1887

Abstract

Summary: A long-chain chloroalkane, 1-chlorooctadecane, was biotransformed by a marine amoeba, 1–7, and utilized by this organism as a carbon source. Haloalkane metabolism was accompanied by marked cell darkening which may represent xenobiotic-induced melanin biosynthesis. Radiolabelled carbon atoms derived from 1-chloro[1-C]octadecane were incorporated into cellular proteins and organic intermediates, including fatty acids. Gas chromatography and mass spectrometry analyses of the fatty acid methyl ester derivatives, however, showed that they were not chlorinated. [1-C]Octadecanoic acid methyl ester was detected by mass spectrometry, but hexadecanoic acid methyl ester did not contain detectable C. These data suggest that the amoebae convert the chloroalkane to the corresponding fatty acid by oxidative dehalogenation.

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/content/journal/micro/10.1099/00221287-137-11-2669
1991-11-01
2024-05-03
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References

  1. Butler M. J., Lazarovits G., Higgins V. J., Lachance M.-A. 1989; Identification of a black yeast isolated from oak bark as belonging to the genus Phaeococcomyces sp. Analysis of melanin produced by the yeast. Canadian Journal of Microbiology 35:728–734
    [Google Scholar]
  2. Dunlap K. R., Perry J. J. 1967; Effect of substrate on the fatty acid composition of hydrocarbon-utilizing microorganisms. Journal of Bacteriology 94:1919–1923
    [Google Scholar]
  3. Gadd G. M., Gray D. J., Newby P. J. 1990; Role of melanin in fungal biosorption of tributyltin chloride. Applied Microbiology and Biotechnology 34:116–121
    [Google Scholar]
  4. Geigert J., Neidleman S. L., Dewitt S. K., Dalietos D. J. 1984; Halonium ion-induced biosynthesis of chlorinated marine metabolites. Biochemistry 23:287–290
    [Google Scholar]
  5. Goodman J. M., Trapp S. B., Hwang H., Veenhuis M. 1990; Peroxisomes induced in Candida boidinii by methanol, oleic acid and D-alanine vary in metabolic function but share common integral membrane proteins. Journal of Cell Science 97:193–204
    [Google Scholar]
  6. Gschwend P. M., Macfarlane J. K., Newman K. A. 1985; Volatile halogenated organic compounds released to seawater from temperate marine macroalgae. Science 227:1033–1035
    [Google Scholar]
  7. Heller S. R., Milne G. W. A. 1978; EPA/NIH Mass Spectral Data Base. Washington, DC: US Government Printing Office;
    [Google Scholar]
  8. Kaska D. D., Polne-Fuller M., Gibor A. 1991; Biotransformation of alkanes and haloalkanes by a marine amoeba. Applied Microbiology and Biotechnology 34:814–817
    [Google Scholar]
  9. Laemmli U. K. 1970; Cleavage of structural protein during the assembly of the head of bacteriophage T4 . Nature, London 227:680–685
    [Google Scholar]
  10. McLafferty F. W. 1973; Mass spectra of common compound classes. Interpretation of Mass Spectra97–177 London: W. A. Benjamin;
    [Google Scholar]
  11. Murphy G. L., Perry J. J. 1983; Incorporation of chlorinated alkanes into fatty acids of hydrocarbon-utilizing mycobacteria. Journal of Bacteriology 156:1158–1164
    [Google Scholar]
  12. Murphy G. L., Perry J. J. 1984; Assimilation of chlorinated alkanes by hydrocarbon-utilizing fungi. Journal of Bacteriology 160:1171–1174
    [Google Scholar]
  13. Neilson A. H. 1990; The biodegradation of halogenated organic compounds. Journal of Applied Bacteriology 69:445–470
    [Google Scholar]
  14. Newby P. J., Gadd G. M. 1988; Morphological responses of some common spoilage fungi towards triorganotin compounds. The Biological Alkylation of Heavy Elements164–167 Craig P. J., Glocking F. London: Royal Society of London;
    [Google Scholar]
  15. Polne-Fuller M. 1987; A multinucleate marine amoeba which digests seaweeds. Journal of Protozoology 34:159–165
    [Google Scholar]
  16. Pavia D. L., Lampman G. M., Kriz G. S. Jr 1979; Mass spectrometry. Introduction to Spectroscopy225–286 Philadelphia: Saunders College Publishing;
    [Google Scholar]
  17. Rock C. O., Jackowski S., Shulman S. D. 1988; Imaging scanners for radiolabeled thin-layer chromatography. BioChroma-tography 3:127–129
    [Google Scholar]
  18. Roy P., Nayak K. K., Pandey N. K. 1989; Characterization of a novel yeast synthesizing melanin-like pigment. Journal of General Microbiology 135:3385–3391
    [Google Scholar]
  19. Scalia M., Geremia E., Corsaro C, Santoro C, Baratta D., Sichel G. 1990; Lipid peroxidation in pigmented and unpig-mented liver tissues: protective role of melanin. Pigment Cell Research 3:115–119
    [Google Scholar]
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