The use of stable isotopes to identify reactive metabolites and target macromolecules associated with toxicities of halogenated hydrocarbon compounds

References

• Anders M.W., Pohl L.R. Halogenated alkanes. Bioactivation of Foreign Compounds, M.W. Anders. Academic Press, New York 1985; 283–315
   Google Scholar
• Branchflower R.V., Pohl L.R. Investigation of the mechanism of the potentiation of chloroform-induced hepatotoxicity and nephrotoxicity by methyl n-butyl ketone. Toxicology and Applied Pharmacology 1981; 61: 407–413
   PubMed Web of Science ®Google Scholar
• Branchflower R.V., Nunn D.S., Highet R.J., Smith J.H., Hook J.B., Pohl L.R. Nephrotoxicity of chloroform: metabolism to phosgene by the mouse kidney. Toxicology and Applied Pharmacology 1984; 72: 159–168
   PubMed Web of Science ®Google Scholar
• Buhke T.R., Jr, Martin J.L., George J.W., Pohl L.R. Investigation of the mechanism of defluorination of enflurane in rat liver microsomes with specifically deuterated derivatives. Biochemical Pharmacology 1980; 29: 1623–1626
   PubMedGoogle Scholar
• Conner H.D., Lacagnin L.B., Knecht K.T., Thurman R.G., Mason R.P. Reaction of glutathione with a free radical metabolite of carbon tetrachloride. Molecular Pharmacology 1990; 37: 443–451
   PubMedGoogle Scholar
• Kenna J.G., Satoh H., Christ D.D., Pohl L.R. Metabolic basis for a drug hypersensitivity: antibodies in sera from patients with halothane hepatitis recognize liver neoantigens that contain the trifluoroacetyl group derived from halothane. Journal of Pharmacology and Experimental Therapeutics 1988; 245: 1103–1109
   PubMed Web of Science ®Google Scholar
• Kenna J.G., Martin J.L., Satoh H., Pohl L.R. Factors affecting the expression of trifluoroacetylated liver microsomal protein neoantigens in rats treated with halothane. Drug Metabolism and Disposition 1990; 18: 788–793
   PubMed Web of Science ®Google Scholar
• Lind R.C., Gandolfi A.J., Hall P. The role of oxidative biotransformation of halothane in the guinea pig model of halothane-associated hepatotoxicity. Anesthesiology 1989; 70: 649–653
   PubMed Web of Science ®Google Scholar
• Mico B.A., Pohl L.R. Metabolism of carbon tetrachloride to electrophilic chlorine by liver microsomes: exclusion of cytochrome P-450 catalyzed chloroperoxidase reaction. Biochemical and Biophysical Research Communications 1982; 107: 27–31
   PubMedGoogle Scholar
• Mico B.A., Pohl L.R. Reductive oxygenation of carbon tetrachloride: trichloromethyl-peroxyl radical as a possible intermediate in the conversion of carbon tetrachloride to electrophilic chlorine. Archives of Biochemistry and Biophysics 1983; 225: 596–609
   PubMed Web of Science ®Google Scholar
• Osawa Y., Pohl L.R. Covalent bonding of the prosthetic heme to protein: A potential mechanism for the suicide inactivation or activation of hemoproteins. Chemical Research in Toxicology 1989; 2: 131–141
   PubMed Web of Science ®Google Scholar
• Osawa Y., Highet R.J., Murphy C.M., Cotter R.J., Pohl L.R. Formation of heme-derived products by the reaction of ferrous deoxymyoglobin with BrCCl3. Journal of the American Chemical Society 1989; 111: 4462–4467
   Web of Science ®Google Scholar
• Osawa Y., Martin B.M., Griffin P.R., Yates J.R., Shabanowitz J., Hunt D.F., Murphy A.C., Chen L., Cotter R.J., Pohl L.R. Metabolism-based covalent bonding of the heme prosthetic group to its apoprotein during the reductive debromination of BrCCl3, by myoglobin. Journal of Biological Chemistry 1990; 265: 10340–10346
   PubMed Web of Science ®Google Scholar
• Osawa Y., Highet R.J., Bax A., Pohl L.R. Characterization by NMR of the heme-myoglobin adduct formed during the reductive metabolism of BrCCL3: covalent bonding of the proximal histidine to the I-vinyl group. Journal of Biological Chemistry 1991; 266: 3208–3214
   PubMed Web of Science ®Google Scholar
• Pohl L.R., Gillette J.R. Determination of toxic pathways of metabolism by deuterium substitution. Drug Metabolism Review 1984; 15: 1335–1351
   PubMedGoogle Scholar
• Pohl L.R., Krishna G. Deuterium isotope effect in bioactivation and hepatotoxicity of chloroform. Life Sciences 1978; 23: 1067–1072
   PubMed Web of Science ®Google Scholar
• Pohl L.R., Mico B.A. Electrophilic halogens as potential toxic metabolites of halogenated compounds. Trends in Pharmacological Sciences 1984; 5: 61–64
   Google Scholar
• Pohl L.R., Bhooshan B., Whittaker N.F., Krishna G. Phosgene: a metabolite of chloroform. Biochemical and Biophysical Research Communications 1977; 79: 634–691
   Google Scholar
• Pohl L.R., George J.W., Martin J.L., Krishna G. Deuterium isotope effect in in vivo bioactivation of chloroform to phosgene. Biochemical Pharmacology 1979; 28: 561–563
   PubMed Web of Science ®Google Scholar
• Pohl L.R., Martin J.L., Taburet A.M., George J.W. Oxidative bioactivation of haloforms into hepatotoxms. Microsomes, Drug Oxidations, and Chemical Carcinogenesis, M.J. Coon, A.H. Conney, R.W. Estabrook, H.V. Gelboin, J.R. Gillette, P.J. O'Brien. Academic Press, New York 1980; 881–884
   Google Scholar
• Pohl L.R., Branchflower R.V., Highet R.J., Martin J.L., Nunn D.S., Monks T.J., George J.W., Hinson J.A. The formation of diglutathionyl dithiocarbonate as a metabolite of chloroform, bromotrichloromethane, and carbon tetrachloride. Drug Metabolism and Disposition 1981; 9: 334–339
   PubMed Web of Science ®Google Scholar
• Pohl L.R., George J.W., Satoh H. Strain and sex differences in chloroform-induced nephrotoxicity. Different rates of metabolism of chloroform to phosgene by the mouse kidney. Drug Metabolism and Disposition 1984; 12: 304–308
   PubMed Web of Science ®Google Scholar
• Pohl L.R., Kenna J.G., Satoh H., Christ D., Martin J.L. Neoantigens associated with halothane hepatitis. Drug Metabolism Review 1989; 20: 203–217
   PubMed Web of Science ®Google Scholar
• Recknagel R.O., Glende E.A. The carbon tetrachloride hepatotoxicity model: free radicals and calcium homeostasis. CRC Handbook of Free Radicals and Antioxidants in Biomedicine, J. Miquel, A.T. Quintanilha, H. Weber. CRC Press, Boca Raton 1989; 3–16
   Google Scholar
• Sipes I.G., Gandolfi A.J., Pohl L.R., Krishna G., Brown B.R., Jr. Comparison of the biotransformation and hepatotoxicity of halothane and deuterated halothane. Journal of Pharmacology and Experimental Therapeutics 1980; 214: 716–720
   PubMed Web of Science ®Google Scholar