Synthesis of 2′-O-Photocaged Ribonucleoside Phosphoramidites

Abstract

The chemical synthesis and incorporation of the phosphoramidite derivatives of 2 ′-O-photocaged ribonucleosides (A, C, G and U) with o-nitrobenzyl, α-methyl-o-nitrobenzyl or 4,5-dimethoxy-2-nitrobenzyl group into oligoribonucleotides are described. The efficiency of UV irradiated uncaging of these 2′-O-photocaged oligoribonucleotides was found in the order of α-methyl-o-nitrobenzyl < 4,5-dimethoxy-2-nitrobenzyl < 2′-O-o-nitrobenzyl.

Keywords:

• 2′-O-photocaged ribonucleosides
• 2′-O-photocaged phosphoramdites
• 2′-O-photocaged oligomers
• 2′-O-o-nitrobenzyl
• 2′-O-α-methyl-o-nitrobenzyl
• 2′-O-4,5-dimethoxy-2-nitrobenzyl.