5'-Hydroxymethyl fluorescein: A colorimetric chemosensor for naked-eye sensing of cyanide ion in a biological fluid

Spectrochim Acta A Mol Biomol Spectrosc. 2020 Sep 5:238:118419. doi: 10.1016/j.saa.2020.118419. Epub 2020 May 1.

Abstract

A two-step synthetic method to prepare a highly sensitive and selective chemosensor 5'-hydroxymethyl fluorescein (5'-HMF) is described herein. This sensor was explored as a colorimetric sensor for naked-eye detection of cyanide ion in the biological fluid as well as in organic and aqueous media. The addition of cyanide ion to 5'-HMF resulted in a rapid change in color in aqueous medium from light green to dark fluorescent green, and in acetonitrile from light pink to purple. A significant bathochromic shift in the absorption spectra enables cyanide ion to be detected by naked eyes in water and acetonitrile without any interference of the competing anions such as, AcO-, F- and SCN- in aqueous solution. Using the 1HNMR titration experiments and Job's plot from absorbance spectroscopy, the interaction of CN- ion with 5'-HMF has been investigated and binding stoichiometry was found to be 1:2 (5'-HMF to CN-). The limit of detection (LOD) of the sensor for CN- was 3.68 μM in water with a linearity (R2 = 0.9923) in the range of 0.50 to 30.0 μM concentration assuming 1:2 (5'-HMF to CN-) binding stoichiometry. In addition, the sensor 5'-HMF sensed the CN- ion in human saliva with the LOD as 7.0 μM in aq. medium.

Keywords: 5′-hydroxymethyl fluorescein; Absorbance spectroscopy; Biological fluid; Chemosensor; Cyanide ion.

MeSH terms

  • Colorimetry / methods
  • Cyanides / analysis*
  • Fluorescein / chemistry*
  • Fluorescent Dyes / chemistry*
  • Humans
  • Limit of Detection
  • Methylation
  • Saliva / chemistry*

Substances

  • Cyanides
  • Fluorescent Dyes
  • Fluorescein