SYNTHESIS OF A DINUCLEOSIDE MONOPHOSPHATE ANALOG CONTAINING 6-N-(2-AMINOETHYL)-2'-DEOXYADENOSINE - A NOVEL-APPROACH TO SEQUENCE SPECIFIC CROSS-LINKING IN SYNTHETIC OLIGONUCLEOTIDES

The incorporation of 6-N-(2-aminoethyl)-2'-deoxyadenosine 1 into 6-N-(2-aminoethyl)-2'-deoxyadenylyl-(3'-5')-thymidine 2 using a phosphoramidite intermediate is described. The trifluoroacetyl group is demonstrated to be an ideal protecting group for the amino function whilst the 4,4'-dimethoxytrityl group is utilised to block the 5'-hydroxy function. This study serves as a model investigation for the incorporation of compound 1 into oligodeoxynucleotides to investigate their potential for forming sequence specific interstrand cross-links.