Second generation silver(I)-mediated imidazole base pairs

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Abstract

The imidazole-Ag(I)-imidazole base pair is one of the best-investigated artificial metal-mediated base pairs. We show here that its stability can be further improved by formally replacing the imidazole moiety by a 2-methylimidazole or 4-methylimidazole moiety. A comparison of the thermal stability of several double helices shows that the addition of one equivalent of Ag(I) leads to a 50% larger increase in the melting temperature when a DNA duplex with methylated imidazole nucleosides is applied. This significant effect can likely be attributed to a better steric shielding of the metal ion within the metal-mediated base pair.

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Hensel, S., Megger, N., Schweizer, K., & Müller, J. (2014). Second generation silver(I)-mediated imidazole base pairs. Beilstein Journal of Organic Chemistry, 10, 2139–2144. https://doi.org/10.3762/bjoc.10.221

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