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Organic & Biomolecular Chemistry

The international home of synthetic, physical and biomolecular organic chemistry.




Paper

Org. Biomol. Chem., 2006, 4, 3337 - 3342, DOI: 10.1039/b608494j


Synthesis and G-quadruplex binding studies of new 4-N-methylpyridinium porphyrins

Diana P. N. Gonçalves, Sylvain Ladame, Shankar Balasubramanian and Jeremy K. M. Sanders


A series of cationic porphyrins carrying 1–3 meso-N-pyridinium groups has been synthesised, and their binding to G-quadruplex DNA has been explored by surface plasmon resonance (SPR) and circular dichroism spectroscopy. Two trans substituents appear to be sufficient for tight binding; preferential binding to the anti-parallel intramolecular human telomeric DNA was observed for the A2trans and A3 porphyrins. The A2trans is able to induce the formation of an anti-parallel G-quadruplex in a K+ free solution, mimicking the effect of a molecular chaperone.

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