Thermospray liquid chromatography–mass spectrometry of the DNA adducts formed between 2′‐deoxynucleosides and bisphenol A diglycidyl ether

The adducts formed between 2′‐deoxyadenosine (dAdo), 2′‐deoxycytidine (dCyd), 2′‐deoxycytidine (dUrd), 2′‐deoxyguanosine (dGuo) and bisphenol A diglycidyl ether (BPADGE) were analysed by high‐performance liquid chromatography (HPLC) and thermospray liquid chromatography–mass spectrometry. An HPLC method was developed using a 5RP8 select B column (125 × 4 mm i.d.) and a mobile phase of MeOH/0.1 M NH4OAc at a flow‐rate of 0.8 ml min−1. A sample enrichment procedure using solid phase extraction was developed and was found to result in an enrichment factor with a mean value of 9. Mono‐adducts were characterized by intense [BH + H]+, [BH + Na]+ and [S]+ ion signals. Imidazole ring opening was observed for the BPADGE/dGuo adduct indicating that the alkylation occurs at N‐7. The alkylation site in the BPADGE/dCyd adduct was assigned to N‐3 because a hydrolytic deamination reaction was observed leading to the BPADGE/dUrd adduct. Crosslinking was not observed.