Abstract:Metal-responsive triplex-forming oligonucleotides (TFOs) were synthesised by incorporating 5-hydroxyuracil (UOH) nucleobases as metal recognition sites. Binding of the UOH-containing TFO to the target natural DNA duplexes was reversibly regulated by...
“…A variety of ligand-type articial nucleobases have been developed so far by modifying simple ligand scaffolds such as pyridine, [38][39][40] maltol 41,42 and pyrimidine. [43][44][45][46][47][48] Among them, the imidazole ligand is one of the smallest scaffolds. It has been reported that most of the modied imidazole nucleobases form Ag I -mediated base pairs by N-Ag I -N coordination.…”
A novel 2-oxo-imidazole-4-carboxylate (ImOC) nucleobase, which can be easily derived from a commercially available uridine analogue, was found to form stable CuII- and HgII-mediated base pairs in DNA duplexes.
“…A variety of ligand-type articial nucleobases have been developed so far by modifying simple ligand scaffolds such as pyridine, [38][39][40] maltol 41,42 and pyrimidine. [43][44][45][46][47][48] Among them, the imidazole ligand is one of the smallest scaffolds. It has been reported that most of the modied imidazole nucleobases form Ag I -mediated base pairs by N-Ag I -N coordination.…”
A novel 2-oxo-imidazole-4-carboxylate (ImOC) nucleobase, which can be easily derived from a commercially available uridine analogue, was found to form stable CuII- and HgII-mediated base pairs in DNA duplexes.
“…27–29 Recently, a metal-responsive structural transformation was achieved using metal-mediated base pairs, allowing switching between different nucleic acid topologies. 30,31 Likewise, the formation of metal-mediated base pairs was applied to regulate the activity of nucleic acids such as DNAzymes or aptamers. 27–29,32–35…”
Section: Introductionmentioning
confidence: 99%
“…[27][28][29] Recently, a metal-responsive structural transformation was achieved using metal-mediated base pairs, allowing switching between different nucleic acid topologies. 30,31 Likewise, the formation of metal-mediated base pairs was applied to regulate the activity of nucleic acids such as DNAzymes or aptamers. [27][28][29][32][33][34][35] Based on our recent report on using Ag(I)-mediated base pair formation to modulate the activity of an ATP aptamer, 35 we set out to expand the scope of metal-mediated base pairing in modulating aptamer function.…”
Two aptamers, one for ATP and one for arginine, were modified using an artificial 2'-dexoyribonucleoside based on the nucleobase surrogate imidazole-4-carboxylate. This synthetic nucleoside substitute does not engage in hydrogen...
“…[25][26][27] Interestingly, the formation of metal-mediated base pairs can also be used to generate oligonucleotides responsive to external triggers. [28][29][30][31][32][33][34] With an appropriate number and orientation of donor atoms, some ligand-based artificial nucleosides are able to coordinate more than one metal ion, forming polynuclear metal-mediated base pairs. The stability of these structures can be limited by an increased positive charge density due to the close arrangement of metal cations, resulting in repulsive interactions.…”
Section: Introductionmentioning
confidence: 99%
“…25–27 Interestingly, the formation of metal-mediated base pairs can also be used to generate oligonucleotides responsive to external triggers. 28–34…”
A benzothiazole-substituted derivative (X) of 1,3‑diaza‑2‑oxophenoxazine was evaluated with respect to its ability to engage in Ag(I)-mediated homo base pair formation in two different DNA duplexes. The metal binding was...
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