Phenylglycidyl ether adducts of 2'-deoxycytidine and 2'-deoxyadenosine: Stability in solution and structure analysis by electrospray tandem mass spectrometry.

The adducts of phenylglycidyl ether with 2'-deoxyadenosine (dAdo) and 2'-deoxycytidine (dCyd) exhibit structural modifications. The N-1 adduct of dAdo underwent rearrangement to the N-6 adduct; the N-3 adduct of dCyd was deaminated to the corresponding 2'-deoxyuridine adduct. These structural modifications were studied by using liquid chromatography-electrospray tandem mass spectrometry, and kinetic data for both reactions are presented.