A Turn on ESIPT Probe for Rapid and Ratiometric Fluorogenic Detection of Hg(2+) and its Application in Live-Cell Imaging

J Fluoresc. 2016 Jul;26(4):1367-72. doi: 10.1007/s10895-016-1826-z. Epub 2016 May 20.

Abstract

A probe based on 2-(2'-hydroxyphenyl) benzothiazole (HBT) and thiophosphate has been synthesized and used for the ratiometric detection of Hg(2+). The probe was designed in such a way that the excited state intramolecular proton transfer (ESIPT) of the HBT moiety get blocked. The probe exhibited a strong fluorescence enhancement upon addition of Hg(2+) while showing almost no response to other cations in CH3CN/HEPES buffer solution. The probe exhibited fast selectivity towards Hg(2+) and could be completed in 1 min. Fluorescence imaging experiments of Hg(2+) in living TE-1 cells demonstrated its value of practical applications in biological systems.

Keywords: Deprotection; ESIPT; Fluorescence; Hg2+; Thiophosphate.

MeSH terms

  • Benzothiazoles / chemistry*
  • Cell Line
  • Cell Survival
  • Fluorescent Dyes / chemistry*
  • Humans
  • Mercury / analysis*
  • Mercury / chemistry*
  • Optical Imaging / methods*
  • Phosphates / chemistry
  • Spectrometry, Fluorescence

Substances

  • Benzothiazoles
  • Fluorescent Dyes
  • Phosphates
  • Mercury
  • benzothiazole
  • thiophosphoric acid