Summary
During the last fifteen years it became evident that Polycyclic Aromatic Hydrocarbons (PAHs) encompassing more than three rings despite their low water solubility may serve as growth substrates for several kinds of soil bacteria.
Mycobacterium sp. strain KR20 was isolated from a PAH contaminated soil of a former gasworks by its ability to utilise fluoranthene as sole source of carbon and energy. Five novel fluoranthene metabolites were isolated and identified from fluoranthene grown cultures of this isolate, namely cis-2,3-fluoranthene dihydrodiol, z-9-carboxymethylenefluorene-2-carboxylic acid, cis-1,9a-dihydroxy-l-hydrofluoren-9-one-8-carboxylic acid, 4-hydroxy-benzochromene-6-one-7-carboxylic acid, and benzene-1,2,3-tricarboxylic acid. They possibly indicate a novel metabolic pathway for the bacterial metabolisation of fluoranthene.
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References
Dean-Ross, D., and Cerniglia, C. E. 1996. Degradation of Pyrene by Mycobacteriumflavescens. Appl. Microbiol. Biotechnol. 46: 307–312.
Fernley, H. N., Griffiths, E., and Evans, W. C. 1964. Oxidative Metabolism of Phenanthrene and Anthracene by Soil Bacteria: The Initial Ring-Fission Step. Biochem. J. 91 : 15p-16p.
Grifoll, M., Selifonov, S. A., and Chapman, R. J. 1994. Evidence for a Novel Pathway in the Degradation of Fluorene by Pseudomonas sp. Strain F274. Appl. Environ. Microbiol. 60: 2438–2449.
Harvey, R. G. 1991. Polycyclic Aromatic Hydrocarbons: Chemistry and Carcinogenicity. New York, Port Chester, Melbourne, Sydney, Cambridge University Press.
Heitkamp, M. A., J. P. Freeman, J. R. Miller, D. W., and Cerniglia, C. E. 1988. Pyrene Degradation by a Mycobacterium sp.: Identification of Ring Oxidation and Ring Fission Products. Appt Environ. Microbiol. 54: 2556–2565.
Higson, F. 1992. Microbial Degradation of Biphenyl and Its Derivatives. Adv. Appl. Microbiol. 37: 135–164.
Kelley, L, Freeman, J., Evans, F. E., and Cerniglia, C. E. 1993. Identification of Metabolites from the Degradation of Fluoranthene by Mycobacterium sp. Strain PYR-1. Appl. Environ. Microbiol. 59: 800–806.
Kiyohara, H., Nagao, K. and Yana, K. 1982. Rapid Screen for Bacteria Degrading Water-Insoluble, Solid Hydro-carbons on Agar Plates. Appl. Environ. Microbiol. 43: 454–457.
LaVoie, E. J., Hecht, S. S., Bedenko, V., and Hoffmann, D. 1982. Identification of the Mutagenic Metabolites of Fluoranthene, 2-Methylfluoranthene, and 3-Methylfluoranthene. Carcinogenesis 3: 841–846.
Machate, T., Noll, H., Behrens, H. and Kettrup, A. 1997. Degradation of Phenanthrene and Hydraulic Charac-teristics in a Constructed Wetland. Wat. Res. 31: 554–560.
Minnikin, D. E., Alshamaony, L., and Goodfellow, M. 1975. Differentiation of Mycobacterium, Nocardia, and Related Taxa by Thin-layer Chromatographic Analysis of Whole-Organism Methanolysates. J. Gen. Microbiol. 88: 200–204.
Rehmann, K., Noll, H. R, Steinberg, C. E. W., and Kettrup, A. A. 1998. Pyrene Metabolism by Mycobacterium sp. Strain KR2. Chemosphere 36: 2977–2992.
Rice, J. E., LaVoie, E. J., and Hofmann, D.1983. Synthesis of the Isomeric Phenols and the trans-2.3-Dihydrodiol of Fluoranthene. J. Org. Chem. 48: 2360–2363.
Walter, U., Beyer, M., Klein, J., and Rehm, H.-J. 1991. Degradation of Pyrene by Rhodococcus sp. UW 1. Appl. Microbiol. Biotechnol. 34: 671–676.
Wayne, L. G., Engbcek, C., Engel, H. B. W., Froman, S., Gross, W., Hawkins, J., Käppler, W., Karlson, A. G., Kleeberg, H. H., Krasnow, I., Kubica, G. P., McDurmont, C., Nel, E. E., Pattyn, S. R., Schröder, K. H., Showalter, S., Tarnok, I., Tsukamura, M., Vergmann, B., and Wolinsky, E. 1974. Highly Reproducible Techniques for Use in Systematic Bacteriology in the Genus Mycobacterium: Tests for Pigment, Urease, Resistance to Sodium Chloride, Hydrolysis of Tween80, and (3-Galactosidase. Int. J. Syst. Bacterial. 24: 412–419.
Weißenfels, W. D., Beyer, M., Klein, J., and Rehm, H.-J. 1991. Microbial Metabolism of Fluoranthene: Isolation and Identification of Ring Fission Products. Appl. Microbiol. Biotechnol. 34: 528–535.
Zink, G., and Lorber, K. E. 1995. Mass Spectral Identification of Metabolites Formed By Microbial Degradation of Polycyclic Aromatic Hydrocarbons (PAH). Chemosphere 31: 4077–4084.
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Rehmann, K., Hertkorn, N., Kettrup, A.A. (1999). Bacterial Fluoranthene Degradation. In: Fass, R., Flashner, Y., Reuveny, S. (eds) Novel Approaches for Bioremediation of Organic Pollution. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-4749-5_5
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DOI: https://doi.org/10.1007/978-1-4615-4749-5_5
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