Fungal metabolism of acenaphthene by Cunninghamella elegans.
The filamentous fungus Cunninghamella elegans ATCC 36112 metabolized within 72 h of incubation approximately 64% of the [1,8-14C]acenaphthene added. The radioactive metabolites were extracted with ethyl acetate and separated by thin-layer chromatography and reversed-phase high-performance liquid chromatography. Seven metabolites were identified by 1H nuclear magnetic resonance, UV, and mass spectral techniques as 6-hydroxyacenaphthenone (24.8%), 1,2-acenaphthenedione (19.9%), trans-1,2-dihydroxyacenaphthene (10.3%), 1,5-dihydroxyacenaphthene (2.7%), 1-acenaphthenol (2.4%), 1-acenaphthenone (2.1%), and cis-1,2-dihydroxyacenaphthene (1.8%). Parallel experiments with rat liver microsomes indicated that the major metabolite formed from acenaphthene by rat liver microsomes was 1-acenaphthenone. The fungal metabolism of acenaphthene was similar to bacterial and mammalian metabolism, since the primary site of enzymatic attack was on the two carbons of the five-member ring.
Pothuluri
J V
JV
Microbiology Division, Food and Drug Administration, Jefferson, Arkansas 72079.
Freeman
J P
JP
Evans
F E
FE
Cerniglia
C E
CE
D000073:Acenaphthenes / Q000378:metabolism*; D000818:Animals; D001673:Biodegradation, Environmental; D009682:Magnetic Resonance Spectroscopy; D008862:Microsomes, Liver / Q000378:metabolism; D009090:Mucorales / Q000378:metabolism*; D051381:Rats
D000073:Acenaphthenes; C042552:acenaphthene