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The fluorescence sensor for saccharide based on internal conversion.

Xiang-Ying Sun1, Bin Liu

  • 1Department of Environmental Science and Engineering, Huaqiao University, Quanzhou 362021, People's Republic of China. liumy@hqu.edu.cn

Luminescence : the Journal of Biological and Chemical Luminescence
|September 1, 2005
PubMed
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A new fluorescence probe, BBNA, was developed for detecting D-fructose. This probe utilizes internal conversion (IC) for selective and sensitive detection of D-fructose in solution.

Area of Science:

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

Background:

  • Fluorescence probes are essential tools in chemical and biological analysis.
  • Developing selective probes for specific analytes like sugars remains a challenge.
  • Internal conversion (IC) is a photophysical process that can be exploited for probe design.

Purpose of the Study:

  • To synthesize and characterize a novel internal conversion (IC) fluorescence probe, N-(o-boronic acid)benzyl-1-naphthylamine (BBNA).
  • To investigate the fluorescence properties of BBNA in various solvents and its response to D-fructose.
  • To establish a selective recognition system for D-fructose based on the IC mechanism.

Main Methods:

  • Synthesis of BBNA from 1-naphthylamine and 2-formylbenzeneboronic acid.

Related Experiment Videos

  • Investigation of BBNA fluorescence parameters in different solvents.
  • Study of BBNA-D-fructose interaction in a phosphate buffer solution (30% MeOH, pH 8.21).
  • Determination of fluorescence quantum yield and stability constant (K).

    • Main Results:

    • BBNA exhibited fluorescence changes upon interaction with D-fructose, including increased intensity and a slight red-shift in emission maximum.
    • The fluorescence quantum yield of BBNA increased with solvent polarity in the presence of D-fructose, indicating IC.
    • BBNA showed strong binding with D-fructose, with a stability constant (K) of 99.9 mol/L.
    • The developed system demonstrated selective recognition of D-fructose.

    Conclusions:

    • BBNA serves as an effective fluorescence probe for D-fructose detection.
    • The internal conversion (IC) mechanism is successfully utilized for selective sugar recognition.
    • This work provides a foundation for developing advanced fluorescent sensors for carbohydrates.