Metabolism of phenanthrene by the marine cyanobacterium Agmenellum quadruplicatum PR-6

Journal Article · Wed Apr 01 04:00:00 EST 1992 · Applied and Environmental Microbiology; (United States)

OSTI ID:7044724

Narro, M L; Baalen, C van ^[1]; Cerniglia, C E ^[2]; Gibson, D T ^[3]

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1. Univ. of Texas Marine Science Inst., Port Aransas (United States)
2. Food and Drug Administration, Jefferson, AR (United States)
3. Univ. of Iowa, Iowa City (United States)

Under photoautotrophic growth conditions, the marine cyanobacterium Agmenellum quadruplicatum PR-6 metabolized phenanthrene to form trans-9,10-dihydrophenanthrene (phenanthrene trans-9,10-dihydrodiol) and 1-methoxyphenanthrene as the major ethyl acetate-extractable metabolites. Small amounts of phenanthrols were also formed. The metabolites were purified by high-pressure liquid chromatography and identified from their UV, infrared, mass and proton magnetic resonance spectral properties. A. quadruplicatum PR-6 formed phenanthrene trans-9,10-dihydrodiol with a 22% enantiomeric excess of the ({minus})-9S,10S-enantiomer. Incorporation experiments with {sup 18}O{sub 2} showed that one atom of oxygen from O{sub 2} was incorporated into the dihydrodiol. Toxicity studies, using an algal lawn bioassay, indicated that 9-phenanthrol and 9,10-phenanthrenequinone inhibit the growth of A. quadruplicatum PR-6.

• OSTI ID: 7044724
• Journal Information: Applied and Environmental Microbiology; (United States), Journal Name: Applied and Environmental Microbiology; (United States) Vol. 58:4; ISSN 0099-2240; ISSN AEMID
• Country of Publication: United States
• Language: English

Related Subjects

560300* -- Chemicals Metabolism & Toxicology
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
AROMATICS
BIODEGRADATION
CHEMICAL REACTIONS
CONDENSED AROMATICS
CYANOBACTERIA
DECOMPOSITION
EVEN-EVEN NUCLEI
GROWTH
HYDROCARBONS
INHIBITION
ISOTOPES
LIGHT NUCLEI
METABOLISM
METABOLITES
MICROORGANISMS
NUCLEI
ORGANIC COMPOUNDS
OXYGEN 18
OXYGEN ISOTOPES
PHENANTHRENE
SEAS
STABLE ISOTOPES
STEREOCHEMISTRY
SURFACE WATERS
TOXICITY