Bright, highly water-soluble triazacyclononane europium complexes to detect ligand binding with time-resolved FRET microscopy

Angew Chem Int Ed Engl. 2014 Sep 26;53(40):10718-22. doi: 10.1002/anie.201406632. Epub 2014 Aug 12.

Abstract

Luminescent europium complexes are used in a broad range of applications as a result of their particular emissive properties. The synthesis and application of bright, highly water-soluble, and negatively charged sulfonic- or carboxylic acid derivatives of para-substituted aryl-alkynyl triazacyclononane complexes are described. Introduction of the charged solubilizing moieties suppresses cellular uptake or adsorption to living cells making them applicable for labeling and performing assays on membrane receptors. These europium complexes are applied to monitor fluorescent ligand binding on cell-surface proteins with time-resolved Förster resonance energy transfer (TR-FRET) assays in plate-based format and using TR-FRET microscopy.

Keywords: G protein-coupled receptors; europium; imaging agents; macrocycles; time-resolved FRET.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aza Compounds / analysis*
  • Aza Compounds / metabolism
  • Coordination Complexes / analysis*
  • Coordination Complexes / metabolism
  • Europium / analysis*
  • Europium / metabolism
  • Fluorescence Resonance Energy Transfer / methods*
  • HEK293 Cells
  • Humans
  • Ligands
  • Luminescent Agents / analysis*
  • Luminescent Agents / metabolism
  • Microscopy / methods*
  • Piperidines / analysis*
  • Piperidines / metabolism
  • Protein Binding
  • Receptors, G-Protein-Coupled / analysis
  • Receptors, G-Protein-Coupled / metabolism*
  • Solubility
  • Water / chemistry

Substances

  • Aza Compounds
  • Coordination Complexes
  • Ligands
  • Luminescent Agents
  • Piperidines
  • Receptors, G-Protein-Coupled
  • triazacyclononane
  • Water
  • Europium