Water-Soluble Dual-Channel Fluorescent Probe for Sensitive Detection of Biothiols In Vitro and In Vivo

ACS Appl Bio Mater. 2023 Dec 18;6(12):5828-5835. doi: 10.1021/acsabm.3c00928. Epub 2023 Dec 6.

Abstract

Benefiting from high spatiotemporal resolution, deep tissue penetration, and excellent sensitivity, fluorescence imaging technology has been widely applied in cancer diagnosis and treatment. In recent years, a large number of fluorescent probes for monitoring the levels of endogenous biothiols have been reported, which have significant implications for cancer diagnosis and treatment. However, most probes still suffer from poor biological compatibility and easy attachment by the environment. This work presents the development of a water-soluble dual-channel fluorescent probe, named MAL-NBD, for sensitively detecting biothiols. Nonfluorescent MAL-NBD is transformed into fluorescent groups MAL and NBD-SR/NR through nucleophilic substitution by biologically active thiols, producing dual-channel fluorescence signals for precise detection of biologically active thiols. Taking advantage of the excellent biocompatibility and low biotoxicity, MAL-NBD is successfully used for imaging HeLa cancer cells and zebrafish larvae, promoting its potential application for the precise detection of biological thiols involved in physiological and pathological processes.

Keywords: biocompatibility; biological thiols; dual-channel imaging; sensitive detection; water-soluble probe.

MeSH terms

  • Animals
  • Fluorescent Dyes*
  • HeLa Cells
  • Humans
  • Optical Imaging / methods
  • Sulfhydryl Compounds
  • Zebrafish*

Substances

  • Fluorescent Dyes
  • Sulfhydryl Compounds