Incorporation of 2'-Deoxy-6-thioguanosine into G-Rich Oligodeoxyribonucleotides Inhibits G-Tetrad Formation and Facilitates Triplex Formation
| Autor: | Ganapathi R. Revankar, Ross H. Durland, Veeraiah Bodepudi, Melissa A. Myrick, Dale M. Seth, T. Sudhakar Rao |
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| Rok vydání: | 1995 |
| Předmět: |
Phosphoramidite
Thionucleosides Aqueous solution Base Sequence Oligonucleotide Chemistry Molecular Sequence Data Deoxyguanosine Hydrogen Bonding Composition analysis Biochemistry Combinatorial chemistry Structure-Activity Relationship Oligodeoxyribonucleotides Nucleic Acid Conformation Tetrad 6-thioguanosine Nucleoside |
| Zdroj: | Biochemistry. 34:765-772 |
| ISSN: | 1520-4995 0006-2960 |
| DOI: | 10.1021/bi00003a009 |
| Popis: | An efficient and expeditious method for the synthesis of S6-(cyanoethyl)-N2-isobutyryl (or trifluoroacetyl)-2'-deoxy-6-thioguanosine (7 and 2) from 2'-deoxyguanosine (G) has been developed. Compound 7 has been incorporated into several G-rich triple-helix-forming oligonucleotides (TFOs) using solid-support, phosphoramidite chemistry. The purified oligonucleotides containing 2'-deoxy-6-thioguanosine (S6-dG) residues in the place of G have been characterized by nucleoside composition analysis. These modified TFOs have been shown to be stable in aqueous, as well as buffered, solutions normally used to assay triple-helix formation. It has also been demonstrated that partial incorporation of S6-dG is effective in inhibiting the formation of G tetrads in G-rich oligodeoxyribonucleotides, thus facilitating triple-helix formation in potassium-containing buffers. |
| Databáze: | OpenAIRE |
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