Synthesis of oligodeoxyribonucleotides containing oleylamine moieties

A method for directional introduction of oleylamine residues to any positio n of oligodeoxyribonucleotides during their automated synthesis was develop ed. The presence of oleylamine residues in 3'- or 5'-terminal nucleotides w as shown to have no effect on the thermodynamic stability of DNA duplexes f ormed by such oligonucleotides and the complementary sequences. The rate of hydrolysis of oligonucleotides containing oleylamine residues in the 3'-te rminal units by the snake venom phosphodiesterase was shown to be markedly lower than that of natural oligonucleotides.