Abstract
Benzene is a ubiquitous component of our chemical age. Due to its very special chemical and physical properties, benzene is widely used in the chemical industry and in the manufacture of rubber and plastics. In addition, benzene is used in motor fuel as an anti-knocking agent (Berlin et al., 1974).
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Ayengar, P.K., Hayaishi, O., Nakajma, M. and Tomida, I., 1959, Enzymic aromatization of 3,5-cyclohexadiene-1,2-diol, Biochim. Biophys. Acta 33:111.
Bentley, P. and Oesch, F., 1975, Purification of rat liver epoxide hydrataseto apparent homogeneity, FEBS Lett. 59: 291.
Berlin, M., Gage, J.C. and Johnson, E., 1974, Increased aromatics in motor fuels: A review of the environmental and health effects, Workenvironm.-hlth. 11: 1.
Bolt, H.M. and Kappus, H., 1974 Irreversible binding of ethynylestradiol metabolites to proteins and nucleic acids as catalyzed by rat liver microsomes and mushroom tyrosinase, J. Steroid Biochem. 5:179.
Capel, I.D., French, M.R., Millburn, P., Smith, R.L. and Williams, R.T., 1972, The fate of 14C-phenol in various species, Xenobiotica 2: 25.
Drew, R.T. and Fouts, J.R., 1974, The lack of effects of pretreatment with phenobarbital and chlorpromazine on the acute toxicity of benzene in rats, Toxicol. Appl. Pharmacol. 27:183.
Dutton, G.J., 1971, Glucuronide-forming enzymes, in: “Handbook of Experimental Pharmacology, Concepts in Biochemical Pharmacology”, Part 2, B.B. Brodie and J.R. Gillette eds., pp 378, Springer Verlag, Berlin.
Dybing, E., Nelson, S.D., Mitchell, J.R., Sasame, H.A. and Gillette, J.R., 1976, Oxidation of a-methyldopa and other catechols by cytochrome P-450-generated superoxide anion: possible mechanism of methyldopa hepatitis, Mol. Pharmacol. 12:911.
Gonasun, L.M., Witmer, C.M., Kocsis, J.J. and Snyder, R., 1973, Benzene metabolism in mouse liver microsomes, Toxicol. Appl. Pharmacol. 26:398.
Jerina, D., Daly, J., Witkop, B., Zaltzmann-Nirenberg, P. and Udenfriend, S., 1968, Role of arene oxide-oxepin system in the metabolism of aromatic substrates. 1. In vitro conversion of benzene oxide to a premercapturic acid and a dihydrodiol, Arch. Biochem. Biophys. 128–176.
Kao, J. and Bridges, J.W., 1979, Metabolism of 14C-phenol by sheep, pig and rat, Xenobiotica, 9: 141.
Laskin, S. and Goldstein, B.D., 1977, Benzene toxicity, a critical evaluation, J. Tox. Env. Health suppl. 2.
Lutz, W.K. and Schlatter, C., 1977, Mechanism of the carcinogenic action of benzene: Irreversible binding to rat liver DNA, Chem.-Biol. Interact. 18:241.
Marks, F. and Hecker, E., 1969, Metabolism and mechanism of action of estrogens. XII. Structure and mechanism of formation of water-soluble and protein-bound metabolites of estrone in rat liver microsomes in vitro and in vivo, Biochim. Biophys. A_ta 187:250.
McCord, J.M. and Fridovitch, I., 1969, Superoxide dismutase: An enzymic function for erythrocuprein (hemocuprein), J. Biol. Chem. 244:6049.
Parke, D.V. and Williams, R.T., 1953 a, Studies in detoxication. 49. The metabolism of benzene containing 14C1 benzene. Biochem. J., 54: 231.
Parke, D.V. and Williams, R.T., 1953 b, Studies in detoxication. 54. The metabolism of benzene. (a) The formation of phenylglucuronide and phenylsulfuric acid from i4C-benzene. (b) The metabolism of 14C-phenol, Biochem. J. 55:337.
Platt, K. and Oesch, F., 1977, The preparation of 14C and 3H labelled benzene oxide, J. Label. Comp. Radiopharm. 13:471.
Porteous, J.W. and Williams, R.T., 1949, Studies in detoxication. 20. The metabolism of benzene. II. The isolation of phenol, catechol, quinol, and hydroxyhydroquinol from the etheral sulfate fraction of the urine of rabbits receiving benzene orally, Biochem. J. 44:56.
Sato, R., Fukuyama, T., Suzuki, T. and Yoshikawa, J., 1963, 1,2Dihydro-1,2-dihydroxybenzene and several other substances in the metabolism of benzene, J. Biochem. 53:23.
Sloane, N.H., 1965, Hydroxymethylation of the benzene ring. 1. Microsomal formation of phenol via prior hydroxymethylation of benzene, Biochim. Biophys. Acta 107:599.
Snyder, R. and Kocsis, J.J., 1975, Current concepts of chronic benzene toxicity, CRC Crit. Rev. Toxic. 3:265.
Snyder, R., Lee, E.W., Kocsis, J.J. and Witmer, C.M., 1977, Bone marrow depressant and leukemogenic actions of benzene, Life Sciences 21: 1709.
Snyder, R., Lee, E.W. and Kocsis, J.J., 1978, Binding of labeled benzene metabolites to mouse liver and bone marrow, Res. Com. Chem. Path. Pharm. 20:191.
Tunek, A., Platt, K.L., Bentley, P. and Oesch, F., 1978, Microsomal metabolism of benzene to species irreversibly binding to microsomal protein and effects of modifications of this metabolism, Mol. Pharmacol. 14:920.
Tunek, A., Platt, K.L., Przybylski, M. and Oesch, F., 1980, Multistep metabolic activation of benzene. Effect of superoxide dismutase on covalent binding to microsomal macromolecules, and identification of glutathione conjugates using high pressure liquid chromatography and field desorption mass spectrometry, Chem.-Biol. Interact., in press.
Winterbourn, C.C., French, J.K. and Claridge, R.F.C., 1978, Superoxide dismutase as an inhibitor of reactions of semiquinone radicals, FEBS Lett. 94: 269.
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Tunek, A., Oesch, F. (1982). Multi-Step Metabolic Activation of Benzene in Rat Liver Microsomes. In: Snyder, R., et al. Biological Reactive Intermediates—II. Advances in Experimental Medicine and Biology, vol 136. Springer, New York, NY. https://doi.org/10.1007/978-1-4757-0674-1_19
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DOI: https://doi.org/10.1007/978-1-4757-0674-1_19
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