Abstract
Benzene, is hematotoxic and leukemogenic in humans (Aksoy, M., 1987). It is widely accepted that benzene requires metabolic activation to exert its toxic and carcinogenic effects (Cooper, K.R. and Snyder, R. 1987). The majority of benzene metabolism occurs in liver with phenol (PH), hydroquinone (HQ) and catechol (CAT) being the major metabolites formed. Benzene is also oxidized to a ring-opened product trans, trans-muconic acid.
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References
Aksoy, M. (1987). Benzene hematotoxicity; in Benzene Carcinogenicity. (Aksoy, M. ed.) pp. 59–112, CRC Press, New York.
Che-Fu Koo and Fridovich, I. (1987). Stimulation of the activity of horseradish peroxidase by nitrogenous compounds. J. Biol. Chem., 263, 3811–3817.
Cooper, K.R. and Snyder, R. (1987). Benzene metabolism. (Toxicokinetics and the molecular aspects of benzene toxicity); in Benzene Carcinogenicity. (Aksoy, M. ed.) pp. 33–58. CRC Press, New York.
Danner, D.J., Brignac, Jr. P.J. and Patel, Y. (1973). The oxidation of phenol and its reaction product by horseradish peroxidase and hydrogen peroxide. Arch. Biochem. Biophys. 156, 759–763.
Eastmond, D.A., Smith, M.T., Ruzo, L.O. and Ross, D. (1986). Metabolic activation of phenol by human myeloperoxidase and horseradish peroxidase. Molec. Pharmacol., 30, 674–679.
Eastmond, D.A., Smith, M.T. and Irons, R.D. (1987). An interaction of benzene metabolites reproduces the myelotoxicity observed with benzene exposure. Toxicol. Appl. Pharmacol. 91, 85–95.
Fox, R.L. and Purves, W.K. (1968). Mechanism of enhancement of IAA oxidation by 2,4-dichlorophenol. Plant Physiol. 43, 454–456.
Job, D. and Dunford, H.B. (1976). Substituent effect on the oxidation of phenols and aromatic amines by horseradish peroxidase compound I. Eur. J. Biochem. 66, 607–614.
Kariya, K., Lee, E., Hirouchi, M., Hosokawa, M. and Sayo, H. (1982). Purification and some properties of peroxidases of rat bone marrow. Biochim. Biophys. Acta. 99, 95–101.
Pellack-Walker, P., Ken Walker, J., Evans, H.H. and Blumer, J.L. (1985). Relationship between the oxidation potential of benzene metabolites and their inhibitory effect on DNA synthesis in L5178YS cells. Molec. Pharmacol. 28, 560–566.
Rickert, D.E., Baker, T.S., Bus, J.S., Barrow, C.S. and Irons, R.D. (1979). Benzene disposition in the rat after exposure by inhalation. Toxicol. Appl. Pharmacol. 49, 417–423.
Sadler, A., Subrahmanyam, V.V. and Ross, D. (1988). Oxidation of catechol by horseradish peroxidase and human leukocyte peroxidase. Toxicol. Appl. Pharmacol. 93, 62–71.
Smith, M.T., Yager, J.W., Steinmetz, K.L. and Eastmond, D.A. (1989). Peroxidasedependent metabolism of benzene’s phenolic metabolites and its poten?tial role in benzene toxicity and carcinogenicity. Environ. Hlth. Perspect. 82, 23–39.
Steinmetz, K.L., Eastmond, D.A. and Smith, M.T. (1989). Hydroquinone metabolism by human myeloperoxidase is stimulated by phenol and several other compounds. Toxicologist 9, abst # 1125.
Subrahmanyam, V.V. and O’Brien, P.J. (1985). Phenol oxidation products formed by a peroxidase-reaction that bind to DNA. Xenobiotica 15, 873–885.
Subrahmanyam, V.V., Sadler, A., Suba, E. and Ross, D. (1989). Stimulation of in vitro bioactivation of hydroquinone by phenol in bone marrow cells. Drug Metab. Disp. 17, 348–350.
Van Steveninck, J., Boegheim, J.P.J., Dubbelman, T.M.A.R. and Van der Zee, J. (1987). The mechanism of potentiation of horseradish peroxidase-catalyzed oxidation of NADPH by porphyrins. Biochem. J. 242, 611–613.
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© 1991 Plenum Press, New York
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Subrahmanyam, V.V., Kolachana, P., Smith, M.T. (1991). Effect of Phenol and Catechol on the Kinetics of Human Myeloperoxidase-Dependent Hydroquinone Metabolism. In: Witmer, C.M., Snyder, R.R., Jollow, D.J., Kalf, G.F., Kocsis, J.J., Sipes, I.G. (eds) Biological Reactive Intermediates IV. Advances in Experimental Medicine and Biology, vol 283. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-5877-0_50
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DOI: https://doi.org/10.1007/978-1-4684-5877-0_50
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