Collect. Czech. Chem. Commun. 2008, 73, 32-43

A New Linker for Solid-Phase Synthesis of Oligonucleotides with Terminal Phosphate Group

Ondřej Pačes, Zdeněk Točík* and Ivan Rosenberg*

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, v.v.i., Flemingovo nám. 2, 166 10 Prague 6, Czech Republic


Synthesis of a novel cyanoethyl-type linker suitable for the solid-phase synthesis of oligodeoxynucleotides possessing terminal 3'-phosphate group is described. Since the linker is a 2-substituted 2-cyanoethanol, the release of the synthesized oligonucleotide from the solid support is accomplished by β-elimination in the ammonia deprotection step.

Keywords: 2-Substituted-2-cyanoethanol; β-Elimination; Modified LCAA-CPG; Solid-phase synthesis; Oligonucleotide 3'-phosphates; Solid support; Deprotection.

References: 23 live references.