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The synthesis of C8- and N(6)-adducts of 2'- deoxyadenosine with carcinogenic aromatic amines is described. Furthermore, the adducts were converted into their corresponding phosphoramidites. These were applied to solid phase DNA synthesis to obtain the site-specifically modified oligonucleotides that were characterized and investigated regarding melting temperature, circular dichroism spectra and in some cases by enzymatic degradation assays.

Oligonucleotides damaged with Carcinogenic Aromatic Amines at the C8- and N6-Position of 2'-Deoxyadenosine