Synthesis and characterization of coumarin-based europium complexes and luminescence measurements in aqueous media

Abstract

A series of new ligands suitable for the formation of luminescent lanthanide complexes in water is described. The chelates are designed for analyte labeling and play the role of fluorescent donor in homogeneous time-resolved fluorescence assays using LEDs as a light source for excitation at 370 nm. Ligands 3–7 are constructed from a coumarin nucleus, for lanthanide sensitization, and different aminomethylenecarboxy moieties are introduced in positions 7 and 5, 6, or 8 of the sensitizer. A reactive spacer arm under biocompatible conditions (maleimide, azide) is introduced at position 3 for ultimate bioconjugation purposes. The synthesis and characterization of the ligands are described, together with the preparation of their corresponding europium complexes. Photophysical properties of the complexes are investigated in water by means of UV-vis and luminescence spectroscopy.