Visualization of endogenous β-galactosidase activity in living cells and zebrafish with a turn-on near-infrared fluorescent probe

Talanta. 2020 Sep 1:217:121098. doi: 10.1016/j.talanta.2020.121098. Epub 2020 May 1.

Abstract

β-Galactosidase (β-gal) is an important biomarker for primary ovarian cancers. Developing noninvasive bioimaging probes for studying the activity of β-gal is highly desirable for cancer diagnosis. Herein, a turn-on near-infrared (NIR) fluorescent probe, 2-((6-(((2S, 3R, 4S, 5R, 6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran -2-yl)oxy)-2,3-dihydro-1H-xanthen-4-yl)methylene)malononitrile named DXM-βgal, was rationally designed based on enzymatic reaction for the detection of β-gal activity both in vitro and in vivo. Upon incubating with β-gal, DXM-βgal displayed a significant fluorescence enhancement at 640 nm, accompanying by a color change of solution color from red to purple. DXM-βgal exhibited high selectivity and sensitively to β-gal with low limit of detection (2.92 × 10-4 U mL-1). Besides, based on its advantages of long-wavelength emission and excellent biocompatibility, DXM-βgal was successfully applied to imaging β-gal in living cells and zebrafish. Given these prominent properties, we believe that DXM-βgal will be a potential tool for investigating β-gal activity in biomedical research.

Keywords: Cells imaging; Fluorescent probe; Near infrared; Zebrafish imaging; β-Galactosidase.

MeSH terms

  • Animals
  • Cells, Cultured
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • HeLa Cells
  • Humans
  • Infrared Rays
  • Molecular Structure
  • Optical Imaging
  • Quantum Theory
  • Spectrometry, Fluorescence
  • Zebrafish
  • beta-Galactosidase / analysis*
  • beta-Galactosidase / metabolism

Substances

  • Fluorescent Dyes
  • beta-Galactosidase