Synthesis and G-quadruplex binding studies of new 4-N-methylpyridinium porphyrins
- 31 July 2006
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Organic & Biomolecular Chemistry
- Vol. 4 (17) , 3337-3342
- https://doi.org/10.1039/b608494j
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.Keywords
This publication has 32 references indexed in Scilit:
- Verification of Antiparallel G-Quadruplex Structure in Human Telomeres by Using Two-Photon Excitation Fluorescence Lifetime Imaging Microscopy of the 3,6-Bis(1-methyl-4-vinylpyridinium)carbazole Diiodide MoleculeAnalytical Chemistry, 2006
- Small-molecule interaction with a five-guanine-tract G-quadruplex structure from the human MYC promoterNature Chemical Biology, 2005
- Putative DNA Quadruplex Formation within the Human c-kit OncogeneJournal of the American Chemical Society, 2005
- Porphyrin Derivatives for Telomere Binding and Telomerase InhibitionChemBioChem, 2005
- Structure of a G-quadruplex–Ligand ComplexJournal of Molecular Biology, 2003
- Synthesis and third order nonlinear optics of a new soluble conjugated porphyrin polymerJournal of Materials Chemistry, 2001
- Cationic Porphyrins as Telomerase Inhibitors: the Interaction of Tetra-(N-methyl-4-pyridyl)porphine with Quadruplex DNAJournal of the American Chemical Society, 1998
- Self-Aggregation of Cationic Porphyrins in Water. Can π−π Stacking Interaction Overcome Electrostatic Repulsive Force?The Journal of Physical Chemistry A, 1997
- Aggregation of meso-substituted water-soluble porphyrinsJournal of the American Chemical Society, 1972
- Pyrromethanes and Porphyrins Therefrom1Journal of the American Chemical Society, 1960