Linoleate-dependent co-oxygenation of benzo(a)pyrene and benzo(a)pyrene-7,8-dihydrodiol by rat cytosolic lipoxygenase

References

• Alam S. Q., Alam B. S. Pulmonary lipid peroxides and fatty acids of rats fed different lipids and exposed to oxygen at hyperbaric pressure. Lipids 1985; 20: 248–251
   Google Scholar
• Byczkowski J. Z., Gessner T. Action of xanthine-xanthine oxidase system on microsomal benzo(a)pyrene metabolism. in vitro. General Pharmacology 1987; 18: 385–395
   PubMedGoogle Scholar
• Byczkowski J. Z., Kulkarni A. P. Lipoxygenase-catalyzed epoxidation of benzo(a)pyrene-7,8-dihydrodiol. Biochemical and Biophysical Research Communications 1989; 159: 1199–1205
   PubMed Web of Science ®Google Scholar
• Cavalieri E. L., Rogan E. G., Cremonesi P., Devanesan P. D. Radical cations as precursors in the metabolic formation of quinones from benzo(a)pyrene and 6-fluorobenzo(a)pyrene. Fluoro substitution as a probe for one-electron oxidation in aromatic substrates. Biochemical Pharmacology 1988; 37: 2173–2182
   PubMed Web of Science ®Google Scholar
• Cuss F. M., Barnes P. J. Epithelial mediators. American Review of Respiratory Disease 1987; 136: S32–S35
   PubMed Web of Science ®Google Scholar
• Dahlen S.-E., Kumlin M., Bjorck T., Raud J., Hedquist P. Leukotrienes and related eicosanoids. American Review of Respiratory Disease 1987; 136: S24–S28
   PubMed Web of Science ®Google Scholar
• Dix T. A., Marnett L. J. Detection of the metabolism of polycyclic aromatic hydrocarbon derivatives to ultimate carcinogens during lipid peroxidation. Methods in Enzymology 1984; 105: 347–352
   Google Scholar
• Dix T. A., Fontana R., Panthani A., Marnett L. J. Hematin-catalyzed epoxidation of 7,8-dihydroxy-7,8-dihydrobenzo(a)pyrene by polyunsaturated fatty acid hydroperoxides. Journal of Biological Chemistry 1985; 260: 5358–5365
   PubMed Web of Science ®Google Scholar
• Gardner H. W. Oxygen radical chemistry of polyunsaturated fatty acids. Free Radical Biology and Medicine 1989; 7: 65–86
   PubMed Web of Science ®Google Scholar
• Gessner T., Byczkowski J. Z. A simplified method for determination of radioactive metabolites of benzo(a)pyrene using HPLC with radioactive flow detection. Progress in HPLC 1988; 3: 149–165
   Google Scholar
• Gower J. D. A role for dietary lipids and antioxidants in the activation of carcinogens. Free Radical Biology and Medicine 1988; 5: 95–111
   PubMed Web of Science ®Google Scholar
• Ha Y. L., Storkson J., Pariza M. W. Inhibition of benzo(a)pyrene-induced mouse forestomach neoplasia by conjugated dienoic derivatives of linoleic acid. Cancer Research 1990; 50: 1097–1101
   PubMed Web of Science ®Google Scholar
• Holtzman M. J., Grunberger D., Hunter J. A. Phospholipid fatty acid composition of pulmonary airway epithelial cells: potential substrates for oxygenation. Biochimica et Biophysica Acta 1986; 877: 459–464
   PubMed Web of Science ®Google Scholar
• Hughes M. F., Chamulitrat W., Mason R. P., Eling T. E. Epoxidation of 7,8-dihydroxy-7,8-dihydrobenzo(a)pyrene via a hydroperoxide-dependent mechanism catalyzed by lipoxygenases. Carcinogenesis 1989; 10: 2075–2080
   Google Scholar
• Ip C., Carter C. A., Ip M. M. Requirement of essential fatty acid for mammary tumorigenesis in the rat. Cancer Research 1985; 45: 1997–2001
   PubMed Web of Science ®Google Scholar
• Kuhn H., Gotze R., Schewe T., Rappoport S. M. Quasi-lipoxygenase activity of haemoglobin. European Journal of Biochemistry 1981; 120: 161–168
   PubMedGoogle Scholar
• Kuhn H., Schewe T., Rappoport S. M., Brash A. R. Enzymatic lipid peroxidation: a step in the breakdown of mitochondria during the maturation of red blood cells. Oxygen Radicals in Biology and Medicine, M. G. Simic, K. A. Taylor, J. F. Ward, C. Von Sonntag. Plenum Press, New York 1988; 945–948
   Google Scholar
• Kulkarni A. P., Cook D. C. Hydroperoxidase activity of lipoxygenase: a potential pathway for xenobiotic metabolism in the presence of linoleic acid. Research Communications in Chemical Pathology and Pharmacology 1988a; 61: 305–314
   PubMedGoogle Scholar
• Kulkarni A. P., Cook D. C. Hydroperoxidase activity of lipoxygenase: hydrogen peroxide-dependent oxidation of xenobiotics. Biochemical and Biophysical Research Communications 1988b; 155: 1075–1081
   PubMed Web of Science ®Google Scholar
• Kulkarni A. P., Chaudhuri J., Mitra A., Richards I. S. Dioxygenase and peroxidase activities of soybean lipoxygenase: synergistic interaction between linoleic acid and hydrogen peroxide. Research Communications in Chemical Pathology and Pharmacology 1989; 66: 287–296
   Google Scholar
• Lowry O. H., Rosebrough N. J., Farr A. L., Randall R. J. Protein measurement with the Folin phenol reagent. Journal of Biological Chemistry 1951; 193: 265–275
   PubMed Web of Science ®Google Scholar
• Marnett L. J., Wlodawer P., Samuelsson B. Co-oxygenation of organic substrates by prostaglandin synthetase of sheep vesicular gland. Journal of Biological Chemistry 1975; 250: 8510–8517
   PubMed Web of Science ®Google Scholar
• Nemoto N., Takayama S. Arachidonic acid-dependent activation of benzo(a)pyrene to bind to proteins with cytosolic and microsomal fractions from rat liver and lung. Carcinogenesis 1984; 5: 961–964
   PubMed Web of Science ®Google Scholar
• Reed G. A., Grafstrom R. C., Krauss R. S., Autrup H., Eling T. Prostaglandin H synthase-dependent co-oxygenation of (+)-7,8-dihydroxy-7,8-dihydrobenzo(a)pyrene in hamster trachea and human bronchus explants. Carcinogenesis 1984; 5: 955–960
   PubMed Web of Science ®Google Scholar
• Reinaud O., Delaforge M., Boucher J. L., Rocchiccioli F., Mansuy D. Oxidative metabolism of linoleic acid by human leukocytes. Biochemical and Biophysical Research Communications 1989; 161: 883–891
   Google Scholar
• Sevanian A., Peterson H. Induction of cytotoxicity and mutagenesis is facilitated by fatty acid hydroperoxidase activity in Chinese hamster lung fibroblasts (V79 cells). Mutation Research 1989; 224: 185–196
   Google Scholar
• Stahl G. L., Tsao P., Lefer A. M., Ramphal J. Y., Nicolaou K. C. Pharmacological profile of lipoxins A5 and B5: new biologically active eicosanoids. European Journal of Pharmacology 1989; 163: 55–60
   Google Scholar
• Terao J., Matsushita S. Quinone formation from benzo(a)pyrene by free radicals: effects of antioxidants. Free Radical Biology and Medicine 1988; 4: 205–208
   Google Scholar
• Terao J., Boey P. L., Murakami H., Matsushita S. Quinone formation from carcinogenic benzo(a)pyrene mediated by lipid peroxidation in phosphatidylcholine liposomes. Archives of Biochemistry and Biophysics 1987; 254: 427–481
   Google Scholar
• Yokoyama C., Mizuno K., Mitachi H., Yoshimoto T., Yamamoto S., Pace-Asciak C. R. Partial purification and characterization of arachidonate 12-lipoxygenase from rat lung. Biochimica et Biophysica Acta 1983; 750: 237–243
   PubMedGoogle Scholar