Issue 3, 2025

An HPQ-based near-infrared dye for the detection of ClO and accurate imaging of cells and mouse tumor sites in situ

Abstract

A new fluorescent probe (SWJT-32) with a large Stokes shift was designed and synthesized with 2-(2-hydroxyphenyl)-4(1H)-quinazolinone (HPQ) as the skeleton and N,N-dimethylthiocarbamate as the recognition site. It can detect hypochlorite ions (ClO) through fluorescence spectroscopy based on the excited-state intramolecular proton transfer (ESIPT) and intramolecular charge transfer (ICT) mechanism. The probe has the advantages of strong diffusion resistance, good photostability and selectivity, and high imaging contrast, and can be used for the detection of ClO. Meanwhile, due to its low toxicity and good biocompatibility in living cells, SWJT-32 can be used for the detection of endogenous and exogenous ClO in HeLa cells as well as for long-term in vivo imaging in tumor mice.

Graphical abstract: An HPQ-based near-infrared dye for the detection of ClO− and accurate imaging of cells and mouse tumor sites in situ

Supplementary files

Article information

Article type
Paper
Submitted
02 Oct 2024
Accepted
25 Nov 2024
First published
02 Dec 2024

Org. Biomol. Chem., 2025,23, 721-727

An HPQ-based near-infrared dye for the detection of ClO and accurate imaging of cells and mouse tumor sites in situ

L. Zhang, X. Yao, M. Peng, Y. Ma, Y. Peng and Y. Wang, Org. Biomol. Chem., 2025, 23, 721 DOI: 10.1039/D4OB01599A

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