Novel non-nucleosidic building blocks for the preparation of multilabeled oligonucleotides.

Synthesis of new non-nucleosidic phosphoramidites 1 and 2 derived from achiral precursors containing two reporter groups or amino functions is described. Among them, only phosphoramidites 1a-c allow multiple derivatization of synthetic oligonucleotides. The usefulness of building blocks 1a-c is demonstrated by introduction of several amino functions or fluorescent dansyl reporters at the 3'- and 5'-termini of synthetic oligonucleotides and their phosphorothioate analogues. It is demonstrated that multilabeled non-nucleosidic tether has no or only minor influence on the hybridization properties of the oligonucleotides.