A colorimetric and fluorescent probe for detecting intracellular biothiols

Biosens Bioelectron. 2016 Nov 15:85:46-52. doi: 10.1016/j.bios.2016.04.098. Epub 2016 Apr 30.

Abstract

A new rapid and highly sensitive coumarin-based probe (probe 1) has been designed and synthesized for detecting intracellular thiols. Probe 1 was prepared by a 4-step procedure as a latent fluorescence probe to achieve high sensitivity and fluorescence turn-on response toward cysteine and homocysteine over GSH and other various natural amino acids under physiological conditions. Owing to specific cyclization between thiols and aldehyde group, probe 1 displayed a highly selectivity toward cysteine and homocysteine. Above all, probe 1 was successfully used for fluorescence imaging of biothiols in Hela cells, and quantitative determination had been achieved within a certain range. Then specific fluorescence imaging of mice organ tissues was obtained for proving the permeability of probe 1. Simultaneously, the viability was measured to be more than 80%, which shows probe 1 can be a rapid and biocompatible probe for biothiols in cells. Furthermore, the measurement of thiols detection in 5 kinds of animal serum showed that probe 1 can be used in determination of biothiols in blood.

Keywords: Bioimaging; Colorimetric; Coumarin; Fluorescent; Probe; Thiols.

MeSH terms

  • Animals
  • Cattle
  • Chickens
  • Colorimetry / methods*
  • Coumarins / chemistry*
  • Cysteine / analysis*
  • Cysteine / blood
  • Fluorescent Dyes / chemistry*
  • Glutathione / analysis*
  • Glutathione / blood
  • Goats
  • HeLa Cells
  • Homocysteine / analysis*
  • Homocysteine / blood
  • Horses
  • Humans
  • Mice
  • Optical Imaging / methods*
  • Sheep
  • Spectrometry, Fluorescence / methods
  • Sulfhydryl Compounds / analysis

Substances

  • Coumarins
  • Fluorescent Dyes
  • Sulfhydryl Compounds
  • Homocysteine
  • coumarin
  • Glutathione
  • Cysteine