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In order to elucidate some aspects of the mechanism of radical-induced strand break formation in DNA, the γ-radiolysis of N 2 O-saturated aqueous solutions of 2′-deoxycytidine-5′-phosphate has been studied as a model system. At pH 4 it has been observed that upon OH attack at the sugar moiety phosphate (G ≈ 0.6) and cytosine (G = 1) are released and the following cytosine-free sugars are formed: 2,5-dideoxypentos-3,4-diulose, 1 (G = O.2 2 ), 2-deoxy-pentos-4-ulose, 2 (G = 0.1 8 ), 2-deoxy-pentos-4-ulose-5-phosphate, 3 (G=0.06), 2-deoxypentonic acid-5-phosphate and its lactone, 5 (G ≈ 0.5). Some 2-deoxyribose-5-phosphate, 4 is also formed.

γ-Radiolysis of 2′-Deoxycytidine-5′-phosphate in Deoxygenated Aqueous Solutions. OH Radical-Induced Alterations at the Sugar Moiety