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4-(2′-Pyridyl)imidazole as an artificial nucleobase in highly stabilizing Ag(I)-mediated base pairs

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Abstract

A new artificial nucleoside 2 comprising 4-(2′-pyridyl)imidazole as the nucleobase was devised and incorporated into a series of DNA oligonucleotide duplexes. The propensity of 2 to form metal-mediated homo and hetero base pairs was investigated in various 13mer and 26mer duplexes. The artificial nucleoside readily forms Ag(I)-mediated homo base pairs of the type 2–Ag(I)–2, in which the Ag(I) ion resides in a [2 + 2] coordination environment. In addition, the combination with the previously established imidazole nucleoside 1 leads to the formation of Ag(I)-mediated hetero base pairs (2–Ag(I)–1 and 1–Ag(I)–2) with a [2 + 1] coordination environment. With an increase in the melting temperature of ΔT m = 21.8 °C upon the formation of a Ag(I)-mediated base pair, the 2–Ag(I)–1 pair with the 13mer duplex is the most stabilizing Ag(I)-mediated base pair so far. Generally, the impact of the formation of a metal-mediated base pair on the properties of the DNA duplex was found to be significantly more prominent for shorter, intrinsically less stable duplexes.

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Acknowledgments

Funding by the Deutsche Forschungsgemeinschaft (SFB 858) is gratefully acknowledged. We thank Alexandra Klaffki and Michael Kosse for performing initial studies at the onset of the project.

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Authors and Affiliations

  1. Institut für Anorganische und Analytische Chemie, Westfälische Wilhelms-Universität Münster, Corrensstr. 28/30, 48149, Münster, Germany

    Kristina Schweizer, Jutta Kösters & Jens Müller

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  1. Kristina Schweizer
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  2. Jutta Kösters
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  3. Jens Müller
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Correspondence to Jens Müller.

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Schweizer, K., Kösters, J. & Müller, J. 4-(2′-Pyridyl)imidazole as an artificial nucleobase in highly stabilizing Ag(I)-mediated base pairs. J Biol Inorg Chem 20, 895–903 (2015). https://doi.org/10.1007/s00775-015-1274-2

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