A Constrained Tricyclic Nucleic Acid Analogue of α-l -LNA: Investigating the Effects of Dual Conformational Restriction on Duplex Thermal Stability
| Autor: | Jernej Wagger, Eric E. Swayze, Michael E. Østergaard, Robert D. Giacometti, Bradley L. Merner, Punit P. Seth, Stephen Hanessian |
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| Rok vydání: | 2013 |
| Předmět: |
Models
Molecular chemistry.chemical_classification Oligonucleotide Stereochemistry Organic Chemistry Molecular Conformation Oligonucleotides Temperature RNA Crystallography X-Ray Nucleic Acid Denaturation chemistry.chemical_compound chemistry Duplex (building) Complementary DNA Ribose Thermal stability Nucleic acid analogue Tricyclic |
| Zdroj: | The Journal of Organic Chemistry. 78:9064-9075 |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/jo401170y |
| Popis: | A constrained tricyclic analogue of α-L-LNA (2), which contains dual modes of conformational restriction about the ribose sugar moiety, has been synthesized and characterized by X-ray crystallography. Thermal denaturation experiments of oligonucleotide sequences containing this tricyclic α-L-LNA analogue (α-L-TriNA 2, 5) indicate that this modification is moderately stabilizing when paired with complementary DNA and RNA, but less stabilizing than both α-L-LNA (2) and α-L-TriNA 1 (4). |
| Databáze: | OpenAIRE |
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