Biotransformation of fluorobiphenyl by Cunninghamella elegans.
The fungus Cunninghamella elegans is a useful model of human catabolism of xenobiotics. In this paper, the biotransformation of fluorinated biphenyls by C. elegans was investigated by analysis of the culture supernatants with a variety of analytical techniques. 4-Fluorobiphenyl was principally transformed to 4-fluoro-4'-hydroxybiphenyl, but other mono- and dihydroxylated compounds were detected in organic extracts by gas chromatography-mass spectrometry. Additionally, fluorinated water-soluble products were detected by (19)F NMR and were identified as sulphate and beta-glucuronide conjugates. Other fluorobiphenyls (2-fluoro-, 4,4'-difluoro- and 2,3,4,5,6-pentafluoro-biphenyl) were catabolised by C. elegans, yielding mono- and dihydroxylated products, but phase II metabolites were detected from 4,4'-difluorobiphenyl only.
Amadio
Jessica
J
School of Biomolecular and Biomedical Science, Centre for Synthesis and Chemical Biology, Ardmore House, University College Dublin, Dublin 4, Ireland.
Murphy
Cormac D
CD
D001673:Biodegradation, Environmental; D001713:Biphenyl Compounds / Q000378:metabolism*; D017077:Culture Media, Conditioned / Q000737:chemistry; D020093:Cunninghamella / Q000145:classification / Q000378:metabolism*; D005461:Fluorine; D008401:Gas Chromatography-Mass Spectrometry; D006801:Humans; D009682:Magnetic Resonance Spectroscopy
D001713:Biphenyl Compounds; D017077:Culture Media, Conditioned; D005461:Fluorine; C034950:4-fluorobiphenyl