A lipophilic "fully-anti" dodecamer from a (5'S)-5',8-cyclo-2'-deoxyguanosine

Chem Commun (Camb). 2014 Sep 21;50(73):10722-5. doi: 10.1039/c4cc04275a. Epub 2014 Aug 1.

Abstract

The self-assembly of a lipophilic derivative of (5'S)-5',8-cyclo-2'-deoxyguanosine, a mutagenic product formed by hydroxyl radical attack against DNA, has been investigated. This derivative forms, with high fidelity, a dodecameric complex composed of three stacked G-quartets in the presence of strontium picrate. This is the first example of a fully-anti lipophilic G-quadruplex.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Circular Dichroism
  • DNA / chemistry
  • Deoxyguanosine / analogs & derivatives*
  • Deoxyguanosine / chemistry
  • Hydroxyl Radical / chemistry
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Neutron Diffraction
  • Scattering, Small Angle

Substances

  • Hydroxyl Radical
  • DNA
  • Deoxyguanosine