Expanding the Hoogsteen edge of 2'-deoxyguanosine: consequences for G-quadruplex formation

Org Lett. 2004 Dec 9;6(25):4735-8. doi: 10.1021/ol048013v.


[structure: see text] The synthesis and self-assembling properties of 8-aryl-2'-deoxyguanosine derivatives are described. Our studies suggest that a properly placed acetyl group can increase the stability and specificity of the resulting G-quadruplex supramolecules by enhancing noncovalent interactions such as hydrogen bonds and pi-stacking.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Deoxyguanosine / chemical synthesis*
  • Deoxyguanosine / chemistry
  • Hydrogen Bonding
  • Nucleic Acid Conformation*
  • Solutions
  • Temperature


  • Solutions
  • Deoxyguanosine