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Volumn 9, Issue 4, 1996, Pages 696-702

Evidence for metabolism of fluoromethyl 2,2-difluoro-1-(trifluoromethyl)vinyl ether (compound A), a sevoflurane degradation product, by cysteine conjugate β-lyase

Author keywords

[No Author keywords available]

Indexed keywords

ANIMALIA; TRIFLUORO;

EID: 0029894025     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx9502103     Document Type: Article
Times cited : (40)

References (29)
  • 3
    • 0030047298 scopus 로고    scopus 로고
    • Renal and hepatic function in surgical patients after low-flow sevoflurane or isoflurane anesthesia
    • Bito, H., and Ikeda, K. (1996) Renal and hepatic function in surgical patients after low-flow sevoflurane or isoflurane anesthesia. Anesth. Analg. 82, 173-176.
    • (1996) Anesth. Analg. , vol.82 , pp. 173-176
    • Bito, H.1    Ikeda, K.2
  • 9
    • 0027417453 scopus 로고
    • Human liver microsomal enflurane defluorination catalyzed by cytochrome P-450 2E1
    • Thummel, K. E., Kharasch, E. D., Podoll, T., and Kunze, K. (1993) Human liver microsomal enflurane defluorination catalyzed by cytochrome P-450 2E1. Drug Metab. Dispos. 21, 350-357.
    • (1993) Drug Metab. Dispos. , vol.21 , pp. 350-357
    • Thummel, K.E.1    Kharasch, E.D.2    Podoll, T.3    Kunze, K.4
  • 10
    • 0027515708 scopus 로고
    • Identification of cytochrome P450 2E1 as the predominant enzyme catalyzing human liver microsomal defluorination of sevoflurane, isoflurane and methoxyflurane
    • Kharasch, E. D., and Thummel, K. E. (1993) Identification of cytochrome P450 2E1 as the predominant enzyme catalyzing human liver microsomal defluorination of sevoflurane, isoflurane and methoxyflurane. Anesthesiology 79, 795-807.
    • (1993) Anesthesiology , vol.79 , pp. 795-807
    • Kharasch, E.D.1    Thummel, K.E.2
  • 11
    • 0028190695 scopus 로고
    • Formation and fate of nephrotoxic and cytotoxic glutathione-S-conjugates: Cysteine conjugate β-lyase pathway
    • Dekant, W., Vamvakas, S., and Anders, M. W. (1994) Formation and fate of nephrotoxic and cytotoxic glutathione-S-conjugates: Cysteine conjugate β-lyase pathway. Adv. Pharmacol. 27, 115-162.
    • (1994) Adv. Pharmacol. , vol.27 , pp. 115-162
    • Dekant, W.1    Vamvakas, S.2    Anders, M.W.3
  • 12
    • 85033814496 scopus 로고    scopus 로고
    • P450-dependent and nonenzymatic human liver microsomal defluorination of fluoromethyl-2,2-difluoro-1-(trifluoromethyl)vinyl ether (Compound A), a sevoflurane degradation product
    • in press
    • Kharasch, E. D., and Hankins, D. C. P450-dependent and nonenzymatic human liver microsomal defluorination of fluoromethyl-2,2-difluoro-1-(trifluoromethyl)vinyl ether (Compound A), a sevoflurane degradation product. Drug Metab. Dispos., in press.
    • Drug Metab. Dispos.
    • Kharasch, E.D.1    Hankins, D.C.2
  • 13
    • 0028988860 scopus 로고
    • Nephrotoxicity of sevoflurane compound A [fluoromethyl-2,2-difluoro-1-(trifluoromethyl)vinyl ether] in rats: Evidence for glutathione and cysteine conjugate formation and the role of renal cysteine conjugate β-lyase
    • Jin, L., Baillie, T. A., Davis, M. R., and Kharasch, E. D. (1995) Nephrotoxicity of sevoflurane compound A [fluoromethyl-2,2-difluoro-1-(trifluoromethyl)vinyl ether] in rats: Evidence for glutathione and cysteine conjugate formation and the role of renal cysteine conjugate β-lyase. Biochem. Biophys. Res. Commun. 210, 498-506.
    • (1995) Biochem. Biophys. Res. Commun. , vol.210 , pp. 498-506
    • Jin, L.1    Baillie, T.A.2    Davis, M.R.3    Kharasch, E.D.4
  • 14
    • 0029917278 scopus 로고    scopus 로고
    • Identification in rat bile of glutathione conjugates of fluoromethyl 2,2-difluoro-1-(trifluoromethyl)vinyl ether, a nephrotoxic degradate of the anesthetic agent sevoflurane
    • Jin, L., Davis, M. R., Kharasch, E. D., Doss, G. A., and Baillie, T. A. (1996) Identification in rat bile of glutathione conjugates of fluoromethyl 2,2-difluoro-1-(trifluoromethyl)vinyl ether, a nephrotoxic degradate of the anesthetic agent sevoflurane. Chem. Res. Toxicol. 9, 555-561.
    • (1996) Chem. Res. Toxicol. , vol.9 , pp. 555-561
    • Jin, L.1    Davis, M.R.2    Kharasch, E.D.3    Doss, G.A.4    Baillie, T.A.5
  • 16
    • 0003490412 scopus 로고
    • Emsley, J. W., Feeney, J., and Sutcliffe, L. H., Eds. Pergamon Press, New York
    • Emsley, J. W., Phillips, L., and Wary, V. (1977) in Fluorine Coupling Constants (Emsley, J. W., Feeney, J., and Sutcliffe, L. H., Eds.) Pergamon Press, New York.
    • (1977) Fluorine Coupling Constants
    • Emsley, J.W.1    Phillips, L.2    Wary, V.3
  • 17
    • 0029008428 scopus 로고
    • Enzymes and transport systems involved in the formation and disposition of glutathione-S-conjugates
    • Commandeur, J. N. M., Stijntjes, G. L., and Vermeulen, N. P. E. (1995) Enzymes and transport systems involved in the formation and disposition of glutathione-S-conjugates. Pharmacol. Rev. 47, 271-330.
    • (1995) Pharmacol. Rev. , vol.47 , pp. 271-330
    • Commandeur, J.N.M.1    Stijntjes, G.L.2    Vermeulen, N.P.E.3
  • 18
    • 0022534843 scopus 로고
    • 19F NMR and kinetic studies of phosphorylase reconstituted with 6-fluoropyridoxal and 6-fluoropyridoxal phosphate
    • 19F NMR and kinetic studies of phosphorylase reconstituted with 6-fluoropyridoxal and 6-fluoropyridoxal phosphate. Biochemistry 25, 1932-1939.
    • (1986) Biochemistry , vol.25 , pp. 1932-1939
    • Chang, Y.-C.1    Scott, R.D.2    Graves, R.D.3
  • 19
    • 0022492563 scopus 로고
    • Mechanism of S-(1,2-dichlorovinyl)glutathione-induced nephrotoxicity
    • Elfarra, A. A., Jakobson, I., and Anders, M. W. (1986) Mechanism of S-(1,2-dichlorovinyl)glutathione-induced nephrotoxicity. Biochem. Pharmacol. 35, 283-288.
    • (1986) Biochem. Pharmacol. , vol.35 , pp. 283-288
    • Elfarra, A.A.1    Jakobson, I.2    Anders, M.W.3
  • 20
    • 0024268840 scopus 로고
    • Nephrotoxicity of mercapturic acids of three structurally related 2,2-difluoroethylenes in the rat. Indications for different bioactivation mechanisms
    • Commandeur, J. N. M., Brakenhoff, J. P. G., de Kanter, F. J. J., and Vermeulen, N. P. E. (1988) Nephrotoxicity of mercapturic acids of three structurally related 2,2-difluoroethylenes in the rat. Indications for different bioactivation mechanisms. Biochem. Pharmacol. 37, 4495-4504.
    • (1988) Biochem. Pharmacol. , vol.37 , pp. 4495-4504
    • Commandeur, J.N.M.1    Brakenhoff, J.P.G.2    De Kanter, F.J.J.3    Vermeulen, N.P.E.4
  • 21
    • 0025261923 scopus 로고
    • Cysteine conjugate toxicity, metabolism, and binding to macromolecules in isolated rat kidney mitochondria
    • Hayden, P. J., and Stevens, J. L. (1990) Cysteine conjugate toxicity, metabolism, and binding to macromolecules in isolated rat kidney mitochondria. Mol. Pharmacol. 37, 468-476.
    • (1990) Mol. Pharmacol. , vol.37 , pp. 468-476
    • Hayden, P.J.1    Stevens, J.L.2
  • 22
    • 0026094269 scopus 로고
    • Detection of cysteine conjugate metabolite adduct formation with specific mitochondrial proteins using antibodies raised against halothane metabolite adducts
    • Hayden, P. J., Ichimura, T., McCann, D. J., Pohl, L. R., and Stevens, J. L. (1991) Detection of cysteine conjugate metabolite adduct formation with specific mitochondrial proteins using antibodies raised against halothane metabolite adducts. J. Biol. Chem. 266, 18415-18418.
    • (1991) J. Biol. Chem. , vol.266 , pp. 18415-18418
    • Hayden, P.J.1    Ichimura, T.2    McCann, D.J.3    Pohl, L.R.4    Stevens, J.L.5
  • 23
    • 0025816970 scopus 로고
    • Formation of difluorothionoacetyl-protein adducts by S-(1,1,2,2-tetrafluoroethyl)-L-cysteine metabolites: Nucleophilic catalysis of stable lysyl adduct formation by histidine and tyrosine
    • Hayden, P. J., Yang, Y., Ward, A. J. I., Dulik, D. M., McCann, D. J., and Stevens, J. L. (1991) Formation of difluorothionoacetyl-protein adducts by S-(1,1,2,2-tetrafluoroethyl)-L-cysteine metabolites: Nucleophilic catalysis of stable lysyl adduct formation by histidine and tyrosine. Biochemistry 30, 5935-5943.
    • (1991) Biochemistry , vol.30 , pp. 5935-5943
    • Hayden, P.J.1    Yang, Y.2    Ward, A.J.I.3    Dulik, D.M.4    McCann, D.J.5    Stevens, J.L.6
  • 24
    • 0025935633 scopus 로고
    • Immunochemical detection of covalently modified kidney proteins in S-(1,1,2,2-tetrafluoroethyl)-L-cysteine-treated rats
    • Hargus, S. J., and Anders, M. W. (1991) Immunochemical detection of covalently modified kidney proteins in S-(1,1,2,2-tetrafluoroethyl)-L-cysteine-treated rats. Biochem. Pharmacol. 42, R17-R20.
    • (1991) Biochem. Pharmacol. , vol.42
    • Hargus, S.J.1    Anders, M.W.2
  • 26
    • 0027491608 scopus 로고
    • Mitochondrial HSP60 (P1 protein) and a HSP70-like protein (mortalin) are major targets for modification during S-(1,1,2,2-tetrafluoroethyl)-L-cysteine-induced nephrotoxicity
    • Bruschi, S. A., West, K. A., Crabb, J. W., Gupta, R. S., and Stevens, J. L. (1993) Mitochondrial HSP60 (P1 protein) and a HSP70-like protein (mortalin) are major targets for modification during S-(1,1,2,2-tetrafluoroethyl)-L-cysteine-induced nephrotoxicity. J. Biol. Chem. 268, 23157-23161.
    • (1993) J. Biol. Chem. , vol.268 , pp. 23157-23161
    • Bruschi, S.A.1    West, K.A.2    Crabb, J.W.3    Gupta, R.S.4    Stevens, J.L.5
  • 27
    • 0027534793 scopus 로고
    • Formation, characterization, and immunoreactivity of lysine thioamide adducts from fluorinated nephrotoxic cysteine conjugates in vitro and in vivo
    • Fisher, M. B., Hayden, P. J., Bruschi, S. A., Dulik, D. M., Yang, Y., Ward, A. J. I., and Stevens, J. L. (1993) Formation, characterization, and immunoreactivity of lysine thioamide adducts from fluorinated nephrotoxic cysteine conjugates in vitro and in vivo. Chem. Res. Toxicol. 6, 223-230.
    • (1993) Chem. Res. Toxicol. , vol.6 , pp. 223-230
    • Fisher, M.B.1    Hayden, P.J.2    Bruschi, S.A.3    Dulik, D.M.4    Yang, Y.5    Ward, A.J.I.6    Stevens, J.L.7
  • 28
    • 0342865154 scopus 로고
    • Immunochemical detection of covalently modified kidney proteins in rats treated with the sevoflurane degradation product, Compound A (sevoolefin)
    • Martin, J. L., Dodge, M. L., and Pohl, L. R. (1994) Immunochemical detection of covalently modified kidney proteins in rats treated with the sevoflurane degradation product, Compound A (sevoolefin). Anesthesiology 81, A436.
    • (1994) Anesthesiology , vol.81
    • Martin, J.L.1    Dodge, M.L.2    Pohl, L.R.3
  • 29
    • 0029066767 scopus 로고
    • Mitochondrial bioactivation of cysteine S-conjugates and 4-thiaalkanoates: Implications for mitochondrial dysfunction and mitochondrial diseases
    • Anders, M. W. (1995) Mitochondrial bioactivation of cysteine S-conjugates and 4-thiaalkanoates: Implications for mitochondrial dysfunction and mitochondrial diseases. Biochim. Biophys. Acta 1271, 51-57.
    • (1995) Biochim. Biophys. Acta , vol.1271 , pp. 51-57
    • Anders, M.W.1


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