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Volumn 11, Issue 3, 2007, Pages 314-324

The application of 19F nuclear magnetic resonance to investigate microbial biotransformations of organofluorine compounds

Author keywords

[No Author keywords available]

Indexed keywords

FLUORINE; ORGANOFLUORINE DERIVATIVE; 4 FLUOROBIPHENYL; 4-FLUOROBIPHENYL; ACETOPHENONE DERIVATIVE; BENZOIC ACID DERIVATIVE; BIPHENYL DERIVATIVE; FLUORINATED HYDROCARBON; ISOTOPE; PHENOL DERIVATIVE; TOLUENE; UNCLASSIFIED DRUG;

EID: 34648822319     PISSN: 15362310     EISSN: None     Source Type: Journal    
DOI: 10.1089/omi.2007.0002     Document Type: Review
Times cited : (11)

References (31)
  • 1
    • 34648852503 scopus 로고
    • Ability of Vibrio grown on benzoate to oxidize para-fluorobenzoate
    • ALI, D.A., CALLELY, A.G., and HAYES, M. (1962). Ability of Vibrio grown on benzoate to oxidize para-fluorobenzoate. Nature 196, 194-195.
    • (1962) Nature , vol.196 , pp. 194-195
    • ALI, D.A.1    CALLELY, A.G.2    HAYES, M.3
  • 2
    • 0037160119 scopus 로고    scopus 로고
    • Tyrosinase-catalyzed oxidation of fluorophenols
    • BATTAINI, G., MONZANI, E., CASELLA, L., et al. (2002). Tyrosinase-catalyzed oxidation of fluorophenols. J Biol Chem 277, 44606-44612.
    • (2002) J Biol Chem , vol.277 , pp. 44606-44612
    • BATTAINI, G.1    MONZANI, E.2    CASELLA, L.3
  • 3
    • 0031594311 scopus 로고    scopus 로고
    • F-19 nuclear magnetic resonance as a tool to investigate microbial degradation of fluorophenols to fluorocatechols and fluoromuconates
    • BOERSMA, M.G., DINARIEVA, T.Y., MIDDELHOVEN, W.J., et al. (1998). F-19 nuclear magnetic resonance as a tool to investigate microbial degradation of fluorophenols to fluorocatechols and fluoromuconates. Appl Environ Microbiol 64, 1256-1263.
    • (1998) Appl Environ Microbiol , vol.64 , pp. 1256-1263
    • BOERSMA, M.G.1    DINARIEVA, T.Y.2    MIDDELHOVEN, W.J.3
  • 4
    • 16544379123 scopus 로고    scopus 로고
    • A F-19 NMR study of fluorobenzoate biodegradation by Sphingomonas sp HB-1
    • BOERSMA, F.G.H., MCROBERTS, W.C., COBB, S.L., et al. (2004). A F-19 NMR study of fluorobenzoate biodegradation by Sphingomonas sp HB-1. FEMS Microbiol Lett 237, 355-361.
    • (2004) FEMS Microbiol Lett , vol.237 , pp. 355-361
    • BOERSMA, F.G.H.1    MCROBERTS, W.C.2    COBB, S.L.3
  • 5
    • 0032216840 scopus 로고    scopus 로고
    • F-19 NMR study on the biodegradation of fluorophenols by various Rhodococcus species
    • BONDAR, V.S., BOERSMA, M.G., GOLOVLEV, E.L., et al. (1998). F-19 NMR study on the biodegradation of fluorophenols by various Rhodococcus species. Biodegradation 9, 475-486.
    • (1998) Biodegradation , vol.9 , pp. 475-486
    • BONDAR, V.S.1    BOERSMA, M.G.2    GOLOVLEV, E.L.3
  • 6
    • 2542492179 scopus 로고    scopus 로고
    • Biotransformation of halophenols using crude cell extracts of Pseudomonas putida F6
    • BROOKS, S.J., DOYLE, E.M., HEWAGE, C., et al. (2004). Biotransformation of halophenols using crude cell extracts of Pseudomonas putida F6. Appl Microbiol Biotechnol 64, 486-492.
    • (2004) Appl Microbiol Biotechnol , vol.64 , pp. 486-492
    • BROOKS, S.J.1    DOYLE, E.M.2    HEWAGE, C.3
  • 7
    • 0023224655 scopus 로고
    • Biotransformation of aromatic compounds - monitoring fluorinated analogs by NMR
    • CASS, A.E.G., RIBBONS, D.W., ROSSITER, J.T., et al. (1987). Biotransformation of aromatic compounds - monitoring fluorinated analogs by NMR. FEBS Lett 220, 353-357.
    • (1987) FEBS Lett , vol.220 , pp. 353-357
    • CASS, A.E.G.1    RIBBONS, D.W.2    ROSSITER, J.T.3
  • 8
    • 26044475882 scopus 로고    scopus 로고
    • The identification of 5′-fluoro-5-deoxyinosine as a shunt product in cell free extracts of Streptomyces cattleya
    • COBB, S.L., DENG, H., HAMILTON, J.T.G., et al. (2005). The identification of 5′-fluoro-5-deoxyinosine as a shunt product in cell free extracts of Streptomyces cattleya. Bioorg Chem 33, 393-401.
    • (2005) Bioorg Chem , vol.33 , pp. 393-401
    • COBB, S.L.1    DENG, H.2    HAMILTON, J.T.G.3
  • 9
    • 11144334620 scopus 로고    scopus 로고
    • Fluorometabolite biosynthesis and the fluorinase from Streptomyces cattleya
    • DENG, H., O'HAGAN, D., and SCHAFFRATH, C. (2004). Fluorometabolite biosynthesis and the fluorinase from Streptomyces cattleya. Natur Prod Rep 21, 773-784.
    • (2004) Natur Prod Rep , vol.21 , pp. 773-784
    • DENG, H.1    O'HAGAN, D.2    SCHAFFRATH, C.3
  • 10
    • 0025103347 scopus 로고
    • 3-Fluorobenzoate enriched bacterial strain FLB-300 degrades benzoate and all 3 isomeric monofluorobenzoates
    • ENGESSER, K.H., AULING, G., BUSSE, J., et al. (1990). 3-Fluorobenzoate enriched bacterial strain FLB-300 degrades benzoate and all 3 isomeric monofluorobenzoates. Arch Microbiol 153, 193-199.
    • (1990) Arch Microbiol , vol.153 , pp. 193-199
    • ENGESSER, K.H.1    AULING, G.2    BUSSE, J.3
  • 11
    • 0034021743 scopus 로고    scopus 로고
    • Identification of fluoropyrogallols as new intermediates in biotransformation of monofluorophenols in Rhodococcus opacus 1cp
    • FINKELSTEIN, Z.I., BASKUNOV, B.P., BOERSMA, M.G., et al. (2000). Identification of fluoropyrogallols as new intermediates in biotransformation of monofluorophenols in Rhodococcus opacus 1cp. Appl Environ Microbiol 66, 2148-2153.
    • (2000) Appl Environ Microbiol , vol.66 , pp. 2148-2153
    • FINKELSTEIN, Z.I.1    BASKUNOV, B.P.2    BOERSMA, M.G.3
  • 13
    • 0344651909 scopus 로고
    • Fluorine containing metabolites formed from 2-fluorobenzoic acid by Pseudomonas species
    • GOLDMAN, P., MILNE, G.W.A., and PIGNATAR. M.T. (1967). Fluorine containing metabolites formed from 2-fluorobenzoic acid by Pseudomonas species. Arch Biochem Biophys 118, 178-184.
    • (1967) Arch Biochem Biophys , vol.118 , pp. 178-184
    • GOLDMAN, P.1    MILNE, G.W.A.2    PIGNATAR, M.T.3
  • 14
    • 0032866767 scopus 로고    scopus 로고
    • Degradation of 4-fluorobiphenyl by mycorrhizal fungi as determined by F-19 nuclear magnetic resonance spectroscopy and C-14 radiolabelling analysis
    • GREEN, N.A., MEHARG, A.A., TILL, C., et al. (1999). Degradation of 4-fluorobiphenyl by mycorrhizal fungi as determined by F-19 nuclear magnetic resonance spectroscopy and C-14 radiolabelling analysis. Appl Environ Microbiol 65, 4021-4027.
    • (1999) Appl Environ Microbiol , vol.65 , pp. 4021-4027
    • GREEN, N.A.1    MEHARG, A.A.2    TILL, C.3
  • 15
    • 0038324086 scopus 로고    scopus 로고
    • The diversity of naturally produced organohalogens
    • GRIBBLE, G.W. (2003). The diversity of naturally produced organohalogens. Chemosphere 52, 289-297.
    • (2003) Chemosphere , vol.52 , pp. 289-297
    • GRIBBLE, G.W.1
  • 16
    • 33748650842 scopus 로고    scopus 로고
    • Exploring the biosynthetic origin of fluoroacetate and 4-fluorothreonine in Streptomyces cattleya
    • HAMILTON, J.T.G., MURPHY, C.D., AMIN, M.R., et al. (1998). Exploring the biosynthetic origin of fluoroacetate and 4-fluorothreonine in Streptomyces cattleya. J Chem Soc Perkin Transactions 1, 759-767.
    • (1998) J Chem Soc Perkin Transactions 1 , pp. 759-767
    • HAMILTON, J.T.G.1    MURPHY, C.D.2    AMIN, M.R.3
  • 17
    • 0015108973 scopus 로고
    • Metabolism of para fluorobenzoic acid by a Pseudomonas sp
    • HARPER, D.B., and BLAKLEY, E.R. (1971). Metabolism of para fluorobenzoic acid by a Pseudomonas sp. Canad J Microbiol 17, 1015-1023.
    • (1971) Canad J Microbiol , vol.17 , pp. 1015-1023
    • HARPER, D.B.1    BLAKLEY, E.R.2
  • 19
    • 0027969135 scopus 로고
    • Qualitative and quantitative determination of fluoroacetic acid in Arrabidea bilabiata and Palicourea marcgravii by F-19-NMR spectroscopy
    • KREBS, H.C., KEMMERLING, W., and HABERMEHL, G. (1994). Qualitative and quantitative determination of fluoroacetic acid in Arrabidea bilabiata and Palicourea marcgravii by F-19-NMR spectroscopy. Toxicon 32, 909-913.
    • (1994) Toxicon , vol.32 , pp. 909-913
    • KREBS, H.C.1    KEMMERLING, W.2    HABERMEHL, G.3
  • 21
    • 0033830923 scopus 로고    scopus 로고
    • Ectomycorrhizas - extending the capabilities of rhizosphere remediation
    • MEHARRG, A.A., and CAIRNEY, J.W.G. (2000). Ectomycorrhizas - extending the capabilities of rhizosphere remediation. Soil Biol Biochem 32, 1475-1484.
    • (2000) Soil Biol Biochem , vol.32 , pp. 1475-1484
    • MEHARRG, A.A.1    CAIRNEY, J.W.G.2
  • 22
    • 0010302574 scopus 로고
    • Conversion of fluoropyruvate to fluoroacetate by Dichapetalum cymosum
    • MEYER, J.J.M., and O'HAGAN, D. (1992). Conversion of fluoropyruvate to fluoroacetate by Dichapetalum cymosum. Phytochemistry 31, 499-501.
    • (1992) Phytochemistry , vol.31 , pp. 499-501
    • MEYER, J.J.M.1    O'HAGAN, D.2
  • 23
    • 0034743611 scopus 로고    scopus 로고
    • F-19 NMR study on the biological Baeyer-Villiger oxidation of acetophenones
    • MOONEN, M.J.H., RIETJENS, I., and VAN BERKEL, W.J.H. (2001). F-19 NMR study on the biological Baeyer-Villiger oxidation of acetophenones. J Indust Microbiol Biotechnol 26, 35-42.
    • (2001) J Indust Microbiol Biotechnol , vol.26 , pp. 35-42
    • MOONEN, M.J.H.1    RIETJENS, I.2    VAN BERKEL, W.J.H.3
  • 24
    • 0034700223 scopus 로고    scopus 로고
    • Fluoroacetaldehyde: A precursor of both fluoroacetate and 4-fluorothreonine in Streptomyces cattleya
    • MOSS, S.J., MURPHY, C.D., HAMILTON, J.T.G., et al. (2000). Fluoroacetaldehyde: a precursor of both fluoroacetate and 4-fluorothreonine in Streptomyces cattleya. Chem Commun 2281-2282.
    • (2000) Chem Commun , pp. 2281-2282
    • MOSS, S.J.1    MURPHY, C.D.2    HAMILTON, J.T.G.3
  • 25
    • 0000093349 scopus 로고
    • High-levels of monofluoroacetate in Dichapetalum braunii
    • O'HAGAN, D., PERRY, R., LOCK, J.M., et al. (1993). High-levels of monofluoroacetate in Dichapetalum braunii. Phytochemistry 33, 1043-1045.
    • (1993) Phytochemistry , vol.33 , pp. 1043-1045
    • O'HAGAN, D.1    PERRY, R.2    LOCK, J.M.3
  • 26
    • 0037149459 scopus 로고    scopus 로고
    • Biosynthesis of an organofluorine molecule - a fluorinase enzyme has been discovered that catalyses carbon-fluorine bond formation
    • O'HAGAN, D., SCHAFFRATH, C., COBB, S.L., et al. (2002). Biosynthesis of an organofluorine molecule - a fluorinase enzyme has been discovered that catalyses carbon-fluorine bond formation. Nature 416, 279.
    • (2002) Nature , vol.416 , pp. 279
    • O'HAGAN, D.1    SCHAFFRATH, C.2    COBB, S.L.3
  • 27
    • 0028838117 scopus 로고
    • Conversion of phenol derivatives to hydroxylated products by phenol hydroxylase from Trichosporon cutaneum - a comparison of regioselectivity and rate of conversion with calculated molecular-orbital substrate characteristics
    • PEELEN, S., RIETJENS, I., BOERSMA, M.G., et al. (1995). Conversion of phenol derivatives to hydroxylated products by phenol hydroxylase from Trichosporon cutaneum - a comparison of regioselectivity and rate of conversion with calculated molecular-orbital substrate characteristics. Eur J Biochem 227, 284-291.
    • (1995) Eur J Biochem , vol.227 , pp. 284-291
    • PEELEN, S.1    RIETJENS, I.2    BOERSMA, M.G.3
  • 28
    • 0035286746 scopus 로고    scopus 로고
    • Fungal metabolism of toluene: Monitoring of fluorinated analogs by F-19 nuclear magnetic resonance spectroscopy
    • PRENAFETA-BOLDU, F.X., LUYKX, D., VERVOORT, J., et al. (2001). Fungal metabolism of toluene: monitoring of fluorinated analogs by F-19 nuclear magnetic resonance spectroscopy. Appl Environ Microbiol 67, 1030-1034.
    • (2001) Appl Environ Microbiol , vol.67 , pp. 1030-1034
    • PRENAFETA-BOLDU, F.X.1    LUYKX, D.2    VERVOORT, J.3
  • 29
    • 0037131490 scopus 로고    scopus 로고
    • Cell-free biosynthesis of fluoroacetate and 4-fluorothreonine in Streptomyces cattleya
    • Intl Ed
    • SCHAFFRATH, C., COBB, S.L., and O'HAGAN, D. (2002). Cell-free biosynthesis of fluoroacetate and 4-fluorothreonine in Streptomyces cattleya. Angewandte Chem (Intl Ed) 41, 3913-3915.
    • (2002) Angewandte Chem , vol.41 , pp. 3913-3915
    • SCHAFFRATH, C.1    COBB, S.L.2    O'HAGAN, D.3
  • 30
    • 0018831644 scopus 로고
    • Critical reactions in fluorobenzoic acid degradation by Pseudomonas sp B-13
    • SCHREIBER, A., HELLWIG, M., DORN, E., et al. (1980). Critical reactions in fluorobenzoic acid degradation by Pseudomonas sp B-13. Appl Environ Microbiol 39, 58-67.
    • (1980) Appl Environ Microbiol , vol.39 , pp. 58-67
    • SCHREIBER, A.1    HELLWIG, M.2    DORN, E.3
  • 31
    • 0037331844 scopus 로고    scopus 로고
    • 5-Fluorouracil derivatives from the sponge Phakellia fusca
    • XU, X.H., YAO, G.M., LI, Y.M., et al. (2003). 5-Fluorouracil derivatives from the sponge Phakellia fusca. J Natur Prod 66, 285-288.
    • (2003) J Natur Prod , vol.66 , pp. 285-288
    • XU, X.H.1    YAO, G.M.2    LI, Y.M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.