMed] [Google Scholar]
  12. Ghosal D., You I. S., Chatterjee D. K., Chakrabarty A. M. Plasmids in the degradation of chlorinated aromatic compounds. Basic Life Sci. 1985;30:667–686. doi: 10.1007/978-1-4613-2447-8_47. [DOI] [PubMed] [Google Scholar]
  13. Gibson D. T., Hensley M., Yoshioka H., Mabry T. J. Formation of (+)-cis-2,3-dihydroxy-1-methylcyclohexa-4,6-diene from toluene by Pseudomonas putida. Biochemistry. 1970 Mar 31;9(7):1626–1630. doi: 10.1021/bi00809a023. [DOI] [PubMed] [Google Scholar]
  14. Hansen J. B., Olsen R. H. Isolation of large bacterial plasmids and characterization of the P2 incompatibility group plasmids pMG1 and pMG5. J Bacteriol. 1978 Jul;135(1):227–238. doi: 10.1128/jb.135.1.227-238.1978. [DOI] [PMC free article] [PubMed] [Google Scholar]
  15. Hartmann J., Reineke W., Knackmuss H. J. Metabolism of 3-chloro-, 4-chloro-, and 3,5-dichlorobenzoate by a pseudomonad. Appl Environ Microbiol. 1979 Mar;37(3):421–428. doi: 10.1128/aem.37.3.421-428.1979. [DOI] [PMC free article] [PubMed] [Google Scholar]
  16. Holmes D. S., Quigley M. A rapid boiling method for the preparation of bacterial plasmids. Anal Biochem. 1981 Jun;114(1):193–197. doi: 10.1016/0003-2697(81)90473-5. [DOI] [PubMed] [Google Scholar]
  17. Keeven J. K., DeCicco B. T. Selective medium for Pseudomonas aeruginosa that uses 1,10-phenanthroline as the selective agent. Appl Environ Microbiol. 1989 Dec;55(12):3231–3233. doi: 10.1128/aem.55.12.3231-3233.1989. [DOI] [PMC free article] [PubMed] [Google Scholar]
  18. Kröckel L., Focht D. D. Construction of chlorobenzene-utilizing recombinants by progenitive manifestation of a rare event. Appl Environ Microbiol. 1987 Oct;53(10):2470–2475. doi: 10.1128/aem.53.10.2470-2475.1987. [DOI] [PMC free article] [PubMed] [Google Scholar]
  19. Marks T. S., Smith A. R., Quirk A. V. Degradation of 4-Chlorobenzoic Acid by Arthrobacter sp. Appl Environ Microbiol. 1984 Nov;48(5):1020–1025. doi: 10.1128/aem.48.5.1020-1025.1984. [DOI] [PMC free article] [PubMed] [Google Scholar]
  20. Mires M. H., Alexander C. H. The prophylactic treatment tuberculosis. Del Med J. 1972 Jul;44(7):187–190. [PubMed] [Google Scholar]
  21. Reineke W., Knackmuss H. J. Chemical structure and biodegradability of halogenate aromatic compounds. Substituent effects on 1,2-dioxygenation of benzoic acid. Biochim Biophys Acta. 1978 Sep 6;542(3):412–423. doi: 10.1016/0304-4165(78)90372-0. [DOI] [PubMed] [Google Scholar]
  22. Ruisinger S., Klages U., Lingens F. Abbau der 4-chlorbenzoesäure durch eine Arthrobacter-Species. Arch Microbiol. 1976 Nov 2;110(23):253–256. doi: 10.1007/BF00690235. [DOI] [PubMed] [Google Scholar]
  23. Savard P., Péloquin L., Sylvestre M. Cloning of Pseudomonas sp. strain CBS3 genes specifying dehalogenation of 4-chlorobenzoate. J Bacteriol. 1986 Oct;168(1):81–85. doi: 10.1128/jb.168.1.81-85.1986. [DOI] [PMC free article] [PubMed] [Google Scholar]
  24. Shields M. S., Hooper S. W., Sayler G. S. Plasmid-mediated mineralization of 4-chlorobiphenyl. J Bacteriol. 1985 Sep;163(3):882–889. doi: 10.1128/jb.163.3.882-889.1985. [DOI] [PMC free article] [PubMed] [Google Scholar]
  25. Sylvestre M., Mailhiot K., Ahmad D., Massé R. Isolation and preliminary characterization of a 2-chlorobenzoate degrading Pseudomonas. Can J Microbiol. 1989 Apr;35(4):439–443. doi: 10.1139/m89-067. [DOI] [PubMed] [Google Scholar]
  26. Weisshaar M. P., Franklin F. C., Reineke W. Molecular cloning and expression of the 3-chlorobenzoate-degrading genes from Pseudomonas sp. strain B13. J Bacteriol. 1987 Jan;169(1):394–402. doi: 10.1128/jb.169.1.394-402.1987. [DOI] [PMC free article] [PubMed] [Google Scholar]
  27. Wyndham R. C., Straus N. A. Chlorobenzoate catabolism and interactions between Alcaligenes and Pseudomonas species from Bloody Run Creek. Arch Microbiol. 1988;150(3):230–236. doi: 10.1007/BF00407785. [DOI] [PubMed] [Google Scholar]
  28. van den Tweel W. J., Kok J. B., de Bont J. A. Reductive dechlorination of 2,4-dichlorobenzoate to 4-chlorobenzoate and hydrolytic dehalogenation of 4-chloro-, 4-bromo-, and 4-iodobenzoate by Alcaligenes denitrificans NTB-1. Appl Environ Microbiol. 1987 Apr;53(4):810–815. doi: 10.1128/aem.53.4.810-815.1987. [DOI] [PMC free article] [PubMed] [Google Scholar]

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