Hydroxyl radical thymine oxidation

Figure 3.2 Hydroxyl radical-mediated oxidation of the thymine moiety in DNA.

Hydroxyl radical-mediated thymine oxidation products. 976... 

Davies MJ, Gilbert BC, Norman ROC (1984) Electron spin resonance, part 67. Oxidation of aliphatic sulphides and sulphoxides by the sulphate radical anion (S04 ) and of aliphatic radicals by the peroxydisulphate anion S Os2 ). J Chem Soc Perkin Trans 2 503-509 Dizdaroglu M, Gajewski E, Reddy P, Margolis SA (1989) Structure of a hydroxyl radical induced DNA-protein cross-link involving thymine and tyrosine in nucleohistone. Biochemistry 28 3625-3628... 

Roots R, Chatterjee A, Blakely E, Chang P, Smith K, Tobias C (1982) Radiation responses in air-, nitrous oxide-, and nitrogen-saturated mammalian cells. Radiat Res 92 245-254 Roots R, Chatterjee A, Chang P, Lommel L, Blakely EA (1985) Characterization on hydroxyl radical-induced damage after sparsely and densely ionizing irradiation. Int J Radiat Biol 47 157-166 Roti Roti JL, Cerutti PA (1974) Gamma-ray induced thymine damage in mammalian cells. Int J Radiat Biol 25 413-417... 

Labet, V., Morell, C., Grand, A., Cadet, J., Cimino, P., and Barone, V. (2008) Formation of cross-linked adducts between guanine and thymine mediated by hydroxyl radical and one-electron oxidation a theoretical study. Org. Biomol. Chem., 6, 3300-3305. 

In vivo, thymine glycol may be one of the most interesting biomarkers of non-enzymatic aromatic hydroxylation, for it can be detected by non-invasive analysis of urine [46], As shown in the upper part of Fig. 2, the one-electron reductive cleavage observed in the Fenton reaction can be extended to alkyl hydroperoxides, ROOH, yielding alkoxyl radicals, RO , whose oxidizing power, although smaller than that of OH , is still considerable [20,24,47] ... 

---