Novel rhodamine Schiff base type naked-eye fluorescent probe for sensing Fe3+ and the application in cell

Spectrochim Acta A Mol Biomol Spectrosc. 2018 Feb 15:191:566-572. doi: 10.1016/j.saa.2017.10.029. Epub 2017 Oct 11.

Abstract

Three rhodamine schiff-base type fluorescent sensors R1-R3 for detecting iron ion (Fe3+), 2-furanacrolein rhodamine hydrazone (R1), furfural rhodamine hydrazone (R2) and 2-furanacrolein rhodamine ethylenediamine (R3) have been synthesized by using rhodamine B derivatives and furan derivatives as staring materials. And their recognition abilities for Fe3+ were studied by fluorescence spectroscopy. The result showed that R1 is a best selective probe for Fe3+ over other metal ions in EtOH/H2O (1:1, v/v) due to having 2-furanacrolein for unique space coordination structural. The recognition of Fe3+ and mechanism of the sensor were characterized and determined by fluorescence spectra and Fukui function. And the fluorescence intensity of the probe R1 for Fe3+ was proportional to its concentration with the linear correlation coefficient of 0.9965 and the binding constant of 7.66×104M-1. And the cell imaging experiment indicated a successful application of the probe R1 for Fe3+ in living cell.

Keywords: Acylhydrazine; Colorimetric detection; Fluorescent probe; Iron ion(III); Schiff base.

MeSH terms

  • Binding Sites
  • Cell Death
  • Cell Line, Tumor
  • Cell Survival
  • Color
  • Fluorescence
  • Fluorescent Dyes / chemistry*
  • Humans
  • Hydrogen-Ion Concentration
  • Iron / analysis*
  • Rhodamines / chemical synthesis
  • Rhodamines / chemistry*
  • Schiff Bases / chemistry*
  • Solvents / chemistry
  • Spectrophotometry, Ultraviolet

Substances

  • Fluorescent Dyes
  • Rhodamines
  • Schiff Bases
  • Solvents
  • Iron
  • rhodamine B