Cobalt(III)porphyrin to target G-quadruplex DNA

Dalton Trans. 2015 Feb 28;44(8):3701-7. doi: 10.1039/c4dt03631j.

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cobalt / chemistry*
  • Coordination Complexes / chemical synthesis
  • Coordination Complexes / chemistry*
  • Fluorescence Resonance Energy Transfer
  • G-Quadruplexes*
  • Kinetics
  • Nuclear Magnetic Resonance, Biomolecular
  • Nucleic Acid Denaturation
  • Porphyrins / chemistry*
  • Surface Plasmon Resonance

Substances

  • Coordination Complexes
  • Porphyrins
  • Cobalt