The role of peroxidase-catalyzed activation of aromatic amines in breast cancer

Mutagenesis

Volumn 11, Issue 1, 1996, Pages 3-7

  Josephy, P David ^a  

^a UNIVERSITY OF GUELPH   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC AMINE; HYDROGEN PEROXIDE; LACTOPEROXIDASE; MYELOPEROXIDASE; XANTHINE OXIDASE;

BREAST CANCER; BREAST CARCINOGENESIS; BREAST DUCT; BREAST MILK; CANCER RISK; DNA BINDING; FEMALE; HUMAN; MUTATION; NEUTROPHIL; NONHUMAN; PRIORITY JOURNAL; RESPIRATORY BURST; SHORT SURVEY;

AMINES; ANIMALS; BIOTRANSFORMATION; BREAST; BREAST NEOPLASMS; CARCINOGENS; FEMALE; HUMANS; LACTATION; LACTOPEROXIDASE; MILK; MODELS, BIOLOGICAL; PEROXIDASE; PREGNANCY; SMOKING;

EID: 0030058901     PISSN: 02678357     EISSN: None     Source Type: Journal    
DOI: 10.1093/mutage/11.1.3     Document Type: Short Survey

References (66)

1. Ambrosone,C.B., Freudenheim,J.L., Marshall,J.R., Graham,S., Vena,J.E., Brasure,J.R., Michalek,A.M., Bowman,E.D., Harrington.A.M. and Shields, P.G. (1995a) N-acetyltransferase, cigarette smoking, and breast cancer risk. Proc. Am. Assoc. Cancer Res., 36, abstract 1685.
2. Ambrosone,C.B., Freudenheim,J.L., Graham,S., Marshall,J.R., Vena,J.E., Brasure,J.R , Michalek,A.M., Laughlin,R., Nemoto,T , Gillenwater,K.A., Harrington,A.M. and Shields,P.G. (1995b) Cigarette smoking, N-acetyltransferase genetic polymorphisms, and breast cancer risk. Manuscript in preparation.
3. Bandyopadhyay,U., Bhattacharyya,D.K., Chatterjee,R. and Banerjee,R.K. (1995) Irreversible inactivation of lactoperoxidase by mercaptomethylimidazole through generation of a thiyl radical: Its use as a probe to study the active site. Biochem. J., 306, 751-757.
4. Bennicke,K., Conrad,C., Sabroe.S. and Sorensen,H.T. (1995) Cigarette smoking and breast cancer. Br. Med. J., 310, 1431-1433.
5. Bi,W., Hayes,R.B., Feng,P., Qi,Y., You,X., Zhen,J., Zhang,M., Qu,B., Fu,Z., Chen,M., Chien,H.T.C. and Blot,W.J. (1992) Mortality and incidence of bladder cancer in benzidine-exposed workers in China. Am. J. Ind. Med., 21, 481-489.
6. Biggs,P.J., Warren,W., Venitt,S. and Stratton,M.R. (1993) Does a genotoxic carcinogen contribute to human breast cancer? The value of mutational spectra in unravelling the aetiology of cancer. Mutagenesis, 8, 275-283.
7. Brown,R.W. and Mickelson,M.N. (1979) Lactoperoxidase, thiocyanate, and free cystine in bovine mammary secretions in early dry period and at the start of lactation and their effect on Streptococcus agalactiae growth. Am. J. Vet. Res., 40, 250-255.
8. Bulbulyan,M.A., Figgs,L.W., Zahm,S.H., Savitskaya,T., Goldfarb,A., Astashevsky,S. and Zaridze,D. (1995) Cancer incidence and mortality among β-naphthylamine and benzidine dye workers in Moscow. Int. J. Epidemiol., 24, 266-275.
9. Bundred,N.J., Dover,M.S., Aluwihare,N., Faragher,E.B. and Morrison,J.M. (1993) Smoking and periductal mastitis. Br. Med. J., 307, 772-773.
10. Calle,E.E., Miracle-McMahill,H L., Thun,M.J. and Heath,C.W., Jr (1994) Cigarette smoking and risk of fatal breast cancer. Am. J. Epidemiol., 139, 1001-1007.
11. Cals,M.M., Mailliart,P., Brignon,G., Anglade,P. and Dumas.B.R. (1991) Primary structure of bovine lactoperoxidase, a fourth member of a mammalian haem peroxidase family. Eur. J. Biochem., 198, 733-739.
12. Cavalieri,E.L. and Rogan,E.G. (1985) One-electron oxidation in peroxidase aromatic hydrocarbon carcinogenesis. In Harvey,R.G. (ed.), Polycyclic Hydrocarbons and Carcinogenesis. American Chemical Society, Washington, DC, pp. 289-305.
13. Cavalieri,E.L. and Rogan,E.G. (1992) The approach to understanding aromatic hydrocarbon carcinogenesis. the central role of radical cations in metabolic activation. Pharmac. Ther. 55, 183-199.
14. Chang,C.S., Sinclair,R., Khalid,S., Yamazaki,I., Nakamura,S. and Powers,L. (1993) An extended X-ray absorption fine structure investigation of the structure of the active site of lactoperoxidase. Biochemistry, 32, 2780-2786.
15. Collins,R.A., Parsons,K.R., Field,T.R. and Bramley,AJ. (1988) Histochemical localization and possible antibacterial role of xanthine oxidase in the bovine mammary gland. J. Dairy Res., 55, 25-32.
16. Davis,C.D., Ghoshal,A., Schut,H.A. and Snyderwine,E.G. (1994) Metabolic activation of heterocyclic amine food mutagens in the mammary gland of lactating Fischer 344 rats. Cancer Lett., 84, 67-73.
17. Divi,R.L. and Doerge,D.R. (1994) Mechanism-based mactivauon of lactoperoxidase and thyroid peroxidase by resorcinol derivatives. Biochemisry, 33, 9668-9674.
18. Dull,T.J., Uyeda,C., Strosberg,A D., Nedwin,G. and Seilhamer,J.J. (1990) Molecular cloning of cDNAs encoding bovine and human lactoperoxidase. DNA Cell Biol., 9, 499-509.
19. Dunnick,J.K., Elwell,M.R., Huff,J. and Barrett,J.C. (1995) Chemically induced mammary gland cancer in the National Toxicology Program's carcinogenesis bioassay. Carcinogenesis, 16, 173-179
20. Eldndge,S.R., Gould,M.N. and Butterworth,B.E. (1992) Genotoxicity of environmental agents in human mammary epithelial cells. Cancer Res., 52, 5617-5621.
21. Fan,L., Schut,H.A.J. and Snyderwine,E.G. (1995) Cytotoxicity, DNA adduct formation and DNA repair induced by 2-hydroxyammo-3-methylimidazo[4,5-f]quinoline and 2-hydroxyamino-1-methyl-6-phenylimidazo-[4,5-b]pyridine in cultured human mammary epithelial cells. Carcinogenesis, 16, 775-779.
22. Ferrari,R.P., Laurenti,E., Cecchini,P.I., Gambino,O. and Sondergaard,I. (1995) Spectroscopic investigations on the highly purified lactoperoxidase Fe(III)-heme catalytic site. J. Inorg. Biochern., 58, 109-127.
23. Field,N.A., Baptiste,M.S., Nasca,P.C. and Metzger,B.B. (1992) Cigarette smoking and breast cancer. Int. J. Epidemiol., 21, 842-848.
24. Flammang,T.J., Yamazoe,Y., Benson,R.W., Roberts,D.W., Potler,D W., Chu, D.Z.J., Lang,N.P. and Kadlubar,F.F. (1989) Arachidonic acid-dependent peroxidative activation of carcinogenic arylamines by extrahepatic human tissue microsomes Cancer Res., 49, 1977-1982.
25. Garner,R.C., Martin,C.N. and Clayson,D.B. (1984) Carcinogenic aromatic amines and related compounds. In Searle,C.E. (ed.), Chemical Carcinogens, 2nd edn. American Chemical Society, Washington, DC, pp. 175-276.
26. Ghoshal,A. and Snyderwine,E G. (1993) Excretion of food-derived heterocyclic amine carcinogens into breast milk of lactating rats and formation of DNA adducts in the newborn. Carcinogenesis, 14, 2199-2203.
27. Grant,D.M. (1993) Molecular genetics of the N-acetyltransferases. Pharmacogenelics, 3, 45-50.
28. Hirose,M., Akagi,K., Hasegawa,R., Yaono,M., Satoh,T., Hara,Y., Wakabayashi,K and Ito,N. (1995) Chemoprevention of 2-amino-1-methyl-6-phenylimidazo[4,5-b]-pyridine (PhIP)-induced mammary gland carcinogenesis by antioxidants in F344 female rats. Carcinogenesis, 16, 217-221.
29. Hofstra,A.H. and Uetrecht,J.P. (1993) Myeloperoxidase-mediated activation of xenobiotics by human leucocytes. Toxicology, 82, 221-242.
30. Horton,A.W. (1992) Epidemiologic evidence for the role of indoor tobacco smoke as an initiator of human breast carcinogenesis. Cancer Detect. Prev., 16, 119-127.
31. Ito,N., Hasegawa,R., Sano,M., Tamano,S., Esumi,H., Takayama,S. and Sugimura,T. (1991) A new colon and mammary carcinogen in cooked food, 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), Carcinogenesis, 12, 1503-1506
32. Josephy,P.D. (1985) Oxidative activation of benzidine and its derivatives by peroxidases. Environ. Hlth Perspect., 64, 171-178.
33. Josephy,P.D. (1989) Activation of aromatic amines by prostaglandin H synthase. Free Radical Biol. Med., 6, 533-540.
34. Josephy,P.D., Eling,T.E and Mason,R.P. (1983) An eiectron spin resonance study of the activation of benzidine by peroxidases. Mol. Pharmacol., 23, 766-770.
35. Josephy,P.D., DeBruin,L.S., Lord,H.L., Oak,J.N., Evans,D.H., Guo,Z., Dong,M.-S. and Guengerich,F.P. (1995) Bioactivation of aromatic amines by recombinant human cytochrome P450 1A2 expressed in Ames tester strain bacteria: a substitute for activation by mammalian tissue preparations. Cancer Res., 55, 799-802.
36. Keeney,S.E., Schmalstieg,F.C., Palkowetz,K.H., Rudloff,H.E., Le,B.M. and Goldman,A.S. (1993) Activated neutrophils and neutrophil activators in human milk: increased expression of CDlIb and decreased expression of L-selectin. J. Leukocyte Biol., 54, 97-104
37. Korhonen,H. (1980) A new method for preserving raw milk: the lactoperoxidase antibacterial system. World An. Rev., 35, 23-29.
38. 2 by bovine blood and milk polymorphonuclear leucocytes. Acta Microbiol. Polon., 32, 53-64.
39. Langbakk,B. and Flatmark,T. (1989) Lactoperoxidase from human colostrum. Biochem. J., 259, 627-631.
40. Layton,D W., Bogen,K.T., Knize,M.G., Hatch,F.T., Johnson,V.M. and Felton,J.S. (1995) Cancer risk of heterocyclic amines in cooked foods, an analysis and implications for research. Carcinogenesis, 16, 39-52.
41. Malejka-Gtganti,D. and Ritter,C.L. (1994) Peroxidative metabolism of carcinogenic N-arylhydroxamic acids implications for tumorigenesis. Environ. Hlth Perspect., 102 (Suppl. 6), 75-81.
42. Malejka-Giganti,D, Ritter,C.L, Decker,R.W. and Suilman,J.M. (1986) Peroxidative metabolism of a carcinogen, N-hydroxy-N-2-fluorenyl-acetamide, by rat uterus and mammary gland in vitro. Cancer Res., 46, 6200-6206.
43. Mansson-Rahemtulla,B., Rahemtulla,F., Baldone,D.C., Pruitt,K.M. and Hjerpe,A. (1988) Purification and characterization of human salivary peroxidase. Biochemistry, 27, 233-239.
44. Marshall,E. (1993) Search for a killer: focus shifts from fat to hormones Science, 259, 618-621
45. Mepham,T.B. (1987) Physiology of Lactation. Open University Press, Milton Keynes, pp. 59 ff.
46. Meyer,U A. (1994) Polymorphism of human acetyltransferases. Environ. Hlth Perspect, 102 (Suppl. 6). 213-216.
47. Morgan,D.L., Dunnick,J.K., Goehl,T, Jokinen,M P., Matthews,H.B., Zeiger,E. and Mennear,J H (1994) Summary of the National Toxicology Program benzidine dye initiative. Environ. Hlth Perspect., 102 (Suppl. 2), 63-78.
48. Morton,W.E. (1995) Major differences in breast cancer risks among occupations. J Occup. Environ. Med., 37, 328-335.
49. Newcomb,P.A. Storer,B.E., Longnecker,M.P. Mittendorf,R., Greenberg,E.R., Clapp,R.W., Burke,K.P. Willett,W.C. and MacMahon,B. (1994) Lactation and a reduced risk of pre-menopausal breast cancer. New Engl. J. Med., 330, 81-87.
50. Palmer,J.R , Rosenberg,L., Clarke,E.A., Stolley,P.D., Warshauer,M.E., Zauber. A.G. and Shapiro,S (1991) Breast cancer and cigarette smoking: a hypothesis. Am J. Epidemiol, 134, 1-13.
51. Petrakis,N.L., Maack,C.A. Lee,R.S. and Lyon,M. (1980) Mutagenic activity in nipple aspirates of human breast fluid. Cancer Res., 40, 188-189.
52. Phillips,D.H. (1983) Fifty years of benzo[a]pyrene. Nature, 303, 468-472.
53. Pieraccini,G., Luceri,F. and Moneti,G. (1992) New gas Chromatographic/ mass spectrometry method for the quantitative analysis of primary aromatic amines in main- and sidestream cigarette smoke, Rapid Commun. Mass Spectrom., 6, 406-409.
54. RamaKrishna,N.V.S., Li,K.-M., Rogan,E.G., Cavalieri,E. L., George,M., Cerny,R.L. and Gross,M.L. (1993) Adducts of 6-methylbenzo[a]pyrene and 6-fluorobenzo[a]pyrene formed by electrochemical oxidation in the presence of deoxyribonucleosides. Chem. Res. Toxicol., 6, 837-845.
55. Reiter,B. and Perraudin,J.-P. (1991) Lactoperoxidase: biological functions. In Everse, J., Everse,K.E. and Grisham,M.B (eds), Peroxidases in Chemistry and Biology, vol. I. CRC Press, Boca Raton, FL, pp. 143-197.
56. Ritter,C.L. and Malejka-Giganti,D. (1982) Mixed function oxidase in the mammary gland and liver microsomes of lactating rats. Biochem. Pharmacol., 31, 239-247.
57. Russo,J., Gusterson,B.A., Rogers,A.E., Russo,I.H., Wellings,S.R. and van Zwieten,J. (1990) Biology of disease.Comparative study of human and rat mammary tumorigenesis. Lab. Invest., 62, 244-278.
58. Sipe,H.J., Jr, Jordan,S.J., Hanna,P.M. and Mason,R.P. (1994) The metabolism of 17-β-estradiol by lactoperoxidase: a possible source of oxidative stress in breast cancer. Carcinogenesis, 15, 2637-2643.
59. Skipper,P.L. and Tannenbaum,S.R. (1994) Molecular dosimetry of aromatic amines in human populations. Environ. Hlth Perspect., 102 (Suppl. 6), 17-21.
60. Snyderwine,E.G. (1994) Some perspectives on the nutritional aspects of breast cancer research. Food-derived heterocyclic amines as etiologic agents in human mammary cancer. Cancer, 74, (Suppl. 3), 1070-1077.
61. Thomas,E.L. (1985) Bacterial hydrogen peroxide production. In Pruitt,K.M. and Tenovuo,J.O. (eds). The Lactoperoxidase System: Chemistry and Biological Significance. Marcel Dekker, New York, pp. 179-202.
62. Thomas,E.L., Bozeman,P.M. and Learn,D.B. (1991) Lactoperoxidase: structure and catalytic properties. In Everse,J., Everse,K.E. and Grisham,M.B. (eds), Peroxidases in Chemistry and Biology, vol. I, CRC Press, Boca Raton, FL, pp 123-142.
63. Thomas,J.A., Ebster,D.J.T and Williamson,M.E.R. (1993) Letter to the editor. Br. Med. J., 307, 1146.
64. Vineis,P. (1994) Epidemiology of cancer from exposure to arylamines. Environ. Hlth Perspect., 102 (Suppl. 6), 7-10.
65. Weber, W. W. and Hein,D.W. (1985) N-acetylation pharmacogenetics. Pharmacol. Rev., 37, 25-79.
66. Yoshida,S. and Ye,X. (1992) The binding ability of bovine milk caseins to mutagenic heterocyclic amines. J. Dairy Sci., 75, 958-961.