Synthesis and properties of 2′- O,4′- C-methyleneoxymethylene bridged nucleic acid

A novel bridged nucleic acid (BNA) analogue, 2′- O,4′- C-methyleneoxymethylene bridged nucleic acid (2′,4′-BNA COC), was synthesized and incorporated into oligonucleotides. The 2′,4′-BNA COC modified oligonucleotides showed high binding affinity with an RNA complement and significant enzymatic stabi...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry 2006-02, Vol.14 (4), p.1029-1038
Main Authors: Hari, Yoshiyuki, Obika, Satoshi, Ohnishi, Ryo, Eguchi, Ken, Osaki, Tomohisa, Ohishi, Hirofumi, Imanishi, Takeshi
Format: Article
Language:English
Subjects:
Animals
Biological and medical sciences
Bridged nucleic acids
Conformation
Crystallography, X-Ray
Heterocyclic Compounds - chemistry
Medical sciences
Miscellaneous
Molecular Structure
Nucleic Acid Denaturation
Nucleic Acids - chemical synthesis
Nucleic Acids - chemistry
Nucleic Acids - metabolism
Nucleosides
Oligonucleotides
Pharmacology. Drug treatments
Phosphodiesterase I - metabolism
Snakes
Temperature
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Summary:A novel bridged nucleic acid (BNA) analogue, 2′- O,4′- C-methyleneoxymethylene bridged nucleic acid (2′,4′-BNA COC), was synthesized and incorporated into oligonucleotides. The 2′,4′-BNA COC modified oligonucleotides showed high binding affinity with an RNA complement and significant enzymatic stability against snake venom phosphodiesterase.
ISSN:0968-0896
1464-3391
DOI:10.1016/j.bmc.2005.09.020