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Chemoselective Modification of Viral Surfaces via Bioorthogonal Click Chemistry
Published on: August 19, 2012
Interaction of viologens with nucleic acid G-tetrades
Simona Asaftei1, Helmut Rosemeyer, Lorenz Walder
1Institute of Chemistry, University of Osnabrück, Barbarastrasse 7, 49076 Osnabrück, Germany. sasaftei@uos.de
Abstract:
The interaction between the tetrade-forming oligonucleotide 5'-d(T 4G 4T 4) and monoalkylated bipyridinium salts, such as 1-ethyl-4-pyridin-4-ylpyridinium bromide, is reported. The oligomer forms tetrades in the presence of K+ ions but not with Li+. Additionally, the interaction of the thrombin-binding aptamer 5'-d(GGTTGGTGTGGTTGG) (TBA) with a dialkylated bipyridinium salt, viologen, was studied by cyclic voltammetry. This was performed either on a TiO2 electrode, derivatized with 3-aminopropyltriethoxysilane (APS), using [Fe(CN)6](4-) as a marker ion or without a marker ion on an electrostatically TiO2-bound amino-ferrocenyl derivative. Both experiments proof a strong interaction between the immobilized aptamer and the viologen. Third, the electrochemical response of the specific thrombin binding to the immobilized aptamer was studied.

