A pyrene-based highly selective turn-on fluorescent chemosensor for iron(III) ions and its application in living cell imaging

J Fluoresc. 2013 Nov;23(6):1139-45. doi: 10.1007/s10895-013-1242-6. Epub 2013 Jul 4.

Abstract

A new pyrene-based chemosensor (1) exhibits excellent selectivity for Fe(3+) ions over a wide range of tested metal ions Ag(+), Ca(2+), Cd(2+), Co(2+), Cu(2+), Fe(2+), Hg(2+), K(+), Mg(2+), Mn(2+), Ni(2+), Pb(2+), and Zn(2+). The binding of Fe(3+) to chemosensor 1 produces an emission band at 507 nm due to the formation of a Py-Py* excimer that is induced by Fe(3+)-binding. The binding ratio of 1-Fe(3+) was determined to be 1:1 from a Job plot. The association constant of 1-Fe(3+) complexes was found to be 1.27 × 10(4) M(-1) from a Benesi-Hildebrand plot. In addition, fluorescence microscopy experiments show that 1 can be used as a fluorescent probe for detecting Fe(3+) in living cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ferric Compounds / analysis*
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • HeLa Cells
  • Humans
  • Ions / analysis
  • Molecular Structure
  • Pyrenes / chemical synthesis
  • Pyrenes / chemistry*
  • Quantum Theory
  • Spectrometry, Fluorescence / instrumentation
  • Tumor Cells, Cultured

Substances

  • Ferric Compounds
  • Fluorescent Dyes
  • Ions
  • Pyrenes
  • pyrene