NOVEL SOLID SUPPORTS FOR THE PREPARATION OF 3'-DERIVATIZED OLIGONUCLEOTIDES - INTRODUCTION OF 3'-ALKYLPHOSPHATE TETHER GROUPS BEARING AMINO, CARBOXY, CARBOXAMIDO, AND MERCAPTO FUNCTIONALITIES

Syntheses of 5 non-nucleosidic solid supports (1-5) that enable preparation of oligonucleotides bearing a carboxy,-amino,-carboxamido,-or mercaptoalkyl spacer arm at their 3'-terminus are described. They all contain an ester bond of moderate susceptibility toward nucleophiles. Upon the completion of oligonucleotide chain assembly, this bond may be cleaved by a variety of nucleophiles. These release the oligonucleotide from the support and simultaneously introduce the desired functionality. Differences in the reactivity between the supports prepared are discussed.