A Novel Thiophene-Based Fluorescent Chemosensor for the Detection of Zn2+ and CN-: Imaging Applications in Live Cells and Zebrafish

Sensors (Basel). 2019 Dec 11;19(24):5458. doi: 10.3390/s19245458.

Abstract

A novel fluorescent turn-on chemosensor DHADC ((E)-3-((4-(diethylamino)-2-hydroxybenzylidene)amino)-2,3-dihydrothiophene-2-carboxamide) has been developed and used to detect Zn2+ and CN-. Compound DHADC displayed a notable fluorescence increase with Zn2+. The limit of detection (2.55 ± 0.05 μM) for zinc ion was far below the standard (76 μM) of the WHO (World Health Organization). In particular, compound DHADC could be applied to determine Zn2+ in real samples, and to image Zn2+ in both HeLa cells and zebrafish. Additionally, DHADC could detect CN- through a fluorescence enhancement with little inhibition with the existence of other types of anions. The detection processes of compound DHADC for Zn2+ and CN- were demonstrated with various analytical methods like Job plots, 1H NMR titrations, and ESI-Mass analyses.

Keywords: cyanide; fluorescence chemosensor; living cell; zebrafish; zinc.

MeSH terms

  • Animals
  • Biosensing Techniques*
  • Cyanides / chemistry
  • Cyanides / isolation & purification*
  • HeLa Cells
  • Humans
  • Magnetic Resonance Imaging / methods
  • Thiophenes / chemistry*
  • Zebrafish
  • Zinc / chemistry
  • Zinc / isolation & purification*

Substances

  • Cyanides
  • Thiophenes
  • Zinc