Development of a zinc ion-selective luminescent lanthanide chemosensor for biological applications

J Am Chem Soc. 2004 Oct 6;126(39):12470-6. doi: 10.1021/ja0469333.

Abstract

Detection of chelatable zinc (Zn(2+)) in biological studies has attracted much attention recently, because chelatable Zn(2+) plays important roles in many biological systems. Lanthanide complexes (Eu(3+), Tb(3+), etc.) have excellent spectroscopic properties for biological applications, such as long luminescence lifetimes of the order of milliseconds, a large Stoke's shift of >200 nm, and high water solubility. Herein, we present the design and synthesis of a novel lanthanide sensor molecule, [Eu-7], for detecting Zn(2+). This europium (Eu(3+)) complex employs a quinolyl ligand as both a chromophore and an acceptor for Zn(2+). Upon addition of Zn(2+) to a solution of [Eu-7], the luminescence of Eu(3+) is strongly enhanced, with high selectivity for Zn(2+) over other biologically relevant metal cations. One of the important advantages of [Eu-7] is that this complex can be excited with longer excitation wavelengths (around 340 nm) as compared with previously reported Zn(2+)-sensitive luminescent lamthanide sensors, whose excitation wavelength is at too high an energy level for biological applications. The usefulness of [Eu-7] for monitoring Zn(2+) changes in living HeLa cells was confirmed. This novel Zn(2+)-selective luminescent lanthanide chemosensor [Eu-7]should be an excellent lead compound for the development of a range of novel luminescent lanthanide chemosensors for biological applications.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biosensing Techniques / methods*
  • Cations, Divalent
  • Chelating Agents / chemical synthesis
  • Chelating Agents / chemistry*
  • Ethylenediamines / chemical synthesis
  • Ethylenediamines / chemistry*
  • Europium / chemistry*
  • Gadolinium / chemistry
  • HeLa Cells
  • Humans
  • Hydrogen-Ion Concentration
  • Luminescent Measurements
  • Microscopy, Fluorescence
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / chemistry
  • Quinolines / chemical synthesis
  • Quinolines / chemistry*
  • Spectrometry, Fluorescence
  • Spectrophotometry, Ultraviolet
  • Zinc / analysis*

Substances

  • Cations, Divalent
  • Chelating Agents
  • Ethylenediamines
  • Organometallic Compounds
  • Quinolines
  • Europium
  • Gadolinium
  • Zinc
  • N,N,N',N'-tetrakis(2-pyridylmethyl)ethylenediamine