Synthesis and duplex-forming ability of oligonucleotides modified with 4′-C,5′-C-methylene-bridged nucleic acid (4′,5′-BNA)
| Autor: | Satoshi Obika, Takao Yamaguchi, Masahiko Horiba, Hiroshi Aoyama, Chika Yamamoto |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
Bridged-Ring Compounds
Phosphoramidite Oligonucleotide Organic Chemistry Clinical Biochemistry Oligonucleotides Pharmaceutical Science RNA DNA Biochemistry Combinatorial chemistry Nucleobase Thymine chemistry.chemical_compound chemistry Drug Discovery Nucleic acid Nucleic Acid Conformation Molecular Medicine Bridged nucleic acid Molecular Biology |
| Zdroj: | Bioorganic & Medicinal Chemistry. 46:116359 |
| ISSN: | 0968-0896 |
| DOI: | 10.1016/j.bmc.2021.116359 |
| Popis: | We describe herein the design and synthesis of 4′-C,5′-C-methylene-bridged nucleic acid (4′,5′-BNA), a novel artificial nucleic acid with the torsion angle γ in a non-canonical +ac range. The 4′,5′-BNA phosphoramidite bearing a thymine nucleobase was synthesized from a commercially available thymidine analog in 11 steps and successfully incorporated into oligonucleotides. The resulting oligonucleotides were evaluated for their duplex-forming ability toward single-stranded DNA and RNA. |
| Databáze: | OpenAIRE |
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