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ChemInform Abstract: Structure and Acid‐Base Properties of One‐Electron‐Oxidized Deoxyguanosine, Guanosine, and 1‐Methylguanosine.

L. P. Candeias, Steen Steenken

Abstract

Abstract The title compounds (I) react in aqueous solution with SO·‐ 4 with nearly diffusion‐controlled rates and with Br·‐ 2 with rate constants close to ca. 5·107 M‐1 s‐1 The resulting radical cations have pKa values of 3.9 ((Ia), (Ib)) and 4.7 ((Ic)), so that at pH 7 the products of one‐electron oxidation are neutral radicals, formed by deprotonation.

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Key concepts: Chemistry, Guanosine, Deprotonation, Radical, Deoxyguanosine, Aqueous solution, Reaction rate constant, Base (topology)