A Near-Infrared Fluorescence Chemosensor Based on Isothiocyanate-Aza-BODIPY for Cyanide Detection at the Parts per Billion Level: Applications in Buffer Media and Living Cell Imaging

Chempluschem. 2019 Mar;84(3):252-259. doi: 10.1002/cplu.201800574. Epub 2019 Feb 5.

Abstract

A near-infrared chemodosimeter based on an aza-BODIPY dye was designed and synthesized. The sensor contains isothiocyanate groups for cyanide ion sensing. The sensing function was illustrated via the fluorescence changes in near-infrared frequencies as well as chromogenic changes which could be easily visualized with a detection limit of 19 ppb. The sensor provides high selectivity to CN- and discriminates other anions such as CH3 COO- , HPO4- , HSO4- , ClO3- , CO32- , SO42- , NO3- , Cl- , F- , Br- , I- , and phenylalanine (Phe) in 50 % PBS buffer/acetonitrile at physiological pH. The potential of the sensor for CN- detection in both aqueous buffer solutions and living cells imaging was demonstrated.

Keywords: aza-BODIPY dyes; cyanide; near-infrared fluorescence; selectivity; sensors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Boron Compounds / chemical synthesis
  • Boron Compounds / chemistry*
  • Boron Compounds / toxicity
  • Cell Line
  • Cyanides / analysis*
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / toxicity
  • Isothiocyanates / chemical synthesis
  • Isothiocyanates / chemistry*
  • Isothiocyanates / toxicity
  • Limit of Detection
  • Mice
  • Microscopy, Confocal / methods
  • Microscopy, Fluorescence / methods
  • Spectrometry, Fluorescence / methods
  • Water Pollutants, Chemical / analysis

Substances

  • Boron Compounds
  • Cyanides
  • Fluorescent Dyes
  • Isothiocyanates
  • Water Pollutants, Chemical
  • azaBDPBA compound