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An easily Prepared Fluorescent pH Probe Based on Dansyl.

Chunming Sha1,2, Yuhua Chen3, Yufen Chen1,2

  • 1College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, Jiangsu, 215123, China.

Journal of Fluorescence
|June 24, 2016
PubMed
Summary

A new fluorescent pH probe was developed for sensitive and selective H(+) detection. This dansyl-based probe shows rapid, reversible responses and minimal interference from metal ions.

Keywords:
DansylFluorescent probeFluorescent sensorThiosemicarbazidepH

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Area of Science:

  • Analytical Chemistry
  • Organic Chemistry
  • Chemical Sensing

Background:

  • Development of sensitive and selective fluorescent probes is crucial for real-time pH monitoring.
  • Existing probes may suffer from interference or slow response times.
  • Dansyl chloride and thiosemicarbazide offer a promising scaffold for novel probe design.

Purpose of the Study:

  • To synthesize and characterize a novel fluorescent pH probe.
  • To evaluate the probe's selectivity, sensitivity, and response kinetics for H(+) detection.
  • To investigate potential interference from common metal ions.

Main Methods:

  • Synthesis of the fluorescent probe from dansyl chloride and thiosemicarbazide.
  • Characterization using spectroscopic techniques: (1)H NMR, (13)C NMR, LC-MS, Infrared spectroscopy, and elemental analysis.
  • Fluorescence spectroscopy to determine pKa, sensitivity, selectivity, and response to pH variations.

Main Results:

  • The novel probe was successfully synthesized and fully characterized.
  • The probe demonstrated high selectivity and sensitivity to H(+) with a pKa of 4.98.
  • A significant fluorescence quenching (99.5%) was observed over a pH range of 1.98 to 10.88.
  • The probe exhibited rapid and reversible responses to pH changes with negligible interference from common metal ions.
  • Intramolecular charge transfer upon protonation of the dimethylamino group was identified as the recognition mechanism.

Conclusions:

  • A novel, highly selective, and sensitive fluorescent pH probe has been developed.
  • The probe's rapid, reversible response and robustness against metal ion interference make it suitable for various pH sensing applications.
  • The findings contribute to the advancement of fluorescent chemical sensors for environmental and biological monitoring.