Synthesis and properties of 2'-O,4'-C-spirocyclopropylene bridged nucleic acid (scpBNA), an analogue of 2',4'-BNA/LNA bearing a cyclopropane ring
| Autor: | Masahiko Horiba, Satoshi Obika, Takao Yamaguchi |
|---|---|
| Rok vydání: | 2015 |
| Předmět: |
Bridged-Ring Compounds
Cyclopropanes Exonucleases Oligonucleotide Stereochemistry Metals and Alloys Oligonucleotides RNA DNA Single-Stranded General Chemistry Ring (chemistry) Catalysis Surfaces Coatings and Films Electronic Optical and Magnetic Materials Cyclopropane chemistry.chemical_compound chemistry Antisense Technology Materials Chemistry Ceramics and Composites Nucleic Acid Conformation Bridged nucleic acid Locked nucleic acid DNA |
| Zdroj: | Chemical communications (Cambridge, England). 51(47) |
| ISSN: | 1364-548X |
| Popis: | 2′-O,4′-C-Spirocyclopropylene bridged nucleic acid (scpBNA), an analogue of 2′-O,4′-C-methylene bridged nucleic acid (2′,4′-BNA/LNA) bearing a cyclopropane ring at the 6′-position, was synthesized and successfully incorporated into oligonucleotides. The scpBNA-modified oligonucleotides showed excellent duplex-forming ability with complementary single-stranded RNA and exhibited increased enzymatic stability as compared to the corresponding natural and 2′,4′-BNA/LNA-modified oligonucleotides. Our results demonstrate the potential of scpBNA for gene therapeutics, such as antisense technology. |
| Databáze: | OpenAIRE |
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