Isophorone-based AIEgens fluorescent probe with red emission for targeting lipid droplets and identifying non-alcoholic fatty liver disease

Spectrochim Acta A Mol Biomol Spectrosc. 2024 Feb 5:306:123588. doi: 10.1016/j.saa.2023.123588. Epub 2023 Oct 29.

Abstract

Due to the disorder of lipid metabolism, the excessive accumulation of lipid droplets (LDs) in liver cells can result in the occurrence of non-alcoholic fatty liver disease (NAFLD). Therefore, it is great of significance to design and synthesized LDs-specific fluorescent probes for the early diagnosis of NAFLD. Herein, we developed a series of aggregation-induced emission (AIE) probes ISO-LD1, ISO-LD2 and ISO-LD3 based on isophorone group for LDs-specific imaging in living cells. The photophysical properties demonstrated that all the probes with red emission (λem > 600 nm) exhibited a strong fluorescence in high polarity solvents. In particular, probe ISO-LD3 has a highest fluorescence quantum yield (except for 1,4-dioxane) and a larger Stokes shift. Confocal laser scanning microscopy experiments indicated that probe ISO-LD3 could specifically stain LDs via a "washing-free" procedure within 10 s, and monitor the dynamic behaviors of LDs exhibiting a high signal/noise ratio. Importantly, given the satisfactory performance of probe ISO-LD3, it has been successfully used for the detection of the normal liver tissues and fatty liver tissues, respectively. This work illustrated that ISO-LD3 is a promising tool for the detection of LDs and LDs-related diseases.

Keywords: Aggregation-induced emission; Fluorescence imaging; Lipid droplets; NAFLD.

MeSH terms

  • Fluorescence
  • Fluorescent Dyes / metabolism
  • Humans
  • Lipid Droplets* / metabolism
  • Non-alcoholic Fatty Liver Disease* / diagnostic imaging
  • Non-alcoholic Fatty Liver Disease* / metabolism

Substances

  • Fluorescent Dyes
  • isophorone