Synthesis and Physical-Properties of anti-HIV Antisense Oligonucleotides Bearing Terminal Lipophilic Groups

C. Mackellar, D. Graham, D. W. Will, S. Burgess and T. Brown. Nucleic Acids Res. 20 (13), 3411-3417, 1992.


A number of phosphoramidite monomers have been prepared and used in the synthesis of antisense phosphorothioate oligonucleotides bearing 5'-polyalkyl and cholesterol moieties. Similar groups have also been attached to the 3'-end of oligonucleotides by means of functionalised CPG. Melting temperatures of duplexes formed between phosphorothioate oligonucleotides with lipophilic end-groups and complementary DNA strands were found to be identical to those formed by the equivalent unmodified phosphorothioates.