Monoamine oxidase B activatable red fluorescence probe for bioimaging in cells and zebrafish

Bioorg Chem. 2024 Apr:145:107156. doi: 10.1016/j.bioorg.2024.107156. Epub 2024 Jan 30.

Abstract

A real-time and specific for the detection of Monoamine Oxidase B (MAO-B) to investigate the MAO-B-relevant disease development and treatment process is urgently desirable. Here, we utilized MAO-B to catalyze the conversion of propylamino groups to aldehyde groups, which was then quickly followed by a β-elimination process to produce fluorescent probes (FNJP) that may be used to detect MAO-B in vitro and in vivo. The FNJP probe possesses unique properties, including favorable reactivity (Km = 10.8 μM), high cell permeability, and NIR characteristics (λem = 610 nm). Moreover, the FNJP probe showed high selectivity for MAO-B and was able to detect endogenous MAO-B levels from a mixed population of NIH-3 T3 and HepG2 cells. MAO-B expression was found to be increased in cells under lipopolysaccharide-stimulated cellular oxidative stress in neuronal-like SH-SY5Y cells. In addition, the visualization of FNJP for MAO-B activity in zebrafish can be an effective tool for exploring the biofunctions of MAO-B. Considering these excellent properties, the FNJP probe may be a powerful tool for detecting MAO-B levels in living organisms and can be used for accurate clinical diagnoses of related diseases.

Keywords: Cellular oxidative stress; Fluorescent imaging; Fluorescent probe; Monoamine Oxidase B.

MeSH terms

  • Animals
  • Fluorescence
  • Fluorescent Dyes
  • Hep G2 Cells
  • Humans
  • Monoamine Oxidase Inhibitors
  • Monoamine Oxidase* / metabolism
  • Neuroblastoma*
  • Zebrafish / metabolism

Substances

  • Monoamine Oxidase
  • Fluorescent Dyes
  • Monoamine Oxidase Inhibitors