Biotransformation of fluorobiphenyl by Cunninghamella elegans | Zendy

Jessica Amadio | Zendy; Cormac D. Murphy | Zendy

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Biotransformation of fluorobiphenyl by Cunninghamella elegans

Author(s) -

Jessica Amadio,

Cormac D. Murphy

Publication year - 2009

Publication title -

applied microbiology and biotechnology

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.074

H-Index - 221

eISSN - 1432-0614

pISSN - 0175-7598

DOI - 10.1007/s00253-009-2346-4

Subject(s) - biotransformation , glucuronide , chemistry , xenobiotic , biphenyl , catabolism , mass spectrometry , conjugate , chromatography , biochemistry , stereochemistry , metabolism , organic chemistry , enzyme , mathematical analysis , mathematics

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.

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