Benzothiazole-substituted benzofuroquinolinium dye: a selective switch-on fluorescent probe for G-quadruplex

Chem Commun (Camb). 2011 May 7;47(17):4971-3. doi: 10.1039/c1cc00020a. Epub 2011 Mar 23.

Abstract

A new switch-on fluorescent probe containing the natural product cryptolepine analogue benzofuroquinolinium moiety (binding scaffold) and a benzothiazole moiety (signalling unit) shows a remarkable fluorescence enhancement selective for the G-quadruplex nucleic acid structure. Binding studies revealed that the highly selective response of the fluorescent probe arises from end-stack binding to G-quadruplex.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzothiazoles / chemistry
  • Binding Sites
  • Cell Line, Tumor
  • DNA / metabolism
  • Fluorescence
  • Fluorescent Dyes / analysis
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / metabolism*
  • G-Quadruplexes*
  • Humans
  • Indole Alkaloids / chemistry
  • Intercalating Agents / analysis
  • Intercalating Agents / chemistry
  • Intercalating Agents / metabolism*
  • Microscopy, Fluorescence
  • Models, Molecular
  • Quinolines / chemistry
  • Quinolinium Compounds / analysis
  • Quinolinium Compounds / chemistry
  • Quinolinium Compounds / metabolism*
  • Spectrometry, Fluorescence

Substances

  • Benzothiazoles
  • Fluorescent Dyes
  • Indole Alkaloids
  • Intercalating Agents
  • Quinolines
  • Quinolinium Compounds
  • cryptolepine
  • DNA
  • benzothiazole