Pyrene degradation by a Mycobacterium sp. : Identification of ring oxidation and ring fission products

Journal Article · Sat Oct 01 04:00:00 EDT 1988 · Applied and Environmental Microbiology; (USA)

OSTI ID:5051830

Heitkamp, M A; Freeman, J P; Miller, D W; Cerniglia, C E ^[1]

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1. Food and Drug Administration, Jefferson, AR (USA)

The degradation of pyrene, a polycyclic aromatic hydrocarbon containing four aromatic rings, by pure cultures of a Mycobacterium sp. was studied. Over 60% of ({sup 14}C)pyrene was mineralized to CO{sub 2} after 96 h of incubation at 24{degree}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 {sup 14}C-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. {sup 18}O{sub 2} 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.

• OSTI ID: 5051830
• Journal Information: Applied and Environmental Microbiology; (USA), Journal Name: Applied and Environmental Microbiology; (USA) Vol. 54:10; ISSN 0099-2240; ISSN AEMID
• Country of Publication: United States
• Language: English

Related Subjects

550501* -- Metabolism-- Tracer Techniques
59 BASIC BIOLOGICAL SCIENCES
AROMATICS
BACTERIA
BIODEGRADATION
BIOLOGICAL PATHWAYS
CARBON 14 COMPOUNDS
CARBON COMPOUNDS
CARBON DIOXIDE
CARBON OXIDES
CHALCOGENIDES
CHEMICAL REACTIONS
CONDENSED AROMATICS
DECOMPOSITION
ENZYME ACTIVITY
ENZYMES
EVEN-EVEN NUCLEI
HYDROCARBONS
ISOTOPE APPLICATIONS
ISOTOPES
LABELLED COMPOUNDS
LIGHT NUCLEI
METABOLISM
METABOLITES
MICROORGANISMS
MYCOBACTERIUM
NUCLEI
ORGANIC COMPOUNDS
OXIDATION
OXIDES
OXIDOREDUCTASES
OXYGEN 18
OXYGEN COMPOUNDS
OXYGEN ISOTOPES
OXYGENASES
PYRENE
STABLE ISOTOPES
TRACER TECHNIQUES