Issue 17, 2006

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

Abstract

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.

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

Article information

Article type
Paper
Submitted
15 Jun 2006
Accepted
12 Jul 2006
First published
31 Jul 2006

Org. Biomol. Chem., 2006,4, 3337-3342

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

D. P. N. Gonçalves, S. Ladame, S. Balasubramanian and J. K. M. Sanders, Org. Biomol. Chem., 2006, 4, 3337 DOI: 10.1039/B608494J

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