Design And Synthesis Of An Azabicyclic Nucleoside Phosphoramidite For Oligonucleotide Antisense Constructs
| Autor: | Stephen Hanessian, Juan C. Salinas, Punit P. Seth |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
Magnetic Resonance Spectroscopy
Stereochemistry Stereoelectronic effect Chemistry Techniques Synthetic 010402 general chemistry 01 natural sciences Biochemistry Nucleoside phosphoramidite chemistry.chemical_compound Organophosphorus Compounds Genetics Nucleotide chemistry.chemical_classification Phosphoramidite Molecular Structure 010405 organic chemistry Oligonucleotide Nucleosides General Medicine Oligonucleotides Antisense 0104 chemical sciences chemistry Drug Design Nucleic acid Nucleic Acid Conformation Molecular Medicine Piperidine Azabicyclo Compounds Nucleoside |
| Zdroj: | Nucleosides, Nucleotides & Nucleic Acids. 39:384-406 |
| ISSN: | 1532-2335 1525-7770 |
| Popis: | We report the synthesis and biophysical evaluation of an azabicycle dinucleotide with restricted γ, β, and ε torsion angles, featuring the introduction of a piperidine ring that locks the conformation of the nucleoside into an RNA-type nucleic acid. The conceptual basis of the design is predicated upon the notion that the conformation of the phosphate group linking two RNA nucleotides can be approximated with an azabicyclic phosphoramidite which may also benefit from a unique stereoelectronic effect. |
| Databáze: | OpenAIRE |
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