A Near-Infrared Fluorescent Probe for Recognition of Hypochlorite Anions Based on Dicyanoisophorone Skeleton

Molecules. 2023 Jan 3;28(1):402. doi: 10.3390/molecules28010402.

Abstract

A novel near-infrared (NIR) fluorescent probe (SWJT-9) was designed and synthesized for the detection of hypochlorite anion (ClO-) using a diaminomaleonitrile group as the recognition site. SWJT-9 had large Stokes shift (237 nm) and showed an excellent NIR fluorescence response to ClO- with the color change under the visible light. It showed a low detection limit (24.7 nM), high selectivity, and rapid detection (within 2 min) for ClO-. The new detection mechanism of SWJT-9 on ClO- was confirmed by 1H NMR, MS spectrum, and the density functional theory (DFT) calculations. In addition, the probe was successfully used to detect ClO- in HeLa cells.

Keywords: chemodosimeter; fluorescence; hypochlorite anion (ClO−); near-infrared probe.

MeSH terms

  • Fluorescent Dyes* / chemistry
  • HeLa Cells
  • Humans
  • Hypochlorous Acid* / chemistry
  • Skeleton
  • Spectrometry, Fluorescence

Substances

  • Fluorescent Dyes
  • Hypochlorous Acid