Three rhodamine-based "off-on" chemosensors with high selectivity and sensitivity for Fe3+ imaging in living cells

J Org Chem. 2012 Jan 20;77(2):1143-7. doi: 10.1021/jo202056t. Epub 2011 Dec 29.

Abstract

Three new rhodamine-based probes Y1-Y3 were synthesized as "off-on" chemosensors for Fe(3+) imaging in living cells. The recognizing behaviors were investigated both experimentally and computationally. The crystal structure of the complex Y3-Fe(3+) revealed that Fe(3+) preferred to coordinate with the N atom of benzothiazole moiety rather than the O atom of carboxyl group.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzothiazoles / chemistry
  • Chemistry Techniques, Analytical / methods
  • Ferric Compounds / chemistry*
  • Fluorescent Dyes / chemistry*
  • HeLa Cells / metabolism
  • Humans
  • Iron / analysis*
  • Microscopy, Electron, Scanning / methods
  • Molecular Imaging / methods
  • Nitrogen / chemistry
  • Oxygen / chemistry
  • Rhodamines / chemistry*
  • Sensitivity and Specificity
  • Spectrophotometry, Infrared

Substances

  • Benzothiazoles
  • Ferric Compounds
  • Fluorescent Dyes
  • Rhodamines
  • Iron
  • benzothiazole
  • Nitrogen
  • Oxygen