The adduct formation of 2′-deoxyguanosine (dG) with L-adrenaline under biomimetic conditions (pH 7.5, 37°C) with or without oxidant (MnO2) was demonstrated in order to clarify the reaction mechanism and the structure. At least two adducts have been observed by liquid chromatography-electrospray ionization-ion trap mass spectrometry (LC-ESI-ion trap MS) and LC-photodiode array detection (LC-PAD) (compound a: more polar than dG, m/z 463 (M+H)+, λmax: 230, 320 nm; compound b: less polar than dG, m/z 445 (M+H)+, λmax: 220, 240, 320, 405 nm). Compound a appeared only in the early stage of the reaction prior to formation of compound b.
- DNA adduct
- Michael addition