Dual-binding conjugates of diaromatic guanidines and porphyrins for recognition of G-quadruplexes

Org Biomol Chem. 2020 Aug 7;18(29):5617-5624. doi: 10.1039/d0ob01264e. Epub 2020 Jul 10.

Abstract

The first conceptualised class of dual-binding guanine quadruplex binders has been designed, synthesised and biophysically studied. These compounds combine diaromatic guanidinium systems and neutral tetra-phenylporphyrins (classical binding moiety for guanine quadruplexes) by means of a semi-rigid linker. An extensive screening of a variety of guanine quadruplex structures and double stranded DNA via UV-vis, FRET and CD experiments revealed the preference of the conjugates towards guanine quadruplexes. Additionally, docking studies indicate the potential dual mode of binding.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Binding Sites
  • DNA / chemistry*
  • G-Quadruplexes
  • Guanidines / chemistry*
  • Molecular Docking Simulation
  • Molecular Structure
  • Porphyrins / chemistry*

Substances

  • Guanidines
  • Porphyrins
  • DNA