Synthesis and properties of oligonucleotides containing 4'-selenoribonucleosides
Yusuke Inagaki1, Noriaki Minakawa, Akira Matsuda
1Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-ku, Sapporo 060-0812, Japan.
Abstract:
We report herein the synthesis and properties of oligonucleotides (ONs) containing 4'-selenoribonucleosides. 4'-Selenouridine derivative 1, prepared via the stereoselective seleno-Pummerer reaction, was converted into 4'-selenouridine 9 and -cytidine 10 phosphoramidites. The resulting 4'-selenouridine unit was stable under a standard phosphoramidite protocol including oxidation step and was able to be introduced in ONs (5'-UUUUUU-3', and 5'-UUUUUU-3'). This is the first example of ONs synthesis containing 4'-selenoribonucleosides.
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