Metal-responsive reversible binding of triplex-forming oligonucleotides with 5-hydroxyuracil nucleobases

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...

Metal-mediated DNA base pairing of easily prepared 2-oxo-imidazole-4-carboxylate nucleotides

“…A variety of ligand-type articial 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 modied imidazole nucleobases form Ag I -mediated base pairs by N-Ag I -N coordination.…”

Modulating aptamer function by copper(ii)-mediated base pair formation

“…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…”

“…[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.…”

Benzothiazole-substituted 1,3-diaza-2-oxophenoxazine as a luminescent nucleobase surrogate for silver(i)-mediated base pairing

“…[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.…”

“…25–27 Interestingly, the formation of metal-mediated base pairs can also be used to generate oligonucleotides responsive to external triggers. 28–34…”