Isolation and Characterization of the Radiation-Induced Degradation Products of 2′-Deoxyguanosine in Oxygen-Free Aqueous Solutions

Abstract

The bulk of the radiation-induced degradation products of 2′-deoxyguanosine in oxygen-free aqueous solution have been separated by high performance liquid chromatography and charac­terized by various spectroscopic techniques including fast atom bombardment mass spectrometry, 1 H NMR and circular dichroism. The two main decomposition products result from the opening of the imidazole ring and further rearrangement of the sugar moiety. In addition, the formation of six other nucleosides was shown to involve sugar radicals with subsequent epimerization, re­arrangement or cyclization reactions.