5-Chloropicolinic acid is produced by specific degradation of 4chlorobenzoic acid by Sphingomonas paucimobilis BPSI-3

A. D. Davison, D. R. Jardine, P. Karuso

Research output: Contribution to journalArticleResearchpeer-review

Abstract

We have previously shown that the bacterium Sphingomonas paucimobilis BPSI-3, isolated from PCB-contaminated soil, can degrade halogenated biphenyls, naphthalenes, catechols and benzoic acids. However, before such an organism can be used in bioremediation, it is important to characterise the degradation products and determine the degradation pathways to ensure that compounds more toxic or mobile than the original contaminants are not produced. In the degradation of 4-chlorobiphenyl, S. paucimobilis BPSI-3 produces a novel chlorinated picolinic acid. In this paper, we show that 4- chlorobenzoate is an intermediate in this degradation and, through 15N- labelling, that 5-chloropicolinate is the only nitrogenous metabolite isolated under the extraction conditions used. The position of the chlorine indicates that degradation of 4-chlorocatechol occurs exclusively via a 2,3- extradiol cleavage. These data allow us to postulate a more definitive catabolic pathway for the biodegradation of 4-chlorobiphenyl to 5-chloro2- hydroxymuconic acid semialdehyde via 4-chlorobenzoate in S. paucimobilis BPSI-3.

LanguageEnglish
Pages347-352
Number of pages6
JournalJournal of Industrial Microbiology and Biotechnology
Volume23
Issue number4-5
DOIs
Publication statusPublished - 1999

Fingerprint

Sphingomonas
Naphthalenes
Catechols
Degradation
Environmental Biodegradation
Acids
Poisons
Polychlorinated Biphenyls
Benzoates
Chlorine
Soil
Bacteria
Benzoic acid
Bioremediation
Naphthalene
Metabolites
Biodegradation
Polychlorinated biphenyls
Labeling
4-chlorobenzoic acid

Keywords

  • biphenyl degradation
  • biodegradation
  • bioremediation
  • chloropicolinic acid

Cite this

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title = "5-Chloropicolinic acid is produced by specific degradation of 4chlorobenzoic acid by Sphingomonas paucimobilis BPSI-3",
abstract = "We have previously shown that the bacterium Sphingomonas paucimobilis BPSI-3, isolated from PCB-contaminated soil, can degrade halogenated biphenyls, naphthalenes, catechols and benzoic acids. However, before such an organism can be used in bioremediation, it is important to characterise the degradation products and determine the degradation pathways to ensure that compounds more toxic or mobile than the original contaminants are not produced. In the degradation of 4-chlorobiphenyl, S. paucimobilis BPSI-3 produces a novel chlorinated picolinic acid. In this paper, we show that 4- chlorobenzoate is an intermediate in this degradation and, through 15N- labelling, that 5-chloropicolinate is the only nitrogenous metabolite isolated under the extraction conditions used. The position of the chlorine indicates that degradation of 4-chlorocatechol occurs exclusively via a 2,3- extradiol cleavage. These data allow us to postulate a more definitive catabolic pathway for the biodegradation of 4-chlorobiphenyl to 5-chloro2- hydroxymuconic acid semialdehyde via 4-chlorobenzoate in S. paucimobilis BPSI-3.",
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5-Chloropicolinic acid is produced by specific degradation of 4chlorobenzoic acid by Sphingomonas paucimobilis BPSI-3. / Davison, A. D.; Jardine, D. R.; Karuso, P.

In: Journal of Industrial Microbiology and Biotechnology, Vol. 23, No. 4-5, 1999, p. 347-352.

Research output: Contribution to journalArticleResearchpeer-review

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