Kinetics and spectral properties of electron adducts of 2′-deoxyinosine: a comparison with other purine nucleosides

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Abstract
The heteroatom-protonated electron adducts of 2′-deoxyinosine formed following rapid protonation of the initially-produced radical anions in neutral solution exhibit a broad peak around 310 nm. In neutral solutions, these radicals transform spontaneously, in a slow process (k 2 × 104 s–1), into C-protonated adducts. This reaction is catalysed by OH– and the absorption changes at 350 nm vs. pH consist of two types of pKa curve. The transformation rates in 2′-deoxyinosine are somewhat higher than those found for inosine and are in accord with the yields of MV˙+. The spectrum at pH 13.5 closely resembles the H-adduct spectrum recorded at neutral pH. This spectrum with ε315= 5900 and ε350= 4400 dm3 mol–1 cm–1 is assigned to the C-8 protonated adducts. This study suggests that the heteroatomprotonated and C-2 protonated electron adducts of 2′-deoxyinosine are probably less stable than the corresponding radicals of inosine.

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