Oxidative damage to DNA constituents by iron-mediated Fenton reactions: the deoxyadenosine family

References

• Aruoma, O.I. , Halliwell, B. , Gajewski, E. , and Dizdaroglu, M. , 1989. Damage to the bases in DNA induced by hydrogen peroxide and ferric ion chelates , Journal of Biological Chemistry 264 (1989), pp. 20509–20512.
   PubMed Web of Science ®Google Scholar
• Cadet, J. , and Berger, M. , 1985. Radiation-induced decomposition of the purine bases within DNA and related model compounds , International Journal of Radiation Biology 47 (1985), pp. 127–143.
   Web of Science ®Google Scholar
• Cadet, J. , Douki, T. , Ravanat, J.-L. , and Di Mascio, P. , 2009. Effects of solar radiation on cellular DNA , Photochemistry Photobiology Science 8 (2009), pp. 903–911.
   PubMed Web of Science ®Google Scholar
• Cadet, J. , Ravanat, J.-L. , Martinez, G.R. , Medeiros, M.H.G. , and Di Mascio, P. , 2006. Singlet oxygen oxidation of isolated and cellular DNA: Product formation and mechanistic insights , Photochemistry Photobiology 82 (2006), pp. 1219–1225.
   PubMed Web of Science ®Google Scholar
• Cavalieri, L.F. , Bendich, A. , Tinker, J.F. , and Brown, G.B. , 1948. Ultraviolet absorption spectra of purines, pyrimidines and triazolopyrimidines , Journal of American Chemical Society 70 (1948), pp. 3875–3880.
   PubMed Web of Science ®Google Scholar
• Chattopadhyaya. (2012). Oxidative damage to DNA constituents by iron-mediated Fenton reactions: The thymidine family. Manuscript in preparation..
   Google Scholar
• Cohn, C.A. , Fisher, S.C. , Brownawell, B.J. , and Schoonen, M.A.A. , 2010. Adenine oxidation by pyrite-generated hydroxyl radicals , Geochemical Transactions 11 (2010), p. 2. DOI: 10.1186/1467-4866-11-2
   PubMed Web of Science ®Google Scholar
• Conlay, J.J. , 1963. Effect of ionizing radiation on adenine in aerated and de-aerated aqueous solutions , Nature 197 (1963), pp. 555–557.
   Web of Science ®Google Scholar
• Daniels, M. , Scholes, G. , and Weiss, J. , 1955. Studies on the action of X-rays on aqueous solutions on nucleic acid and some nucleotides , Experientia 11 (1955), pp. 219–221.
   PubMedGoogle Scholar
• D’Errico, M. , Parlanti, E. , Teson, M. , Degan, P. , Lemma, T. , Calcagnile, A. , …, , and Dogliotti, E. , 2007. The role of CSA in the response to oxidative DNA damage in human cells , Oncogene 26 (2007), pp. 4336–4343.
   PubMed Web of Science ®Google Scholar
• Halliwell, B. , 1991. Reactive oxygen species in living systems: Source, biochemistry, and role in human disease , American Journal of Medicine 91 (3C) (1991), pp. S14–S22.
   PubMed Web of Science ®Google Scholar
• Halliwell, B. , and Gutteridge, J.M. , 1998. Free radicals in biology and medicine . Oxford: Oxford University Press; 1998.
   Google Scholar
• Hems, G. , 1958. Effect of ionising radiation on aqueous solutions of guanylic acid and guanosine , Nature 181 (1958), pp. 1721–1722.
   PubMed Web of Science ®Google Scholar
• Hems, G. , 1960a. Effects of ionising radiation of aqueous solutions of inosine and adenosine , Radiation Research 13 (1960a), pp. 777–787.
   PubMed Web of Science ®Google Scholar
• Hems, G. , 1960b. Effect of ionising radiation upon xanthosine in dilute aqueous solution , Nature 185 (1960b), pp. 525–526.
   PubMed Web of Science ®Google Scholar
• Hendrickson, J.B. , Cram, D.J. , and Hammond, G.S. , 1970. Organic chemistry . New York, NY: McGraw-Hill; 1970, 131.
   Google Scholar
• Henle, E.S. , and Linn, S. , 1997. Formation, prevention, and repair of DNA damage by iron/hydrogen peroxide , Journal of Biological Chemistry 272 (1997), pp. 19095–19098.
   PubMed Web of Science ®Google Scholar
• Henle, E.S. , Luo, Y. , Gassmann, W. , and Linn, S. , 1996. Oxidative damage to DNA constituents by iron-mediated Fenton reactions: The deoxyguanosine family , Journal of Biological Chemistry 271 (1996), pp. 21177–21186.
   PubMed Web of Science ®Google Scholar
• Henle, E.S. , Luo, Y. , and Linn, S. , 1996. Fe2+, Fe3+, and oxygen react with DNA-derived radicals formed during iron-mediated Fenton reactions , Biochemistry 35 (1996), pp. 12212–12219.
   PubMed Web of Science ®Google Scholar
• Ikuta, S. , Chattopadhyaya, R. , and Dickerson, R.E. , 1985. Reverse phase polystyrene column for purification and analysis of DNA oligomers , Analytical Chemistry 56 (1985), pp. 2253–2256.
   Web of Science ®Google Scholar
• Imlay, J.A. , and Linn, S. , 1988. DNA damage and oxygen radical toxicity , Science 240 (1988), pp. 1302–1309.
   PubMed Web of Science ®Google Scholar
• Linn, S. , 1998. DNA damage by iron and hydrogen peroxide in vitro and in vivo , Drug Metabolism Reviews 30 (1998), pp. 313–326.
   PubMed Web of Science ®Google Scholar
• Luo, Y. , Henle, E.S. , Chattopadhyaya, R. , Jin, R. , and Linn, S. , 1994. Detecting DNA damage caused by iron and hydrogen peroxide , Methods in Enzymology 234 (1994), pp. 51–58.
   PubMed Web of Science ®Google Scholar
• Luo, Y. , Henle, E.S. , and Linn, S. , 1996. Oxidative damage to DNA constituents by iron-mediated Fenton reactions: The deoxycytidine family , Journal of Biological Chemistry 271 (1996), pp. 21167–21176.
   PubMed Web of Science ®Google Scholar
• Mariaggi, M. , Cadet, J. , and Teoule, R. , 1976. Cyclisation Radicalaire de la Deosoxy-2′-Adenosine en solution aquese, sous l’effet du Rayonnement Gamma , Tetrahedron 32 (1976), pp. 2385–2387.
   Web of Science ®Google Scholar
• Mariaggi, N. , Teoule, R. , Cadet, J. , Dickie, H. , and Hughes, E. , 1979. A new radiolysis mechanism for 2′-deoxyadenosine in aqueous deaerated solution , Radiation Research 79 (1979), pp. 431–438.
   Web of Science ®Google Scholar
• Maxwell, S.R. , 1995. Prospects for the use of antioxidant therapies , Drugs 49 (1995), pp. 345–361.
   PubMed Web of Science ®Google Scholar
• McCallum, J.E.B. , Kuniyoshi, C.Y. , and Foote, C.S. , 2004. Singlet oxygen oxidation of guanine , Journal of American Chemical Society 126 (2004), pp. 16777–16782.
   PubMedGoogle Scholar
• Mouret, S. , Baudouin, C. , Charveron, M. , Favier, A. , Cadet, J. , and Douki, T. , 2006. Formation of 8-oxodGuo in the DNA of human skin upon exposure to UVA radiation , Proceedings of the National Academy of Sciences USA 103 (2006), pp. 13765–13770.
   PubMed Web of Science ®Google Scholar
• Ponnamperuma, C. , Lemmon, R.M. , and Calvin, M. , 1963. The radiation decomposition of adenine , Radiation Research 18 (1963), pp. 540–551.
   PubMed Web of Science ®Google Scholar
• Rai, P. , Wemmer, D.E. , and Linn, S. , 2005. Preferential binding and structural distortion by Fe2+ at RGGG-containing DNA sequences correlates with enhanced oxidative cleavage at such sequences , Nucleic Acids Research 33 (2005), pp. 497–510.
   PubMed Web of Science ®Google Scholar
• Schmidt, J. , and Borg, D.C. , 1971. Identification of radiation-induced hydrogen-addition radicals in adenine derivatives , Radiation Research 46 (1971), pp. 36–51.
   PubMed Web of Science ®Google Scholar
• Schmidt, J. , and Borg, D.C. , 1976. Free radicals from purine nucleosides after hydroxyl attack , Radiation Research 65 (1976), pp. 220–237.
   PubMed Web of Science ®Google Scholar
• Scholes, G. , and Weiss, J. , 1952. Chemical action of X-rays on nucleic acids and related substances in aqueous system , Journal of Experimental Cellular Research Supplement 2 (1952), pp. 219–241.
   Google Scholar
• Scholes, G. , and Weiss, J. , 1954. Chemical action of the X-rays on nucleic acids and related substances in aqueous systems , Biochemical Journal 56 (1954), pp. 65–72.
   PubMed Web of Science ®Google Scholar
• Stadtman, E.R. , 1992. Protein oxidation and aging , Science 257 (1992), pp. 1220–1224.
   PubMed Web of Science ®Google Scholar
• Stevens, M.A. , and Brown, G.B. , 1958. Purine N-oxides. II. The structure of adenine N-oxide , Journal of American Chemical Society 80 (1958), pp. 2759–2762.
   Web of Science ®Google Scholar
• Timmis, M. , Cooke, I. , and Spickette, R.G.W. , 1957. Ciba foundation symposium on the chemistry and biology of purines . Boston, MA: Little, Brown; 1957, 139.
   Google Scholar
• Valko, M. , Leibfritz, D. , Moncol, J. , Cronin, M.T.D. , Mazur, M. , and Tesler, J. , 2007. Free radicals and antioxidants in normal physiological functions and human disease , International Journal of Biochemistry and Cell Biology 39 (2007), pp. 44–84.
   PubMed Web of Science ®Google Scholar
• van Hemmen, J.J. , 1971. 6-Amino-8-hydroxy-7,8-dihydropurine: Radiation product of adenine , Nature New Biology 231 (1971), pp. 79–80.
   PubMedGoogle Scholar
• van Hemmen, J.J. , and Bleichrodt, J.F. , 1971. The decomposition of adenine by ionizing radiation , Radiation Research 46 (1971), pp. 444–456.
   PubMed Web of Science ®Google Scholar
• Vieira, A.J.S.C. , and Steenken, S. , 1987. Pattern of OH radical reaction with N6,N6-dimethyladenosine. Production of three isomeric OH adducts and their dehydration and ring-opening reactions , Journal of American Chemical Society 109 (1987), pp. 7441–7448.
   Web of Science ®Google Scholar
• von Sonntag, C. , 1987. The chemical basis of radiation biology . New York, NY: Taylor & Francis; 1987.
   Google Scholar
• von Sonntag, C. , Hagen, U. , Schön-Bopp, A. , and Schulte-Frohlinde, D. , 1981. Radiation-induced strand breaks in DNA: Chemical and enzymatic analysis of end groups and mechanistic aspects , Advances in Radiation Biology 9 (1981), pp. 109–142.
   Google Scholar