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Related Experiment Video

Updated: Jun 23, 2026

Iridium(III) Luminescent Probe for Detection of the Malarial Protein Biomarker Histidine Rich Protein-II
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FerriBRIGHT: a rationally designed fluorescent probe for redox active metals.

Daniel P Kennedy1, Chad M Kormos, Shawn C Burdette

  • 1Department of Chemisty, University of Connecticut, 55 North Eagleville Road, U-3060, Storrs, Connecticut 06269, USA.

Journal of the American Chemical Society
|May 23, 2009
PubMed
Summary

This study introduces FerriBRIGHT, a novel fluorescent probe for detecting metal ions. Optimized synthesis and characterization reveal its potential for sensitive fluorescence-based sensing applications.

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Last Updated: Jun 23, 2026

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Area of Science:

  • Organic Chemistry
  • Materials Science
  • Analytical Chemistry

Background:

  • Boron-dipyrromethene (BODIPY) dyes are widely used as fluorescent probes.
  • Developing novel BODIPY derivatives with tailored properties is crucial for advanced applications.
  • Metal ion detection often requires probes with high sensitivity and selectivity.

Purpose of the Study:

  • To design and synthesize a novel catechol-BODIPY dyad, FerriBRIGHT, for potential metal ion sensing.
  • To optimize the synthesis of FerriBRIGHT and its oxidized form, FerriBRIGHT-Q.
  • To investigate the photophysical properties and fluorescence response of FerriBRIGHT to various metal ions and reactive oxygen species.

Main Methods:

  • Rational design aided by computational methods.
  • One-pot synthesis of BODIPY fluorophores with modifications for improved yield.
  • Microwave-assisted palladium-catalyzed hydrogenolysis for efficient debenzylation.
  • Spectroscopic characterization (UV-Vis, fluorescence) and quantum yield determination.
  • Binding studies with metal ions (FeCl(3), Ga(NO(3))(3)) and reactive oxygen species.

Main Results:

  • FerriBRIGHT was successfully synthesized and characterized, with optimized methods improving overall yield.
  • Exposure to certain metal ions (FeCl(3), CuCl(2), etc.) significantly enhanced FerriBRIGHT's fluorescence.
  • The oxidized form, FerriBRIGHT-Q, was identified as the emissive species, showing fluorescence enhancement due to attenuated photoinduced electron transfer.
  • FerriBRIGHT demonstrated selectivity, with no significant changes in fluorescence upon exposure to biologically relevant reactive oxygen species.
  • Binding studies with Ga(III) showed a 2.8-fold fluorescence enhancement, indicating potential for metal ion sensing.

Conclusions:

  • FerriBRIGHT is a promising new class of fluorescent compounds with potential for metal ion sensing.
  • The fluorescence enhancement mechanism involves the oxidation of the catechol moiety and subsequent attenuation of photoinduced electron transfer.
  • Optimized synthesis and characterization pave the way for further development of BODIPY-based sensors.