Optimizing the Readout of Lanthanide-DOTA Complexes for the Detection of Ligand-Bound Copper(I)

Molecules. 2017 May 14;22(5):802. doi: 10.3390/molecules22050802.

Abstract

The CuAAC 'click' reaction was used to couple alkyne-functionalized lanthanide-DOTA complexes to a range of fluorescent antennae. Screening of the antenna components was aided by comparison of the luminescent output of the resultant sensors using data normalized to account for reaction conversion as assessed by IR. A maximum 82-fold enhanced signal:background luminescence output was achieved using a Eu(III)-DOTA complex coupled to a coumarin-azide, in a reaction which is specific to the presence of copper(I). This optimized complex provides a new lead design for lanthanide-DOTA complexes which can act as irreversible 'turn-on' catalytic sensors for the detection of ligand-bound copper(I).

Keywords: Cu(I) sensor; CuAAC click reaction; DOTA complexes; coumarin azides; luminescence; picolinyl azides.

MeSH terms

  • Azides / chemistry
  • Click Chemistry / methods
  • Copper / chemistry*
  • Coumarins / chemistry
  • Lanthanoid Series Elements / chemistry*
  • Luminescence

Substances

  • Azides
  • Coumarins
  • Lanthanoid Series Elements
  • Copper
  • coumarin