Journal article

Gas-phase structure and reactivity of the keto tautomer of the deoxyguanosine radical cation

L Feketeová, B Chan, GN Khairallah, V Steinmetz, P Maître, L Radom, RAJ O'Hair

Physical Chemistry Chemical Physics | Published : 2015

Abstract

Guanine radical cations are formed upon oxidation of DNA. Deoxyguanosine (dG) is used as a model, and the gas-phase infrared (IR) spectroscopic signature and gas-phase unimolecular and bimolecular chemistry of its radical cation, dG.+, A, which is formed via direct electrospray ionisation (ESI/MS) of a methanolic solution of Cu(NO3)2 and dG, are examined. Quantum chemistry calculations have been carried out on 28 isomers and comparisons between their calculated IR spectra and the experimentally-measured spectra suggest that A exists as the ground-state keto tautomer. Collision-induced dissociation (CID) of A proceeds via cleavage of the glycosidic bond, while its ion-molecule reactions with ..

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University of Melbourne Researchers