New light labile linker for solid phase synthesis of 2'-O-acetalester oligonucleotides and applications to siRNA prodrug development |
| |
Authors: | Johnsson Richard Lackey Jeremy G Bogojeski Jovanka J Damha Masad J |
| |
Institution: | Department of Chemistry, McGill University, Montréal, Québec H3A 2K6, Canada |
| |
Abstract: | We report on the synthesis and properties of oligonucleotides containing 2′-O-(levulinic acid) and 2′-O-(amino acid) acetalesters. Given that esters serve as promoieties in several therapeutic prodrugs, we believe that these derivatives will have potential use as nucleic acid prodrugs. In addition, we report on the synthesis of a novel solid support with a photolabile linker that not only allows for the synthesis of oligonucleotides containing various 2′-O-acetalesters, but can be generally adopted to the synthesis of base-sensitive oligoribonucleotides. The release of oligonucleotides from this support is faster than with conventional linkers. |
| |
Keywords: | |
本文献已被 ScienceDirect PubMed 等数据库收录! |
|