Sphingomonas paucimobilis BPSI-3 mutant AN2 produces a red catabolite during biphenyl degradation

A. D. Davison, M. R. Gillings, D. R. Jardine, P. Karuso, A. S. Nouwens, J. J. French, D. A. Veal, N. Altavilla

Research output: Contribution to journalArticleResearchpeer-review

Abstract

The biphenyl degradation pathway of Sphingomonas paucimobilis BPSI-3 was investigated using a degradationdeficient mutant generated by 1-methyl-3- nitro-1-nitrosoguanidine (NTG) mutagenesis. The mutant, designated AN2, was confirmed as originating from BPSI-3 through the use of ERIC (Enterobacterial Repetitive Intergenic Consensus) PCR and by detection of the diagnostic pigment, nostoxanthin, in cellular methanol extracts. Mutant AN2 produced a yellow followed by red extracellular substance when grown in the presence of biphenyl. In the presence of 2,3-dihydroxybiphenyl, yellow followed by red then yellow compounds were formed over time. This colour change was consistent with the characteristics of a quinone, 1-phenyl-2,3-benzoquinone, which could arise from the oxidation of 2,3-dihydroxybiphenyl. A quinone was synthesised from 2,3-dihydroxybiphenyl and compared to the red compound produced by mutant AN2. Gas chromatography-mass spectrophotometry (GC-MS) confirmed that a similar quinone (4,5-dimethoxy-3-phenyl-1,2-benzoquinone) compared to the structure of the proposed biogenic compound, had been formed. This compound was also found after GC-MS analysis of mutant AN2 culture extracts. Spectrophotometric analysis of the quinone synthesised and the red product produced revealed almost identical spectral profiles. A likely inference from this evidence is that the mutant AN2 is blocked, or its activity altered, in the first gene cluster, bphA to C, of the biphenyl degradation pathway.

LanguageEnglish
Pages314-319
Number of pages6
JournalJournal of Industrial Microbiology and Biotechnology
Volume23
Issue number4-5
DOIs
Publication statusPublished - 1999

Fingerprint

Sphingomonas
Spectrophotometry
Gas chromatography
Degradation
Mutagenesis
Pigments
Gas Chromatography
Methanol
Genes
Nitrosoguanidines
Color
Oxidation
Multigene Family
Polymerase Chain Reaction
diphenyl
benzoquinone
2,3-dihydroxybiphenyl
2-benzoquinone

Keywords

  • biodegradation
  • bioremediation
  • biphenyl degradation
  • quinone

Cite this

Davison, A. D. ; Gillings, M. R. ; Jardine, D. R. ; Karuso, P. ; Nouwens, A. S. ; French, J. J. ; Veal, D. A. ; Altavilla, N. / Sphingomonas paucimobilis BPSI-3 mutant AN2 produces a red catabolite during biphenyl degradation. In: Journal of Industrial Microbiology and Biotechnology. 1999 ; Vol. 23, No. 4-5. pp. 314-319.
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abstract = "The biphenyl degradation pathway of Sphingomonas paucimobilis BPSI-3 was investigated using a degradationdeficient mutant generated by 1-methyl-3- nitro-1-nitrosoguanidine (NTG) mutagenesis. The mutant, designated AN2, was confirmed as originating from BPSI-3 through the use of ERIC (Enterobacterial Repetitive Intergenic Consensus) PCR and by detection of the diagnostic pigment, nostoxanthin, in cellular methanol extracts. Mutant AN2 produced a yellow followed by red extracellular substance when grown in the presence of biphenyl. In the presence of 2,3-dihydroxybiphenyl, yellow followed by red then yellow compounds were formed over time. This colour change was consistent with the characteristics of a quinone, 1-phenyl-2,3-benzoquinone, which could arise from the oxidation of 2,3-dihydroxybiphenyl. A quinone was synthesised from 2,3-dihydroxybiphenyl and compared to the red compound produced by mutant AN2. Gas chromatography-mass spectrophotometry (GC-MS) confirmed that a similar quinone (4,5-dimethoxy-3-phenyl-1,2-benzoquinone) compared to the structure of the proposed biogenic compound, had been formed. This compound was also found after GC-MS analysis of mutant AN2 culture extracts. Spectrophotometric analysis of the quinone synthesised and the red product produced revealed almost identical spectral profiles. A likely inference from this evidence is that the mutant AN2 is blocked, or its activity altered, in the first gene cluster, bphA to C, of the biphenyl degradation pathway.",
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Sphingomonas paucimobilis BPSI-3 mutant AN2 produces a red catabolite during biphenyl degradation. / Davison, A. D.; Gillings, M. R.; Jardine, D. R.; Karuso, P.; Nouwens, A. S.; French, J. J.; Veal, D. A.; Altavilla, N.

In: Journal of Industrial Microbiology and Biotechnology, Vol. 23, No. 4-5, 1999, p. 314-319.

Research output: Contribution to journalArticleResearchpeer-review

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T1 - Sphingomonas paucimobilis BPSI-3 mutant AN2 produces a red catabolite during biphenyl degradation

AU - Davison, A. D.

AU - Gillings, M. R.

AU - Jardine, D. R.

AU - Karuso, P.

AU - Nouwens, A. S.

AU - French, J. J.

AU - Veal, D. A.

AU - Altavilla, N.

PY - 1999

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KW - biodegradation

KW - bioremediation

KW - biphenyl degradation

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