Abstract
Reactive oxygen species (ROS), including Superoxide anion, hydrogen peroxide (H2O2), hydroxyl radical, and singlet oxygen, may play an important role in promoting aging and neoplastic transformation (reviewed in Breimer, 1990; Floyd, 1990; Halliwell and Gutteridge, 1990; Piette, 1991; Ames et al., 1993; Guyton and Kensler, 1993; Nohl, 1993). Part of this role may be mediated by ROS-induced DNA mutations at critical sites. ROS, which are produced by any oxidative stress, are known to cause promutagenic damage due to a direct interaction of hydroxyl radicals and singlet oxygen with DNA (Breimer, 1990). ROS can be produced by a variety of exogenous and intracellular mechanisms, including ionizing radiation, cigarette smoke, air pollutants, toxins, UV light, inflammation, and intracellular metabolism (Guyton and Kensler, 1993). Ames (1987) has estimated that each human cell sustains an average of 103 “oxidative hits” each day.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
Ames, B. N. (1987). Oxidative DNA damage, cancer, and aging. Ann. Intern. Med. 107:526–545.
Ames, B. N., Shigenaga, M. K., and Hagen, T. M. (1993). Oxidants, antioxidants, and the degenerative diseases of aging, Proc. Natl. Acad. Sci. USA 90:7915–7922.
Aruoma, O. L, Halliwell, B., Gajewski, E., and Dizaroglu, M. (1991), Copper-ion-dependent damage to the bases in DNA in the presence of hydrogen peroxide. Biochem. J. 273:601–604.
Boiteux, S. (1993). Properties and biological functions of the NTH and FPG proteins of Escherichia coli; two DNA glycosylases that repair oxidative damage in DNA. J. Photochem. Photobiol. B Biol. 19:87–96.
Boveris, A. (1977). Mitochondrial production of Superoxide radical and hydrogen peroxide. Adv. Exp. Med. Biol 75:67–82.
Breimer, L. H. (1990). Molecular mechanisms of oxygen radical carcinogenesis and mutagenesis: The role of DNA base damage. Mol. Carcinogen. 3:188–197.
Bryan, S. E., and Frieden, E. (1967). Interaction of copper(II) with deoxyribunucleic acid below 30 degrees. Biochemistry 6:2728–2734.
Cheeseman, K. H., and Slater, T. F. (1993). An introduction to free radical biochemistry. Br. Med. Bull. 49:481–493.
Chevion, M. (1988). A site-specific mechanism for free radical induced biological damage: The essential role of redox-active transition metals. J. Free Radicals Biol. Med. 5:27–37.
Church, G. M., and Gilbert, W. (1984). Genomic sequencing. Proc. Nati Acad. Sci. USA 81:1991–1995.
Dizdaroglu, M. (1991). Chemical determination of free radical-induced damage to DNA. J. Free Radicals Biol. Med. 10:225–242.
Dizdaroglu, M. (1992). Oxidative damage to DNA in mammalian chromatin. Mutat. Res. 275:331–342.
Dizdaroglu, M., Rao, G., Halliwell, B., and Gajewski, E. (1991a). Damage to the DNA bases in mammalian chromatin by hydrogen peroxide in the presence of ferric and cupric ions. Arch. Biochem. Biophys. 285:317–324.
Dizdaroglu, M., Nackerdien, Z., Chao, B.-C, Gajewski, E., and Rao, G. (1991b). Chemical nature of in vivo DNA base damage in hydrogen peroxide-treated mammalian cells. Arch. Biochem. Biophys. 268:388–390.
Doetsch, P. W., and Cunningham, R. P. (1990). The enzymology of apurinic/apyrimidinic endonucleases. Mutat. Res. 236:173–201.
Drouin, R., Rodriguez, H., Gao, S., Gebreyes, Z., O’Connor, T. R., Holmquist, G. P., and Akman, S. A. (1996). Cupric ion/ascorbate/H2O2-induced DNA damage: DNA-bound copper ion primarily induces base modifications. Free Rad. Biol. Med., in press.
Floyd, R. A. (1990). Role of oxygen free radicals in carcinogenesis and brain ischemia. FASEB J. 4:2587–2597.
Floyd, R. A., Watson, J. J., Harris, J., West, M., and Wong, P. K. (1986). Formation of 8-hydroxy-deoxyguanosine, hydroxyl free radical adduct of DNA in granulocytes exposed to tumor promoter, tetradeconyl phorbol-acetate. Biochem. Biophys. Res. Commun. 137:841–846.
Floyd, R. A., West, M. S., Eneff, K. L., Hogsett, W. E., and Tingey, D. T. (1988). Hydroxyl free radical mediated formation of 8-hydroxyguanine in isolated DNA. Arch. Biochem. Biophys. 262:266–272.
Geierstanger B. H., Kagawa, T. F., Chen, S.-L., Quigley, G. J., and Ho, P. S. (1991). Base-specific binding of copper(II) to Z-DNA. J. Biol. Chem. 266:20185–20191.
Goldstein, S., and Czapski, G. (1986). The role and mechanism of metal ions and their complexes in enhancing damage in biological systems or in protecting these systems from toxicity of O-2. J. Free Radical Biol. Med. 2:3–11.
Guyton, K. Z., and Kensler, T. W. (1993). Oxidative mechanisms in carcinogenesis. Br. Med. Bull. 49:523–544.
Halliwell, B., and Aruoma, O. I. (1991). DNA damage by oxygen-derived species. FEBS Lett. 281:9–19.
Halliwell, B., and Gutteridge, J. M. C. (1990). Role of free radicals and catalytic metal ions in human disease: An overview. Methods Enzymol. 186:1–85.
Hatahet, Z., Kow, Y. W, Purmal, A. A., Cunningham, R. P., and Wallace, S. S. (1994). New substrates for old enzymes. 5-hydroxy-2′-deoxycytidine and 5-hydroxy-2′-deoxyuridine are substrates for Escherichia coli endonuclease III and formamidopyrimidine DNA N-glycosylase, while 5-hydroxy-2′-deoxyuridine is a substrate for uracil DNA N-glycosylase. J. Biol. Chem. 269:18814–18820.
Izatt, R. M., Christensen, J. J., and Rytting, J. H. (1971). Sites and thermodynamic quantities associated with proton and metal ion interaction with ribonucleic acid, deoxyribonucleic acid, and their constituent bases, nucleosides, and nucleotides. Chem. Rev. 71:439–457.
John, D. C. A., and Douglas, K. T. (1989). Apparent sequence preference in cleavage of linear B-DNA by the Cu(II):thiol system. Biochem. Biophys. Res. Commun. 165:1235–1242.
Kagawa, T. F., Geierstanger, B. H., Wang, H.-J., and Ho, P. S. (1991). Covalent modification of guanine bases in double-stranded DNA. J. Biol. Chem. 266:20175–20184.
Kasai, H., Crain, P. F, Kuchino, Y, Nishimura, S., Ootsuyama, A., and Tanooka, H. (1986). Formation of 8-hydroxyguanine moiety in cellular DNA by agents producing oxygen radicals and evidence for its repair. Carcinogenesis 7:1849–1851.
Kazakov, S. A., Astashkina, T. G., Mamaev, S. V., and Vlassov, V. V. (1988). Site-specific cleavage of single-stranded DNAs at unique sites by a copper-dependent redox reaction. Nature 335:186–188.
Maniatis, T., Fritsch, E. F, and Sambrook, J. (1982). Molecular Cloning: A Laboratory Manual, Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY.
Masarwa, M., Cohen, H., Meyerstein, D., Hickman, D. L., Bakac, A., and Espenson, J. H. (1988). Reactions of low-valent transition-metal complexes with hydrogen peroxide. Are they “Fenton-like” or not? 1. The case of Cu+ and Cr2+. J. Am. Chem. Soc. 110:4293–4297.
Maxam, A. M., and Gilbert, W. (1980). Sequencing end-labeled DNA with base-specific chemical cleavages. Methods Enzymol. 65:499–560.
Milne, L., Nicotera, P., Orrenius, S., and Burkitt, M. J. (1993). Effects of glutathione and chelating agents on copper-mediated DNA oxidation: Pro-oxidant properties of glutathione. Arch. Biochem. Biophys. 304:102–109.
Minchekova, L. E., and Ivanov, V. I. (1967). Influence of reductants upon optical characteristics of the DNA-Cu2+ complex. Biopolymers 5:615–625.
Mueller, P. R., and Wold, B. (1989). In vivo footprinting of a muscle specific enhancer by ligation-mediated PCR. Science 246:780–786.
Mueller, P. R., and Wold, B. (1991). Ligation mediated PCR:Applications to genomic footprinting. Methods 2:20–31.
Nohl, H. (1993). Involvement of free radicals in ageing: A consequence or cause of senescence. Br. Med. Bull 49:653–667.
Pezzano, H., and Podo, F. (1980). Structure of binary complexes of mono-and polynucleotides with metal ions of the first transition group. Chem. Rev. 80:366–401.
Pfeifer, G. P., and Riggs, A. A. (1991). Chromatin differences between active and inactive X chromosomes revealed by genomic footprinting of permeabilized cells using DNase I and ligation-mediated PCR. Genes Dev. 5:1102–1113.
Pfeifer, G. P., and Riggs, A. D. (1993a). Genomic footprinting by ligation mediated polymerase chain reaction, in:PCR Protocols: Current Methods and Applications (B. White, ed.), Humana Press, Totowa, NJ, pp. 153–168.
Pfeifer, G. P., and Riggs, A. D. (1993b). Genomic sequencing, in:DNA Sequencing Protocols (A. Griffin and H. Griffin, eds.), Humana Press, Totowa, NJ, pp. 169–181.
Pfeifer, G. P., Steigerwald, S. D., Mueller, P. R., Wold, B., and Riggs, A. D. (1989). Genomic sequencing and methylation analysis by ligation mediated of PCR. Science 246:810–813.
Pfeifer, G. P., Drouin, R., and Holmquist, G. P. (1993a). Detection of DNA adducts at the DNA sequence level by ligation-mediated PCR. Mutat. Res. 288:39–46.
Pfeifer, G. P., Singer-Sam, J., and Riggs, A. D. (1993b). Analysis of methylation and chromatin structure. Methods Enzymol. 225:567–583.
Piette, J. (1991). Biological consequences associated with DNA oxidation mediated by singlet oxygen. J. Photochem. Photobiol. B Biol. 11:241–260.
Priitz, W. A., Butler, J., and Land, E. J. (1990). Interaction of copper(I) with nucleic acids. Int. J. Radiat. Biol. 58:215–234.
Rodriguez, H., Drouin, R., Holmquist, G. P., O’Connor, T. R., Boiteux, S., Laval, J., Doroshow, J. H., and Akman, S. A. (1995). Mapping of copper/hydrogen peroxide-induced DNA damage at nucleotide resolution in human genomic DNA by ligation-mediated PCR. J. Biol. Chem. 270:17633–17640.
Rodriguez, H., Drouin, R., Holmquist, G. P., and Akman, S. (1996). Repair of a hydrogen-peroxide-induced in vivo footprint in the human hypoxia-inducible factor 1 binding site of the PGK1 gene (unpublished).
Rychlik, W., and Rhoads, R.-E. (1989). A computer program for choosing optimal oligonucleotides for filter hybridization, sequencing and in vitro amplification of DNA. Nucleic Acids Res. 17:8543–8551.
Sagripanti, J.-L., and Kraemer, K. H. (1989). Site-specific oxidative DNA damage at polyguanosines produced by copper plus hydrogen peroxide. J. Biol Chem. 264:1729–1734.
Stoewe, R., and Priitz, W. A. (1987). Copper-catalyzed DNA damage by ascorbate and hydrogen peroxide: Kinetics and yield. J. Free Radicals Biol. Med. 3:97–105.
Wallace, S. S. (1988). AP endonucleases and DNA glycosylases that recognize oxidative DNA damage. Environ. Mol. Mutagen. 12:431–477.
Yamamoto, K., and Kawanishi, S. (1989). Hydroxyl free radical is not the main active species in site-specific DNA damage induced by copper(II) ion and hydrogen peroxide. J. Biol. Chem. 264:15435–15440.
Yamamoto, K., and Kawanishi, S. (1992). Site-specific DNA damage by phenylhydrazine and phenelzine in the presence of Cu(II) ion or Fe(III) complexes: Roles of active oxygen species and carbon radicals. Chem. Res. Toxicol. 5:440–446.
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1996 Springer Science+Business Media New York
About this chapter
Cite this chapter
Drouin, R., Rodriguez, H., Holmquist, G.P., Akman, S.A. (1996). Ligation-Mediated PCR for Analysis of Oxidative DNA Damage. In: Pfeifer, G.P. (eds) Technologies for Detection of DNA Damage and Mutations. Springer, Boston, MA. https://doi.org/10.1007/978-1-4899-0301-3_16
Download citation
DOI: https://doi.org/10.1007/978-1-4899-0301-3_16
Publisher Name: Springer, Boston, MA
Print ISBN: 978-1-4899-0303-7
Online ISBN: 978-1-4899-0301-3
eBook Packages: Springer Book Archive