A 2'-0-hexylthiotrityl adenosine phosphoramidite has been synthesized
and incorporated into oligodeoxyribonucleotide (oligo) phosphodiesters
and phosphorothioates. These oligos possess the lipophilic 2'-0-hexyl
thiotrityl group at pre-selected positions. Upon treatment with silver
nitrate solution, a free thiol group was generated which was further
functionalized. The new tether offers a convenient nucleophile for con
jugation of various pendant moieties that would reside in the minor gr
oove. Because of its versatility and location, the modification has a
variety of potential applications, most notably as an enhancer of anti
sense activity.