4.7 Article

A near-infrared fluorescent probe for highly specific and ultrasensitive detection of hypochlorite ions in living cells

Journal

ANALYTICAL AND BIOANALYTICAL CHEMISTRY
Volume 413, Issue 17, Pages 4441-4450

Publisher

SPRINGER HEIDELBERG
DOI: 10.1007/s00216-021-03398-1

Keywords

Fluorescent probe; Triphenylamine; Hypochlorite; Oxidation; Living cells

Funding

  1. Wenzhou Medical University [KYYW201906, KYQD20190513]

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A fluorescent probe DBTM based on triphenylamine was successfully synthesized to rapidly respond to ClO- with high selectivity and sensitivity. The probe can be applied on cotton swabs and test strips for easy ClO- detection, showing low background fluorescence in living cells.
Hypochlorite (ClO-) is an important reactive oxygen species (ROS) in organisms. In this work, a fluorescent probe DBTM based on triphenylamine was synthesized successfully and characterized by spectral methods. The designed probe can rapidly respond to ClO- in just 1 min, followed by the apparent color change from red to yellow. The colorimetric and ratiometric absorbance change of DBTM was attributed to the strong oxidation of ClO-, which broke the connected double bonds and destroyed the conjugate system. The probe DBTM showed an excellent selectivity towards ClO- in comparison with other ROS probes. Besides, the DBTM probe exhibited a highly sensitive response to ClO-, with the detection limits calculated to be 3.3 nM. The probe can be applied in the form of cotton swabs and test strips that could detect ClO- easily, suggesting its potential use as imaging agents for realistic ClO- detection. In particular, DBTM exhibited very low background fluorescence in living cells and was able to detect the minor variation of endogenous hypochlorite in L929 cells. Based on these advantages, the probe DBTM could be a good candidate for detecting ClO- in biological systems.

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