Synthesis of and triplex formation in oligonucleotides containing 2 '-deoxy-6-thioxanthosine
Autor: | Shuhei Nishizawa, Takashi Kanamori, Takeshi Inde, Akihiro Ohkubo, Kohji Seio, Yuusaku Hattori, Hideya Yuasa, Mitsuo Sekine |
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Jazyk: | angličtina |
Rok vydání: | 2018 |
Předmět: |
Thionucleosides
Base Sequence 010405 organic chemistry Chemistry Oligonucleotide Organic Chemistry Clinical Biochemistry Oligonucleotides Pharmaceutical Science Deoxyguanosine DNA 010402 general chemistry 01 natural sciences Biochemistry Tautomer Combinatorial chemistry 0104 chemical sciences Xanthines Drug Discovery DNA nanotechnology Molecular Medicine Triplex forming oligonucleotide Ribonucleosides Molecular Biology Base Pairing |
Zdroj: | Bioorganic & Medicinal Chemistry. 26(No. 13):3785-3790 |
Popis: | This study aimed to synthesize triplex-forming oligonucleotides (TFOs) containing 2'-deoxy-6-thioxanthosine (s6X) and 2'-deoxy-6-thioguanosine (s6Gs) residues and examined their triplex-forming ability. Consecutive arrangement of s6X and s6Gs residues increased the triplex-forming ability of the oligonucleotides more than 50 times, compared with the unmodified TFOs. Moreover, the stability of triplex containing a mismatched pair was much lower than that of the full-matched triplex, though s6X could form a s6X-GC mismatched pair via tautomerization of s6X. The present results reveal excellent properties of modified TFOs containing s6Xs and s6Gs residues, which may be harnessed in gene therapy and DNA nanotechnology. |
Databáze: | OpenAIRE |
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