Biotransformation of fluorobiphenyl by Cunninghamella elegans

被引:24
作者
Amadio, Jessica [1 ]
Murphy, Cormac D. [1 ]
机构
[1] Univ Coll Dublin, Sch Biomol & Biomed Sci, Ctr Synth & Chem Biol, Dublin 4, Ireland
关键词
Fluorine; Biphenyl; Metabolism; F-19; NMR; NUCLEAR-MAGNETIC-RESONANCE; FUNGAL METABOLISM; PHANEROCHAETE-CHRYSOSPORIUM; DEGRADATION; BIPHENYL; FLUORINE;
D O I
10.1007/s00253-009-2346-4
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
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 F-19 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.
引用
收藏
页码:345 / 351
页数:7
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