Construction and evaluation of near-infrared fluorescent probes for imaging lipid droplet and lysosomal viscosity

Spectrochim Acta A Mol Biomol Spectrosc. 2024 Aug 5:316:124356. doi: 10.1016/j.saa.2024.124356. Epub 2024 Apr 26.

Abstract

Microenvironmental viscosity is a crucial parameter for biological systems, and its abnormal fluctuations are closely associated with various functional disorders and diseases. However, it is still important and urgent to develop improved near-infrared fluorescent probes for micro-viscosity with dual-organelle targeting properties, low background noise, and high sensitivity. Herein, two BODIPY-based small-molecule fluorescent probes were designed and synthesized, which were explored for their viscosity- and polarity-responsive properties, and were further applied to imaging sub-cellular viscosity in living cells. Interestingly, BSZ-Ph and BSZ-R displayed near-infrared fluorescence (more than 650 nm) and were sensitive to environmental viscosity and polarity due to the introduction of a benzothiazole at the 2-position and electron-rich aniline groups at the 5-position of the BODIPY core, respectively. The fluorescence intensity increased exponentially with the viscosity changes. Furthermore, the probe BSZ-Ph could successfully target lipid droplets and image cellular viscosity changes by treating lipopolysaccharides (LPS) and nystatin. Comparatively, the probe BSZ-R could successfully target the dual organelles of lipid droplets and lysosomes and image cellular viscosity changes by treating LPS and monensin. Therefore, in this work, we reported two new BODIPY-based near-infrared fluorescent probes, BSZ-Ph and BSZ-R, for cellular viscosity imaging, which could target lipid droplets and the dual organelles of lysosomes and lipid droplets, respectively. The study could provide a reference for the future development of fluorescent probes for viscosity in lipid droplets and lysosomes.

Keywords: Fluorescent probe; Lipid droplets; Lysosomes; Near-infrared; Viscosity.

MeSH terms

  • Animals
  • Boron Compounds* / chemical synthesis
  • Boron Compounds* / chemistry
  • Fluorescent Dyes* / chemical synthesis
  • Fluorescent Dyes* / chemistry
  • HeLa Cells
  • Humans
  • Lipid Droplets* / chemistry
  • Lipid Droplets* / metabolism
  • Lysosomes* / chemistry
  • Lysosomes* / metabolism
  • Mice
  • Optical Imaging
  • Viscosity

Substances

  • Fluorescent Dyes
  • Boron Compounds
  • 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene