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Title: Degradation of 4-fluorobiphenyl by mycorrhizal fungi as determined by {sup 19}F nuclear magnetic resonance spectroscopy and {sup 14}C radiolabelling analysis

Abstract

The pathways of biotransformation of 4-fluorobiphenyl (4FBP) by the ectomycorrhizal fungus Tylospora fibrilosa and several other mycorrhizal fungi were investigated by using {sup 19}F nuclear magnetic resonance (NMR) spectroscopy in combination with {sup 14}C radioisotope-detected high-performance liquid chromatography ({sup 14}C-HPLC). Under the conditions used in this study T. fibrillosa and some other species degraded 4FBP. {sup 14}C-HPLC profiles indicated that there were four major biotransformation products, whereas {sup 19}F NMR showed that there were six major fluorine-containing products. The authors confirmed that 4-fluorobiphen-4{prime}-ol and 4-fluorobiphen-3{prime}-ol were two of the major products formed, but no other products were conclusively identified. There was no evidence for the expected biotransformation pathway (namely, meta cleavage of the less halogenated ring), as none of the expected products of this route were found. To the best of their knowledge, this is the first report describing intermediates formed during mycorrhizal degradation of halogenated biphenyls.

Authors:
; ; ; ;
Publication Date:
Research Org.:
Imperial Coll. of Science Technology and Medicine, London (GB)
OSTI Identifier:
20000239
Alternate Identifier(s):
OSTI ID: 20000239
Resource Type:
Journal Article
Journal Name:
Applied and Environmental Microbiology
Additional Journal Information:
Journal Volume: 65; Journal Issue: 9; Other Information: PBD: Sep 1999; Journal ID: ISSN 0099-2240
Country of Publication:
United States
Language:
English
Subject:
54 ENVIRONMENTAL SCIENCES; ORGANIC FLUORINE COMPOUNDS; FUNGI; BIODEGRADATION; FLUORINE 19; NMR SPECTRA; CARBON 14 COMPOUNDS; LIQUID COLUMN CHROMATOGRAPHY

Citation Formats

Green, N.A., Meharg, A.A., Till, C., Troke, J., and Nicholson, J.K. Degradation of 4-fluorobiphenyl by mycorrhizal fungi as determined by {sup 19}F nuclear magnetic resonance spectroscopy and {sup 14}C radiolabelling analysis. United States: N. p., 1999. Web.
Green, N.A., Meharg, A.A., Till, C., Troke, J., & Nicholson, J.K. Degradation of 4-fluorobiphenyl by mycorrhizal fungi as determined by {sup 19}F nuclear magnetic resonance spectroscopy and {sup 14}C radiolabelling analysis. United States.
Green, N.A., Meharg, A.A., Till, C., Troke, J., and Nicholson, J.K. Wed . "Degradation of 4-fluorobiphenyl by mycorrhizal fungi as determined by {sup 19}F nuclear magnetic resonance spectroscopy and {sup 14}C radiolabelling analysis". United States.
@article{osti_20000239,
title = {Degradation of 4-fluorobiphenyl by mycorrhizal fungi as determined by {sup 19}F nuclear magnetic resonance spectroscopy and {sup 14}C radiolabelling analysis},
author = {Green, N.A. and Meharg, A.A. and Till, C. and Troke, J. and Nicholson, J.K.},
abstractNote = {The pathways of biotransformation of 4-fluorobiphenyl (4FBP) by the ectomycorrhizal fungus Tylospora fibrilosa and several other mycorrhizal fungi were investigated by using {sup 19}F nuclear magnetic resonance (NMR) spectroscopy in combination with {sup 14}C radioisotope-detected high-performance liquid chromatography ({sup 14}C-HPLC). Under the conditions used in this study T. fibrillosa and some other species degraded 4FBP. {sup 14}C-HPLC profiles indicated that there were four major biotransformation products, whereas {sup 19}F NMR showed that there were six major fluorine-containing products. The authors confirmed that 4-fluorobiphen-4{prime}-ol and 4-fluorobiphen-3{prime}-ol were two of the major products formed, but no other products were conclusively identified. There was no evidence for the expected biotransformation pathway (namely, meta cleavage of the less halogenated ring), as none of the expected products of this route were found. To the best of their knowledge, this is the first report describing intermediates formed during mycorrhizal degradation of halogenated biphenyls.},
doi = {},
journal = {Applied and Environmental Microbiology},
issn = {0099-2240},
number = 9,
volume = 65,
place = {United States},
year = {1999},
month = {9}
}