Dithiolane linked thiorhodamine dimer for Hg2+ recognition in living cells

Org Biomol Chem. 2009 Feb 21;7(4):660-4. doi: 10.1039/b815956d. Epub 2009 Jan 6.

Abstract

Thiorhodamine-based chemodosimeter A, a disulfide linked dimer, was designed for Hg2+ recognition by virtue of the strong affinity of mercury for sulfur. Spectroscopic results reveal that chemodosimeter A exhibits real-time responses, and high sensitivity and selectivity for Hg2+ in comparison to other cations. These properties are mechanistically ascribed to the transfer from rhodamine spirolactam to the thiazoline-derived open-ring rhodamine via Hg2+ induced desulfurization. The in vitro recognition of Hg2+ in living cells pretreated with A was examined, showing that the concentration of Hg2+ that could be imaged reaches the safety limit for human beings.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cells / chemistry*
  • Cells, Cultured
  • Dimerization
  • Disulfides / chemistry
  • Hazardous Substances / analysis
  • Humans
  • Mercury / analysis*
  • Mercury / chemistry
  • Rhodamines / chemistry*
  • Sulfhydryl Compounds / chemistry

Substances

  • Disulfides
  • Hazardous Substances
  • Rhodamines
  • Sulfhydryl Compounds
  • Mercury