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Colorimetric Sugar Sensing Using Boronic Acid-Substituted Azobenzenes
Yuya Egawa1, Ryotaro Miki2, Toshinobu Seki3
1Faculty of Pharmaceutical Sciences, Josai University, Keyakidai, Sakado, Saitama 350-0295, Japan. yegawa@josai.ac.jp.
Materials (Basel, Switzerland)
|August 10, 2017
Summary
Boronic acid-conjugated azobenzenes offer a promising, cost-effective alternative for glucose sensing. These novel sensors exhibit significant color changes upon sugar detection, aiding in diabetes management.
Area of Science:
- Chemical Sensing
- Materials Science
- Biotechnology
Background:
- Rising diabetes prevalence necessitates advanced glucose monitoring solutions.
- Boronic acid derivatives are explored as enzyme-free alternatives for glucose sensors.
- Boronic acids' ability to bind diols is key for sugar recognition.
Purpose of the Study:
- To develop novel colorimetric glucose sensors using boronic acid-conjugated azobenzenes.
- To investigate the influence of boronic acid substitution position on sensor performance.
- To elucidate the signaling mechanism of these boronic acid-azobenzene systems.
Main Methods:
- Synthesis of various boronic acid-substituted azobenzenes.
- Colorimetric analysis upon sugar addition.
- Nitrogen-15 Nuclear Magnetic Resonance (NMR) spectroscopy to study the B-N dative bond.
- Polymer attachment and supramolecular chemistry for enhanced glucose binding.
Main Results:
- Ortho-substitution of boronic acid moieties enhances color change upon sugar binding.
- NMR studies confirm a signaling mechanism involving B-N dative bond dynamics.
- Boronic acid azobenzenes demonstrate selective binding, with some systems showing cooperative binding of glucose.
- Applications extend beyond glucose to sensing glycated hemoglobin and dopamine.
Conclusions:
- Boronic acid-conjugated azobenzenes represent a viable platform for developing sensitive and portable glucose sensors.
- The substitution pattern of boronic acid significantly impacts sensor characteristics.
- These systems offer a versatile approach for detecting various biomolecules.
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