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Issue 8, 2015
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Cobalt(III)porphyrin to target G-quadruplex DNA

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Abstract

G-quadruplex DNA ligands attract much attention because of their potential use in biology. Indeed they may interfere with G-quadrulex nucleic acid function in cells. Most of the G-quadruplex ligands so far reported (including also metal complexes) are large planar aromatic compounds that interact by π–π stacking with an external G-quartet of quadruplex. Porphyrins are well-known G-quadruplex ligands. We report herein a new porphyrin scaffold (meso-tetrakis(4-(N-methyl-pyridinium-2-yl)phenyl)porphyrin) able to strongly and selectively bind to G-quadruplex DNA. We show that even when this porphyrin is metallated with cobalt(III), i.e. it carries two water molecules as axial ligands on the cobalt ion, on each face of the porphyrin, the interaction occurs by a π-stacking-like mode with an external G-quartet of quadruplex DNA.

Graphical abstract: Cobalt(iii)porphyrin to target G-quadruplex DNA

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Publication details

The article was received on 26 Nov 2014, accepted on 18 Dec 2014 and first published on 09 Jan 2015


Article type: Paper
DOI: 10.1039/C4DT03631J
Citation: Dalton Trans., 2015,44, 3701-3707
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    Cobalt(III)porphyrin to target G-quadruplex DNA

    L. Sabater, P. Fang, C. Chang, A. De Rache, E. Prado, J. Dejeu, A. Garofalo, J. Lin, J. Mergny, E. Defrancq and G. Pratviel, Dalton Trans., 2015, 44, 3701
    DOI: 10.1039/C4DT03631J

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