Skip to main content
Journal of Bacteriology logoLink to Journal of Bacteriology
. 1989 Mar;171(3):1428–1434. doi: 10.1128/jb.171.3.1428-1434.1989

Microbial degradation of beta-chlorinated four-carbon aliphatic acids.

D Kohler-Staub 1, H P Kohler 1
PMCID: PMC209763  PMID: 2921240

Abstract

Alcaligenes sp. strain CC1 is able to grow on several alpha-chlorinated aliphatic acids (2-chlorobutyrate, 2-chloropropionate, and chloroacetate), as well as on the beta-chlorinated four-carbon aliphatic acids trans-3-chlorocrotonate, cis-3-chlorocrotonate, and 3-chlorobutyrate as sole carbon and energy sources. Dehalogenation of alpha-chlorinated acids could be measured by using resting cells grown on all the different carbon sources, whereas dehalogenation of beta-chlorinated four-carbon acids could be detected only by using resting cells grown on four-carbon compounds. A constitutive 2-haloacid dehalogenase, which did not show any activity with beta-chlorinated four-carbon acids, was detected in cell extracts. Cell extracts of crotonate-grown cells additionally contained a beta-haloacid dechlorination activity, which acted on trans-3-chlorocrotonate, cis-3-chlorocrotonate, and 3-chlorobutyrate and was strictly dependent on coenzyme A, ATP, and Mg2+. Dechlorination of beta-chlorinated four-carbon acids takes place after activation of the acids to their coenzyme A derivatives and seems to be independent of the constitutive 2-haloacid dehalogenase.

Full text

PDF
1428

Selected References

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

  1. Bartels I., Knackmuss H. J., Reineke W. Suicide Inactivation of Catechol 2,3-Dioxygenase from Pseudomonas putida mt-2 by 3-Halocatechols. Appl Environ Microbiol. 1984 Mar;47(3):500–505. doi: 10.1128/aem.47.3.500-505.1984. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Bradford M. M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem. 1976 May 7;72:248–254. doi: 10.1016/0003-2697(76)90527-3. [DOI] [PubMed] [Google Scholar]
  3. DAGLEY S., CHAPMAN P. J., GIBSON D. T., WOOD J. M. DEGRADATION OF THE BENZENE NUCLEUS BY BACTERIA. Nature. 1964 May 23;202:775–778. doi: 10.1038/202775a0. [DOI] [PubMed] [Google Scholar]
  4. Dolfing J., Tiedje J. M. Growth yield increase linked to reductive dechlorination in a defined 3-chlorobenzoate degrading methanogenic coculture. Arch Microbiol. 1987;149(2):102–105. doi: 10.1007/BF00425073. [DOI] [PubMed] [Google Scholar]
  5. Focht D. D., Brunner W. Kinetics of biphenyl and polychlorinated biphenyl metabolism in soil. Appl Environ Microbiol. 1985 Oct;50(4):1058–1063. doi: 10.1128/aem.50.4.1058-1063.1985. [DOI] [PMC free article] [PubMed] [Google Scholar]
  6. 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]
  7. HIRSCH P., ALEXANDER M. Microbial decomposition of halogenated propionic and acetic acids. Can J Microbiol. 1960 Jun;6:241–249. doi: 10.1139/m60-028. [DOI] [PubMed] [Google Scholar]
  8. Janssen D. B., Scheper A., Dijkhuizen L., Witholt B. Degradation of halogenated aliphatic compounds by Xanthobacter autotrophicus GJ10. Appl Environ Microbiol. 1985 Mar;49(3):673–677. doi: 10.1128/aem.49.3.673-677.1985. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. Kohler-Staub D., Leisinger T. Dichloromethane dehalogenase of Hyphomicrobium sp. strain DM2. J Bacteriol. 1985 May;162(2):676–681. doi: 10.1128/jb.162.2.676-681.1985. [DOI] [PMC free article] [PubMed] [Google Scholar]
  10. Kohler H. P., Kohler-Staub D., Focht D. D. Cometabolism of polychlorinated biphenyls: enhanced transformation of Aroclor 1254 by growing bacterial cells. Appl Environ Microbiol. 1988 Aug;54(8):1940–1945. doi: 10.1128/aem.54.8.1940-1945.1988. [DOI] [PMC free article] [PubMed] [Google Scholar]
  11. Leisinger T. Microorganisms and xenobiotic compounds. Experientia. 1983 Nov 15;39(11):1183–1191. doi: 10.1007/BF01990355. [DOI] [PubMed] [Google Scholar]
  12. Marks T. S., Wait R., Smith A. R., Quirk A. V. The origin of the oxygen incorporated during the dehalogenation/hydroxylation of 4-chlorobenzoate by an Arthrobacter sp. Biochem Biophys Res Commun. 1984 Oct 30;124(2):669–674. doi: 10.1016/0006-291x(84)91607-3. [DOI] [PubMed] [Google Scholar]
  13. Motosugi K., Esaki N., Soda K. Bacterial assimilation of D- and L-2-chloropropionates and occurrence of a new dehalogenase. Arch Microbiol. 1982 May;131(3):179–183. doi: 10.1007/BF00405875. [DOI] [PubMed] [Google Scholar]
  14. Motosugi K., Esaki N., Soda K. Purification and properties of a new enzyme, DL-2-haloacid dehalogenase, from Pseudomonas sp. J Bacteriol. 1982 May;150(2):522–527. doi: 10.1128/jb.150.2.522-527.1982. [DOI] [PMC free article] [PubMed] [Google Scholar]
  15. Motosugi K., Soda K. Microbial degradation of synthetic organochlorine compounds. Experientia. 1983 Nov 15;39(11):1214–1220. doi: 10.1007/BF01990358. [DOI] [PubMed] [Google Scholar]
  16. Müller R., Thiele J., Klages U., Lingens F. Incorporation of [18O]water into 4-hydroxybenzoic acid in the reaction of 4-chlorobenzoate dehalogenase from pseudomonas spec. CBS 3. Biochem Biophys Res Commun. 1984 Oct 15;124(1):178–182. doi: 10.1016/0006-291x(84)90933-1. [DOI] [PubMed] [Google Scholar]
  17. Reineke W., Jeenes D. J., Williams P. A., Knackmuss H. J. TOL plasmid pWW0 in constructed halobenzoate-degrading Pseudomonas strains: prevention of meta pathway. J Bacteriol. 1982 Apr;150(1):195–201. doi: 10.1128/jb.150.1.195-201.1982. [DOI] [PMC free article] [PubMed] [Google Scholar]
  18. Scholtz R., Leisinger T., Suter F., Cook A. M. Characterization of 1-chlorohexane halidohydrolase, a dehalogenase of wide substrate range from an Arthrobacter sp. J Bacteriol. 1987 Nov;169(11):5016–5021. doi: 10.1128/jb.169.11.5016-5021.1987. [DOI] [PMC free article] [PubMed] [Google Scholar]
  19. Suflita J. M., Horowitz A., Shelton D. R., Tiedje J. M. Dehalogenation: a novel pathway for the anaerobic biodegradation of haloaromatic compounds. Science. 1982 Dec 10;218(4577):1115–1117. doi: 10.1126/science.218.4577.1115. [DOI] [PubMed] [Google Scholar]

Articles from Journal of Bacteriology are provided here courtesy of American Society for Microbiology (ASM)

RESOURCES