Multivalent Interactions between an Aromatic Helical Foldamer and a DNA G-Quadruplex in the Solid State

Chembiochem. 2016 Oct 17;17(20):1911-1914. doi: 10.1002/cbic.201600281. Epub 2016 Aug 19.

Abstract

Quinoline-based oligoamide foldamers have been identified as a potent class of ligands for G-quadruplex DNA. Their helical structure is thought to target G-quadruplex loops or grooves and not G-tetrads. We report a co-crystal structure of the antiparallel hairpin dimeric DNA G-quadruplex (G4 T4 G4 )2 with tetramer 1-a helically folded oligo-quinolinecarboxamide bearing cationic side chains-that is consistent with this hypothesis. Multivalent foldamer-DNA interactions that modify the packing of (G4 T4 G4 )2 in the solid state are observed.

Keywords: DNA ligands; DNA structures; G-quadruplexes; foldamers; solid-state interactions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Crystallography, X-Ray
  • DNA, Protozoan / chemistry*
  • G-Quadruplexes*
  • Ligands
  • Models, Molecular
  • Molecular Conformation
  • Oxytricha / chemistry
  • Quinolines / chemistry*

Substances

  • Amides
  • DNA, Protozoan
  • Ligands
  • Quinolines
  • quinoline