Mechanism of site-specific DNA damage induced by ozone

Mutation Research - Genetic Toxicology and Environmental Mutagenesis

Volumn 585, Issue 1-2, 2005, Pages 60-70

  Ito, Kimiko ^a   Inoue, Sumiko ^b   Hiraku, Yusuke ^c   Kawanishi, Shosuke ^c  

^a Tsu City College   (Japan)

^b KYOTO UNIVERSITY   (Japan)

^c MIE UNIVERSITY   (Japan)

Author keywords

8 Oxo 7,8 dihydro 2 deoxyguanosine; DNA damage; Hydroxyl radicals; Inflammation; Ozone; Singlet oxygen

Indexed keywords

5,5 DIMETHYL 1 PYRROLINE 1 OXIDE; BUFFER; DNA FRAGMENT; DOUBLE STRANDED DNA; GUANINE; HYDROXYL RADICAL; OXYGEN; OZONE; PIPERIDINE; SINGLE STRANDED DNA; THYMINE;

ARTICLE; CATTLE; CHEMOLUMINESCENCE; DECOMPOSITION; DENATURATION; DNA CLEAVAGE; DNA DAMAGE; DOSE RESPONSE; ELECTRON SPIN RESONANCE; FLUORESCENCE; NONHUMAN; PRIORITY JOURNAL; THYMUS;

ANIMALS; CATALASE; CATTLE; CHEMILUMINESCENT MEASUREMENTS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DEOXYGUANOSINE; DNA; DNA DAMAGE; ELECTRON SPIN RESONANCE SPECTROSCOPY; FREE RADICAL SCAVENGERS; GENES, RAS; HUMANS; HYDROXYL RADICAL; OZONE; PHOSPHORUS RADIOISOTOPES; SUPEROXIDE DISMUTASE;

EID: 22144496815     PISSN: 13835718     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.mrgentox.2005.04.004     Document Type: Article

References (53)

1. W.L. Beeson, D.E. Abbey, and S.F. Knutsen Long-term concentrations of ambient air pollutants and incident lung cancer in California adults: results from the AHSMOG study. Adventist Health Study on Smog Environ. Health Perspect. 106 1998 813 823
2. A. Andersen, L. Barlow, A. Engeland, K. Kjaerheim, E. Lynge, and E. Pukkala Work-related cancer in the Nordic countries Scand. J. Work Environ. Health 25 Suppl. 2 1999 1 116
3. C. Hassett, M.G. Mustafa, W.F. Coulson, and R.M. Elashoff Murine lung carcinogenesis following exposure to ambient ozone concentrations J. Natl. Cancer Inst. 75 1985 771 777
4. J.A. Last, D.L. Warren, E. Pecquet-Goad, and H. Witschi Modification by ozone of lung tumor development in mice J. Natl. Cancer Inst. 78 1987 149 154
5. R.A. Herbert, J.R. Hailey, S. Grumbein, B.J. Chou, R.C. Sills, J.K. Haseman, T. Goehl, R.A. Miller, J.H. Roycroft, and G.A. Boorman Two-year and lifetime toxicity and carcinogenicity studies of ozone in B6C3F1 mice Toxicol. Pathol. 24 1996 539 548
6. K. Victorin Review of the genotoxicity of ozone Mutat. Res. 277 1992 221 238
7. S.F. Ferng, C.E. Castro, A.A. Afifi, E. Bermudez, and M.G. Mustafa Ozone-induced DNA strand breaks in guinea pig tracheobronchial epithelial cells J. Toxicol. Environ. Health 51 1997 353 367
8. M.Y. Kim, Y.C. Kim, and M.H. Cho Combined treatment with 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone and dibutyl phthalate enhances ozone-induced genotoxicity in B6C3F1 mice Mutagenesis 17 2002 331 336
9. J. Bornholdt, M. Dybdahl, U. Vogel, M. Hansen, S. Loft, and H. Wallin Inhalation of ozone induces DNA strand breaks and inflammation in mice Mutat. Res. 520 2002 63 71
10. S.A. Jorge, C.F. Menck, H. Sies, M.R. Osborne, D.H. Phillips, A. Sarasin, and A. Stary Mutagenic fingerprint of ozone in human cells DNA Repair (Amst.) 1 2002 369 378
11. T.J. Cheng, H.P. Kao, C.C. Chan, and W.P. Chang Effects of ozone on DNA single-strand breaks and 8-oxoguanine formation in A549 cells Environ. Res. 93 2003 279 284
12. S. Pacini, L. Giovannelli, M. Gulisano, B. Peruzzi, G. Polli, V. Boddi, M. Ruggiero, C. Bozzo, F. Stomeo, G. Fenu, S. Pezzatini, V. Pitozzi, and P. Dolara Association between atmospheric ozone levels and damage to human nasal mucosa in Florence, Italy Environ. Mol. Mutagen. 42 2003 127 135
13. T.I. Fortoul, M. Valverde, M.C. Lopez, M.R. Avila-Costa, M.C. Avila-Casado, P. Mussali-Galante, A. Gonzalez-Villalva, E. Rojas, and P. Ostrosky-Shejet Genotoxic differences by sex in nasal epithelium and blood leukocytes in subjects residing in a highly polluted area Environ. Res. 94 2004 243 248
14. R.C. Sills, H.L. Hong, A. Greenwell, R.A. Herbert, G.A. Boorman, and T.R. Devereux Increased frequency of K-ras mutations in lung neoplasms from female B6C3F1 mice exposed to ozone for 24 or 30 months Carcinogenesis 16 1995 1623 1628
15. M.A. Mehlman, and C. Borek Toxicity and biochemical mechanisms of ozone Environ. Res. 42 1987 36 53
16. W.A. Pryor, G.L. Squadrito, and M. Friedman The cascade mechanism to explain ozone toxicity: the role of lipid ozonation products Free Radic. Biol. Med. 19 1995 935 941
17. P. Wentworth Jr., J.E. McDunn, A.D. Wentworth, C. Takeuchi, J. Nieva, T. Jones, C. Bautista, J.M. Ruedi, A. Gutierrez, K.D. Janda, B.M. Babior, A. Eschenmoser, and R.A. Lerner Evidence for antibody-catalyzed ozone formation in bacterial killing and inflammation Science 298 2002 2195 2199
18. P. Wentworth Jr., A.D. Wentworth, X. Zhu, I.A. Wilson, K.D. Janda, A. Eschenmoser, and R.A. Lerner Evidence for the production of trioxygen species during antibody-catalyzed chemical modification of antigens Proc. Natl. Acad. Sci. U.S.A. 100 2003 1490 1493
19. F. Balkwill, and A. Mantovani Inflammation and cancer: back to Virchow? Lancet 357 2001 539 545
20. L.M. Coussens, and Z. Werb Inflammation and cancer Nature 420 2002 860 867
21. H. Ohshima, M. Tatemichi, and T. Sawa Chemical basis of inflammation-induced carcinogenesis Arch. Biochem. Biophys. 417 2003 3 11
22. 2 and other atmospheric gases by ozone in aqueous solution Nature 240 1972 105 106
23. K. Ishizaki, N. Shinriki, and T. Ueda Degradation of nucleic acids with ozone. V. Mechanism of action of ozone on deoxyribonucleoside 5′-monophosphates Chem. Pharm. Bull. (Tokyo) 32 1984 3601 3606
24. K. Ito, K. Yamamoto, and S. Kawanishi Manganese-mediated oxidative damage of cellular and isolated DNA by isoniazid and related hydrazines: non-Fenton-type hydroxyl radical formation Biochemistry 31 1992 11606 11613
25. D.J. Capon, E.Y. Chen, A.D. Levinson, P.H. Seeburg, and D.V. Goeddel Complete nucleotide sequences of the T24 human bladder carcinoma oncogene and its normal homologue Nature 302 1983 33 37
26. A.M. Maxam, and W. Gilbert Sequencing end-labeled DNA with base-specific chemical cleavages Meth. Enzymol. 65 1980 499 560
27. H. Kasai, S. Nishimura, Y. Kurokawa, and Y. Hayashi Oral administration of the renal carcinogen, potassium bromate, specifically produces 8-hydroxydeoxyguanosine in rat target organ DNA Carcinogenesis 8 1987 1959 1961
28. K. Ito, S. Inoue, K. Yamamoto, and S. Kawanishi 8-Hydroxydeoxyguanosine formation at the 5′ site of 5′-GG-3′ sequences in double-stranded DNA by UV radiation with riboflavin J. Biol. Chem. 268 1993 13221 13227
29. S. Inoue, and S. Kawanishi Hydroxyl radical production and human DNA damage induced by ferric nitrilotriacetate and hydrogen peroxide Cancer Res. 47 1987 6522 6527
30. R. Nilsson, and D.R. Kearns Role of singlet oxygen in some chemiluminescence and enzyme oxidation reactions J. Phys. Chem. 78 1974 1681 1683
31. C. Foote Detection of singlet oxygen in complex system: a critique W. Caughey Biochemical and Clinical Aspects of Oxygen 1979 Academic Press New York 601 626
32. G.R. Buetner Spin trapping: ESR parameters of spin adducts Free Radic. Biol. Med. 3 1987 259 304
33. J. Hoigne, and H. Bader Ozonation of water: role of hydroxyl radical as oxidizing intermediates Science 190 1975 782 784
34. 4 as chain intermediates J. Phys. Chem. 88 1984 5999 6004
35. L. Fornl, D. Bahnemann, and E.J. Hart Mechanism of the hydroxide ion initiated decomposition of ozone in aqueous solution J. Phys. Chem. 86 1982 255 259
36. W.A. Pryor, D.H. Giamalva, and D.F. Church Kinetics of ozonation. 2. Amino acids and model compounds in water and comparisons to rates in nonpolar solvents J. Am. Chem. Soc. 106 1984 7094 7100
37. P. Neta, R.E. Huie, and A.B. Ross Rate constants for reactions of inorganic radicals in aqueous solution J. Phys. Chem. Ref. Data 17 1988 1027 1284
38. -) in aqueous solution J. Phys. Chem. Ref. Data 17 1988 513 817
39. K. Sawadaishi, K. Miura, E. Ohtsuka, T. Ueda, N. Shinriki, and K. Ishizaki Structure- and sequence-specificity of ozone degradation of supercoiled plasmid DNA Nucl. Acids Res. 14 1986 1159 1169
40. 32P-DNA labeling and thin-layer chromatography technique to measure DNA environmental biomarkers Arch. Environ. Health 49 1994 25 36
41. C.J. Burrows, and J.G. Muller Oxidative nucleobase modifications leading to strand scission Chem. Rev. 98 1998 1109 1151
42. S. Kawanishi, S. Inoue, S. Sano, and H. Aiba Photodynamic guanine modification by hematoporphyrin is specific for single-stranded DNA with singlet oxygen as a mediator J. Biol. Chem. 261 1986 6090 6095
43. S. Kawanishi, S. Inoue, and S. Sano Mechanism of DNA cleavage induced by sodium chromate(VI) in the presence of hydrogen peroxide J. Biol. Chem. 261 1986 5952 5958
44. S.D. Bruner, D.P. Norman, and G.L. Verdine Structural basis for recognition and repair of the endogenous mutagen 8-oxoguanine in DNA Nature 403 2000 859 866
45. H. Maki, and M. Sekiguchi MutT protein specifically hydrolyses a potent mutagenic substrate for DNA synthesis Nature 355 1992 273 275
46. K. Kino, I. Saito, and H. Sugiyama Product analysis of GG-specific photooxidation of DNA via electron transfer: 2-aminoimidazolone as a major guanine oxidation product J. Am. Chem. Soc. 120 1998 7373 7374
47. J.W. Park, and R.A. Floyd Lipid peroxidation products mediate the formation of 8-hydroxydeoxyguanosine in DNA Free Radic. Biol. Med. 12 1992 245 250
48. N. Ma, Y. Adachi, Y. Hiraku, N. Horiki, S. Horiike, I. Imoto, S. Pinlaor, M. Murata, R. Semba, and S. Kawanishi Accumulation of 8-nitroguanine in human gastric epithelium induced by Helicobacter pylori infection Biochem. Biophys. Res. Commun. 319 2004 506 510
49. S. Pinlaor, N. Ma, Y. Hiraku, P. Yongvanit, R. Semba, S. Oikawa, M. Murata, B. Sripa, P. Sithithaworn, and S. Kawanishi Repeated infection with Opisthorchis viverrini induces accumulation of 8-nitroguanine and 8-oxo-7,8-dihydro-2′-deoxyguanine in the bile duct of hamsters via inducible nitric oxide synthase Carcinogenesis 25 2004 1535 1542
50. X. Ding, Y. Hiraku, N. Ma, T. Kato, K. Saito, M. Nagahama, R. Semba, K. Kuribayashi, and S. Kawanishi Inducible nitric oxide synthase-dependent DNA damage in mouse model of inflammatory bowel disease Cancer Sci. 96 2005 157 163
51. P. Wentworth Jr., J. Nieva, C. Takeuchi, R. Galve, A.D. Wentworth, R.B. Dilley, G.A. DeLaria, A. Saven, B.M. Babior, K.D. Janda, A. Eschenmoser, and R.A. Lerner Evidence for ozone formation in human atherosclerotic arteries Science 302 2003 1053 1056
52. Q. Zhang, E.T. Powers, J. Nieva, M.E. Huff, M.A. Dendle, J. Bieschke, C.G. Glabe, A. Eschenmoser, P. Wentworth Jr., R.A. Lerner, and J.W. Kelly Metabolite-initiated protein misfolding may trigger Alzheimer's disease Proc. Natl. Acad. Sci. U.S.A. 101 2004 4752 4757
53. A. Saxon, and D. Diaz-Sanchez Air pollution and allergy: you are what you breathe Nat. Immunol. 6 2005 223 226