A family of hydrazone-based nucleosides for use in metal-mediated base pairs

Radunsky C, Megger DA, Hepp A, Kösters J, Freisinger E, Müller J

Zusammenfassung

A new family of hydrazone-based nucleosides for use in metal-mediated base pairs was devised. The artificial nucleobases are derivatives of the papy ligand (papy = pyridinecarboxaldehyde-2′-pyridylhydrazone). By replacing the pendant pyridine moiety in papy by furan and thiophene, respectively, tridentate nucleosides with N, N, N-, N, N, O- and N, N, S-donor sites were obtained. As only a few transition metal complexes with pendant furan ligands have been reported, a model nucleobase for the N, N, O-donor nucleoside was synthesized. The molecular structures of its Cu2+, Ni2+, and Co 2+ complexes are reported. In all complexes, only weak M-O(furan) bonding is observed. The Co2+ complex displays a pentagonal bipyramidal coordination arrangement. In general, the structures of the metal complexes suggest that the respective nucleosides can be applied in metal-mediated base pairs. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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