A Multi-signal Fluorescent Probe with Multiple Binding Sites for Simultaneous Sensing of Cysteine, Homocysteine, and Glutathione

Angew Chem Int Ed Engl. 2018 Apr 23;57(18):4991-4994. doi: 10.1002/anie.201800485. Epub 2018 Mar 23.

Abstract

A novel fluorescent probe was developed by integrating chlorinated coumarin and benzothiazolylacetonitrile and exploited for simultaneous detection of cysteine (Cys), homocysteine (Hcy), and glutathione (GSH). Featuring four binding sites and different reaction mechanisms for different biothiols, this probe exhibited rapid fluorescence turn-on for distinguishing Cys, Hcy, and GSH with 108-, 128-, 30-fold fluorescence increases at 457, 559, 529 nm, respectively, across different excitation wavelengths. Furthermore, the probe was successfully applied to the fluorescence imaging of endogenous Cys and GSH and exogenous Cys, Hcy, and GSH in living cells.

Keywords: biosensors; cysteine; fluorescent probes; glutathione; thiols.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Binding Sites
  • Cysteine / analysis*
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Glutathione / analysis*
  • Homocysteine / analysis*
  • Optical Imaging

Substances

  • Fluorescent Dyes
  • Homocysteine
  • Glutathione
  • Cysteine