Fungal transformation of fluoranthene. [Cunninghamella elegans]

Journal Article · Mon Oct 01 04:00:00 EDT 1990 · Applied and Environmental Microbiology; (United States)

OSTI ID:5321959

Pothuluri, J V; Freeman, J P; Evans, F E; Cerniglia, C E ^[1]

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

The fungus Cunninghamella elegans ATCC 36112 metabolized approximately 80% of the 3-{sup 14}C-labeled fluoranthene (FA) added within 72 h of incubation. C. elegans metabolized FA to trans-2,3-dihydroxy-2,3-dihydrofluoranthene (trans-2,3-dihydrodiol), 8- and 9-hydroxyfluoranthene trans-2,3-dihydrodiol, 3-fluoranthene-{beta}-glucopyranoside, and 3-(8-hydroxyflouranthene)-{beta}-glucopyranoside. These metabolites were separated by thin-layer and reversed-phase high-performance liquid chromatography and identified by {sup 1}H nuclear magnetic resonance, UV, and mass spectral techniques. The major pathway involved hydroxylation to form a glucoside conjugate of 3-hydroxyfluoranthene and a glucoside conjugate of 3,8-dihydroxyfluoranthene which together accounted for 52% of the total ethyl acetate-soluble metabolites. C. elegans initially metabolized FA in the 2,3 position to form fluoranthene trans-2,3-dihydrodiol, which has previously been shown to be a biologically active compound in mammalian and bacterial genotoxicity tests. However, C. elegans formed predominantly glucoside conjugates of the phenolic derivatives of FA, which suggests that this fungus has the potential to detoxify FA.

• OSTI ID: 5321959
• Journal Information: Applied and Environmental Microbiology; (United States), Journal Name: Applied and Environmental Microbiology; (United States) Vol. 56:10; ISSN 0099-2240; ISSN AEMID
• Country of Publication: United States
• Language: English

Related Subjects

550501* -- Metabolism-- Tracer Techniques
59 BASIC BIOLOGICAL SCIENCES
AROMATICS
BIODEGRADATION
CARBON 14 COMPOUNDS
CARBON COMPOUNDS
CHEMICAL REACTIONS
CONDENSED AROMATICS
DECOMPOSITION
DETOXIFICATION
FUNGI
HYDROXYLATION
ISOTOPE APPLICATIONS
LABELLED COMPOUNDS
METABOLISM
METABOLITES
ORGANIC COMPOUNDS
PLANTS
TRACER TECHNIQUES