A far-red/near-infrared fluorescence probe with large Stokes shift for monitoring butyrylcholinesterase (BChE) in living cells and in vivo

Anal Chim Acta. 2022 Dec 1:1235:340540. doi: 10.1016/j.aca.2022.340540. Epub 2022 Oct 25.

Abstract

Accurate detection of butyrylcholinesterase (BChE) activity is imperative to understand its biological function and diagnose related disease. Far-red (FR)/Near-Infrared (NIR) fluorescent probe with large Stokes shift for BChE detection is extremely important. In this study, we reported a new "off-on" FR/NIR fluorescent probe (DX-2) with large Stokes shift (110 nm). DX-2 was constructed through cyclopropionate to pull-push the optical tuable hydroxyl group of chloro-substituted dicyanoisophorone fluorophore. DX-2 (λexem = 555/665 nm) featured high sensitivity (LOD∼0.08 U/mL) and selectivity, good pH practicability, low toxicity and good cell membrane permeability with a bright emission triggered by BChE. Furthermore, DX-2 exhibited good optical performance to image BChE activity in living cells. More importantly, the FR/NIR probe DX-2 was successfully applied to real-time monitor BChE in live tumor-bearing mouse model. These studies suggest that probe DX-2 has potential applicable value for detecting BChE in living biological systems and diagnosing BChE-related diseases.

Keywords: Butyrylcholinesterase; Far-red/Near-Infrared; Fluorescent probe; Liver; Monitor.

MeSH terms

  • Animals
  • Butyrylcholinesterase* / metabolism
  • Disease Models, Animal
  • Fluorescent Dyes* / toxicity
  • Mice
  • Microscopy, Fluorescence

Substances

  • Butyrylcholinesterase
  • Fluorescent Dyes