Summary
Thiodiacetic acid and S-(carboxymethyl)cysteine are found in the urine of rats after a 48 h exposure to 1000 ppm vinyl chloride. The structure of both compounds could be clarified by GC-MS investigations. Chloroethylene oxide, chloroacetaldehyde and chloroacetic acid are assumed to be intermediates in vinyl chloride metabolism. Compounds which can be transformed to one of these alkylating agents in vivo should also lead to renal excretion of thiodiacetic acid and S-(carboxymethyl)cysteine.
References
De Boer, Th.J., Backer, H.J.: Diazomethane. Org.Synth. 30, 16 (1950)
Bolt, H.M., Kappus, H., Bolt, W.: Untersuchungen zum Stoffwechsel des Vinylchlorids unter dem Blickpunkt der chemischen Kanzerogenese. Verh. Deutsch.Ges.Arbeitsmed., 16. Jahrestagung, Köln, 5.–8. Mai 1976. Stuttgart: Gentner (in press)
Gehrke, C.W., Stalling, D.L.: Quantitative analysis of the twenty amino acids by gas-liquid chromatography. Separation Science 2, 101–138 (1967)
Green, T., Hathway, D.E.: The biological fate in rats of vinyl chloride in relation to its oncogenicity. Chem. Biol. Interactions 11, 545–562 (1975)
Göthe, R., Callemann, C.J., Ehrenberg, L., Wachmeister, C.A.: Trapping with 3,4-dichlorobenzene-thiol of reactive metabolites fromed in vitro from the carninogen vinyl chloride. Ambio 3, 234–237 (1974)
Greim, H., Bonse, G., Radwan, Z., Reichert, D., Henschler, D.: Mutagenicity in vitro and potential carcinogenicity of chlorinated ethylenes as a function of metabolic oxirane formation. Biochem.Pharmacol. 24, 2013–2017 (1975)
Grigorescu, I., Toba, G.H.: Clorura di vinyl. Aspecte de toxicologie industrialia. Rev. chim. rom. 17, 499–501 (1966)
Johnson, M.K.: Studies on glutathione S-alkyltransferase of the rat. Biochem. J. 98, 44–56 (1966)
Kaye, C.F.: Biosynthesis of mercapturic acids from allyl alcohol, allyl esters and acrolein. Biochem. J. 134, 1093–1101 (1973)
Malaveille, C., Bartsch, H., Barbin, A., Camus, A.M., Montesano, R.: Mutagenicity of vinyl chloride, chloroethylenoxide, chloroacetaldehyde and chloroethanol. Biochem. Biophys. Res. Comm. 63, 363–370 (1975)
Mc Cann, J., Simmon, V., Streitwieser, D., Ames, B.N.: Mutagenicity of chloroacetaldehyde, a possible metabolic product of 1,2-dichloroethane (ethylene dichloride), chloroethanol (ethylene chlorohydrin), vinyl chloride and cyclophosphamide. Proc. Nat. Acad. Sci. USA 72, 3190–3192 (1975)
Müller, G., Norpoth, K.: Bestimmung zweier Urinmetabolite des Vinylchlorids. Naturwiss. 62, 541 (1975)
Müller, G., Norpoth, K., Eckard, R.: In preparation
Norpoth, K., Müller, G., Witting, U., Gottschalk, D., Gottschalk, J.: Untersuchungen über den Stoffwechsel des Vinylchlorids und über Wirkungen der Vinylchloridinhalation auf Regulationsmechanismen des Leber stoffwechsels. Verh.Deutsch.Ges.Arbeitsmed., 16. Jahrestagung, Köln, 5.–8. Mai 1975. Stuttgart: Gentner (in press)
Radwan, Z., Henschler, D.: Uptake and metabolism of vinyl chloride in the isolated perfused rat liver preparation. Naunyn Schmiedebergs Arch. exp. Path. Pharmak. Suppl. 287, R. 100 (1975)
Watanabe, P.G., Mc Gowan, G.R., Gehring, P.J.: Fate of [14C] vinyl chloride after single oral administration in rats. Toxicol. Appl. Pharmacol. 36, 339–352 (1976)
Yllner, S.: Metabolism of chloroacetate-1-14C in the mouse. Acta pharmacol. et toxicol. 30, 69–80 (1971)
Yllner, S.: Metabolism of 1,1,2-trichloroethane-1,2-14C in the mouse. Acta pharmacol. et toxicol. 30, 248–256 (1971)
Yllner, S.: Metabolism of 1,2-dichloroethane-14C in the mouse. Acta pharmacol. et toxicol. 30, 257–265 (1971)
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Müller, G., Norpoth, K. & Eckard, R. Identification of two urine metabolites of vinyl chloride by GC-MS-investigations. Int. Arch Occup Environ Heath 38, 69–75 (1976). https://doi.org/10.1007/BF00378322
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DOI: https://doi.org/10.1007/BF00378322