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Pyrene degradation by a Mycobacterium sp.: identification of ring oxidation and ring fission products
Open accessAbstract
The degradation of pyrene, a polycyclic aromatic hydrocarbon containing four aromatic rings, by pure cultures of a Mycobacterium sp. was studied. Over 60% of [14C]pyrene was mineralized to CO2 after 96 h of incubation at 24 degrees C. High-pressure liquid chromatography analyses showed the presence of one major and at least six other metabolites that accounted for 95% of the total organic-extractable 14C-labeled residues. Analyses by UV, infrared, mass, and nuclear magnetic resonance spectrometry and gas chromatography identified both pyrene cis- and trans-4,5-dihydrodiols and pyrenol as initial microbial ring-oxidation products of pyrene. The major metabolite, 4-phenanthroic acid, and 4-hydroxyperinaphthenone and cinnamic and phthalic acids were identified as ring fission products. 18O2 studies showed that the formation of cis- and trans-4,5-dihydrodiols were catalyzed by dioxygenase and monooxygenase enzymes, respectively. This is the first report of the chemical pathway for the microbial catabolism of pyrene.
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Citations
Cited by
Biodegradation of polycyclic aromatic hydrocarbons
Cerniglia, C. E. (1993) · Current Opinion in Biotechnology · doi:10.1016/0958-1669(93)90104-5 · Cited by 1,084
Self-citationBacterial Degradation of Aromatic Compounds
Seo, J.-S., Keum, Y.-S., & Li, Q. X. (2009) · International Journal of Environmental Research and Public Health · doi:10.3390/ijerph6010278 · Cited by 968
Microbial biodegradation of polyaromatic hydrocarbons
Peng, R.-H., Xiong, A.-S., Xue, Y., Fu, X.-Y., Gao, F., Zhao, W., Tian, Y.-S., & Yao, Q.-H. (2008) · FEMS Microbiology Reviews · doi:10.1111/j.1574-6976.2008.00127.x · Cited by 745
Microbial hydrocarbon degradation—bioremediation of oil spills
Atlas, R. M. (1991) · Journal of Chemical Technology & Biotechnology · doi:10.1002/jctb.280520202 · Cited by 379
Heitkamp, M. A., Franklin, W., & Cerniglia, C. E. (1988) · Applied and Environmental Microbiology · doi:10.1128/aem.54.10.2549-2555.1988 · Cited by 302
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Metadata
- Authors
- Heitkamp, M. A., Freeman, J. P., Miller, D. W., & Cerniglia, C. E.
- Venue
- Applied and Environmental Microbiology
- Publisher
- American Society for Microbiology
- Published
- 1988-10
- Volume
- 54
- Issue
- 10
- Pages
- 2556-2565
- ISSN
- 0099-2240 (ISSN-L)
- 1098-5336
- OpenAlex
- W1929567230
- Cited by
- 309
- References
- 0
- FWCI
- 12.65
- Type
- journal article
- Language
- en
- Open access
- green
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- Heitkamp, M. A., Freeman, J. P., Miller, D. W., & Cerniglia, C. E. (1988). Pyrene degradation by a Mycobacterium sp.: identification of ring oxidation and ring fission products. Applied and Environmental Microbiology. https://doi.org/10.1128/aem.54.10.2556-2565.1988
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