Novel method of the synthesis and hybridization properties of an oligonucleotide containing non-ionic diisopropylsilyl internucleotide linkage
| Autor: | Kazuo Shinozuka, Tomohisa Moriguchi, Mitsuaki Sekine |
|---|---|
| Rok vydání: | 2013 |
| Předmět: |
Steric effects
Phosphoramidite Chemistry Oligonucleotide Stereochemistry Dimer Organic Chemistry Clinical Biochemistry Oligonucleotides Nucleic Acid Hybridization Pharmaceutical Science Silanes Nucleic Acid Denaturation Biochemistry chemistry.chemical_compound Duplex (building) Drug Discovery Phosphodiester bond Nucleic Acid Conformation Molecular Medicine Molecular Biology DNA Isopropyl |
| Zdroj: | Bioorganic & Medicinal Chemistry. 21:8013-8018 |
| ISSN: | 0968-0896 |
| Popis: | Efficient synthesis of a dithymidine dinucleotide analog bearing a diisopropylsilyl linkage instead of a phosphodiester linkage is described with respect to its incorporation into oligonucleotides. The diisopropylsilyl linkage was introduced into the oligonucleotide by preparation of the phosphoramidite derivative of a dithymidine dimer unit. The diisopropylsilyl-modified oligonucleotide exhibited hybridization behavior with both single strand and duplex DNA. The thermal stability of both the duplex and triplex showed a relative instability compared to the corresponding natural phosphodiester DNA, because of the steric hindrance of the isopropyl group on the silicon atom. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect