Bioimaging application of a novel anion selective chemosensor derived from vitamin B6 cofactor

J Photochem Photobiol B. 2015 Jul:148:37-42. doi: 10.1016/j.jphotobiol.2015.03.021. Epub 2015 Apr 4.

Abstract

The detection of intracellular fluoride was achieved by a novel Schiff base chemosensor derived from vitamin B6 cofactor (L) using fluorescence imaging technique. The sensor L was synthesized by condensation of pyridoxal phosphate with 2-aminothiophenol. The anion recognition ability of L was explored by UV-Vis and fluorescence methods in DMSO and mixed DMSO-H2O system. The sensor L showed both naked-eye detectable color change from colorless to light green and remarkable fluorescence enhancement at 500 nm in the presence of F(-) and AcO(-). The anion recognition was occurred through the formation of hydrogen bonded complexes between these anions and L, followed by the partial deprotonation of L. The detection limit of L for the analysis of F(-) and AcO(-) was calculated to be 1.88 μM and 9.10 μM, respectively. Finally, the detection of cytoplasmic fluoride was tested using human cancer cell HeLa through fluorescence imaging.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anions / chemistry
  • Fluorides / analysis
  • HeLa Cells
  • Humans
  • Microscopy, Fluorescence
  • Molecular Conformation
  • Pyridoxal Phosphate / chemical synthesis
  • Pyridoxal Phosphate / chemistry*
  • Schiff Bases / chemistry
  • Spectrophotometry, Ultraviolet
  • Sulfhydryl Compounds / chemical synthesis
  • Sulfhydryl Compounds / chemistry*
  • Vitamin B 6 / chemistry*

Substances

  • Anions
  • Schiff Bases
  • Sulfhydryl Compounds
  • Pyridoxal Phosphate
  • Vitamin B 6
  • Fluorides