Identification and Characterization of Novel Stable Deoxyguanosine and Deoxyadenosine Adducts of Benzo[ a ]pyrene-7,8-quinone from Reactions at Physiological pH

Novel trifluoroethanol mediated synthesi

Novel trifluoroethanol mediated synthesis of benzo[a]pyrene 7,8-diol 9,10-epoxide adducts at the N2-position of deoxyguanosine and the N6-position of deoxyadenosine

✍ Andagar R Ramesha; Heiko Kroth; Donald M Jerina 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 74 KB

The exocyclic amino groups of deoxyadenosine and deoxyguanosine readily add to C-10 of the benzo[a]pyrene 7,8-diol 9,10-epoxides at room temperature overnight in trifluoroethanol. Whereas the dG adducts are obtained as a mixture of cis-and trans-opened diastereomers, the dA adducts arise exclusively