A selective and sensitive turn-on chemosensor for detection of Fe3+ in aqueous solution and its cell imaging in dorsal root ganglia neurons and MKN-45 cells

Bioorg Med Chem. 2020 Feb 15;28(4):115309. doi: 10.1016/j.bmc.2020.115309. Epub 2020 Jan 10.

Abstract

A new turn-on fluorescent chemosensor (RBTM) for Fe3+ was designed based on Rhodamine B and a thiocarbonylimidazole moiety. The spectroscopic probe used for characterization of the synthesized system showed 300-fold fluorescence enhancement for the detection of Fe3+ with a 1:1 stoichiometry in EtOH/H2O solution (2:1, v/v, HEPES buffer, 1 mM, pH 7.30). Upon addition of Fe3+ in aqueous ethanol, the probe displayed a significant fluorescence enhancement and a distinct color change (colorless to pink) that can be detected by the naked eye. The binding constant between the probe and Fe3+ was determined to be 1.16 × 104 M-1 and the corresponding detection limit was calculated to be 0.256 µM. In addition, the energy gaps between the HOMO and LUMO in RBTM and RBTM-Fe3+ were calculated using DFT calculations to be 92.93 kcal/mol and 37.49 kcal/mol, respectively. The results indicate that binding of Fe3+ to RBTM lowered the HOMO-LUMO energy gap of the complex and stabilized the system. Fluorescence imaging experiments demonstrated that RBTM can be used as a fluorescent probe to detect Fe3+ in MKN-45 cells and dorsal root ganglia, thus revealing that RBTM could be used for biological applications.

Keywords: Dorsal root ganglia; Fe(III) ions; Fluorescent chemosensors; MKN-45 cells; Rhodamine B.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ferric Compounds / analysis*
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Ganglia, Spinal / chemistry*
  • Humans
  • Ions / analysis
  • Molecular Structure
  • Neurons / chemistry*
  • Optical Imaging*
  • Rhodamines / chemical synthesis
  • Rhodamines / chemistry*
  • Solutions
  • Spectrometry, Fluorescence
  • Tumor Cells, Cultured
  • Water / chemistry

Substances

  • Ferric Compounds
  • Fluorescent Dyes
  • Ions
  • Rhodamines
  • Solutions
  • Water
  • rhodamine B