Visualization of G-quadruplexes by using a BODIPY-labeled macrocyclic heptaoxazole

Org Biomol Chem. 2010 Jun 21;8(12):2749-55. doi: 10.1039/c002117b. Epub 2010 Apr 22.

Abstract

A BODIPY-labeled macrocyclic heptaoxazole, L1BOD-7OTD, was developed as a fluorescent ligand for G-quadruplexes. The results of the study show that L1BOD-7OTD both selectively induces the formation of intramolecular G-quadruplexes from some G-quadruplex forming oligonucleotides (GFOs). In addition, the labelled macrocyclic heptaozaxole strongly binds to and stabilizes intramolecular G-quadruplexes. Moreover, this substance can be used to directly visualize the G-quadruplexes in the form of green fluorescence. Finally, the possibility that G-quadruplexes form in the cells was demonstrated by using of L1BOD-7OTD.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boron Compounds / chemistry*
  • Fluorescent Dyes / chemistry*
  • G-Quadruplexes*
  • HeLa Cells
  • Humans
  • Ligands
  • Macrocyclic Compounds / chemical synthesis
  • Models, Molecular
  • Oligonucleotides / genetics
  • Oxazoles / chemistry*
  • Spectrometry, Fluorescence

Substances

  • 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
  • Boron Compounds
  • Fluorescent Dyes
  • Ligands
  • Macrocyclic Compounds
  • Oligonucleotides
  • Oxazoles