An enhanced fluorescence sensor for specific detection Cys over Hcy/GSH and its bioimaging in living cells

Spectrochim Acta A Mol Biomol Spectrosc. 2019 Feb 15:209:223-227. doi: 10.1016/j.saa.2018.10.049. Epub 2018 Oct 29.

Abstract

Cysteine (Cys) is not only the central matter of sulfur metabolism in cells but also the only amino acid with reduced thiol group in 20 kinds of natural amino acids. In animal cells, Cys is taking part in many important and essential biological functions including protein synthesis, detoxification and metabolism. The development and application of fluorescent probes for the detection of Cys have attracted more and more attention and interest. Herein, we report a new fluorescent probe NFA that utilized naphthyl carboxy fluorescein as fluorophore and acryloyl group as reaction site for Cys specific detection. The probe essentially has weak fluorescence. Cys addition to NFA containing system induced distinct enhanced fluorescence emission which was attributed to the nucleophilic reaction of cysteine and acryloyl to release the fluorophore. The signal fluorescent response detection system allows NFA to be a reliable tool for Cys detection with low detection limit (0.58 μM). And NFA has been successfully applied for Cys imaging specifically in live Hela cells, which promotes the probe as a potential tool to understand the pathology of Cys related diseases.

Keywords: Cysteine; Enhanced fluorescence; Imaging; Water soluble.

MeSH terms

  • Biosensing Techniques / methods*
  • Cysteine / analysis*
  • Fluorescence*
  • Fluorescent Dyes / chemistry*
  • Glutathione / analysis*
  • HeLa Cells
  • Homocysteine / analysis*
  • Humans
  • Molecular Imaging / methods*

Substances

  • Fluorescent Dyes
  • Homocysteine
  • Glutathione
  • Cysteine