A New Short and Efficient Synthetic Route to C8-N-Acetylarylamine 2′-Deoxyguanosine Phosphoramidites

Abstract

In addition to their C8-NH-arylamine-dG counterparts, C8-N-acetylarylamine adducts of 2′-deoxyguanosine (2′-dG) play an important role in the possible induction of chemical carcinogenesis. A new synthetic pathway of this adduct type using different aromatic amines has been developed following most probably an electrophilic amination reaction. These adducts can be converted into the corresponding phosphoramidites for incorporation into oligonucleotides.

Key words

arylamines - DNA damage - electrophilic addition - C8-N-Ac-dG adducts

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