A novel ratiometric fluorescent probe for differential detection of HSO3- and ClO- and application in cell imaging and tumor recognition

Anal Bioanal Chem. 2021 Feb;413(4):1137-1148. doi: 10.1007/s00216-020-03077-7. Epub 2021 Jan 6.

Abstract

By connecting 1,8-naphthalimide and indole sulfonate, a ratio fluorescent probe capable of differential detection of hydrogen sulfite and hypochlorite was synthesized for the first time. It was able to achieve the qualitative detection of HSO3- and ClO- with high sensitivity and selectivity, respectively. It provides a multi-purpose probe and is based on different emission channels without mutual interference. The probe has the advantages of larger Stokes shift (ClO-: 115 nm, HSO3-: 88 nm), longer λem (ClO-: 515 nm, HSO3-: 548 nm) and better water solubility (DMF/PBS = 1:99, v/v). In addition, the probe is a ratio fluorescence probe, which can detect fluorescence intensity with two different emission waves. It provides internal self-calibration, reduces interference from the background and increases detection accuracy. In vitro cytotoxicity and imaging experiments show that the probe can effectively perform the detection of exogenous HSO3- and ClO- in cells. It can also achieve the detection of HSO3- and ClO- in the plasma environment. Because the probe can detect endogenous ClO-, it also has a good prospect for biological application in identifying tumor cells. Graphical abstract.

Keywords: Bisulfite; Cell imaging; Hypochlorite; Ratiometric fluorescent probe; Tumor cell recognition.

MeSH terms

  • Fluorescent Dyes / chemistry*
  • HeLa Cells
  • Human Umbilical Vein Endothelial Cells
  • Humans
  • Hypochlorous Acid / analysis*
  • MCF-7 Cells
  • Microscopy, Fluorescence / methods
  • Naphthalimides / chemistry*
  • Neoplasms / diagnostic imaging*
  • Optical Imaging / methods
  • Spectrometry, Fluorescence / methods
  • Sulfites / analysis*

Substances

  • Fluorescent Dyes
  • Naphthalimides
  • Sulfites
  • Hypochlorous Acid
  • hydrogen sulfite