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


Radunsky, C; Megger, D A; Hepp, A; Kösters, J; Freisinger, E; Müller, J (2013). A family of hydrazone-based nucleosides for use in metal-mediated base pairs. Zeitschrift für Anorganische und Allgemeine Chemie, 639(8-9):1621-1627.

Abstract

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 Co2+ 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.

Abstract

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 Co2+ 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.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:2013
Deposited On:03 Feb 2014 15:52
Last Modified:05 Apr 2016 17:27
Publisher:Wiley-Blackwell
ISSN:0044-2313
Publisher DOI:https://doi.org/10.1002/zaac.201300061

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