Study on artificial nucleic acids design based on the glycosidic bond angle control

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Several artificial nucleic acids bearing 7-deazapurine-analog were synthesized and those torsion angles about glycosidic bond were estimated. We found that bridged nucleic acids have a similar glycosidic bond angle to RNA to stabilize the double stranded oligonucleotides. Moreover, nucleic acids bearing tetrahydropyran or cyclohehene as a sugar moiety were synthesized. These artificial nucleic acids showed a high resistance to 5'-3' exonuclease, and one of nucleic acids bearing a tetrahydropyran sugar present a high stabilization property of duplex oligonucleotides.