A synthetically simple, click-generated cyclam-based zinc(II) sensor

Inorg Chem. 2009 Jan 5;48(1):319-24. doi: 10.1021/ic8017634.

Abstract

A cyclam-based macrocyclic sensor has been prepared using synthetically simple "click" chemistry to link a fluorophore to the macrocyclic receptor. This sensor shows high selectivity for Zn(II) over a range of other metals, providing a significant enhancement of fluorescence intensity over a wide pH range. As such, this is the first cyclam-based sensor demonstrated to be selective for Zn(II) and is the first example of a triazole being used as a coordinating ligand on an azamacrocycle. The sensor can access biologically available zinc in mammalian cells, sensing the Zn(II) flux that exists during apoptotic cell death.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Binding, Competitive
  • Carbonic Anhydrases / chemistry
  • Carbonic Anhydrases / metabolism
  • Cell Line
  • Electron Transport
  • Fluorescence
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Heterocyclic Compounds / chemistry*
  • Light
  • Mice
  • Triazoles / chemistry
  • Zinc / analysis*
  • Zinc / chemistry
  • Zinc / metabolism

Substances

  • Fluorescent Dyes
  • Heterocyclic Compounds
  • Triazoles
  • cyclam
  • Carbonic Anhydrases
  • Zinc