A boronic acid-based fluorescent hydrogel for monosaccharide detection

Abstract

A boronic acid-based anthracene fluorescent probe was functionalised with an acrylamide unit to incorporate into a hydrogel system for monosaccharide detection. In solution, the fluorescent probe displayed a strong fluorescence turn-on response upon exposure to fructose, and an expected trend in apparent binding constants, as judged by a fluorescence response where D-fructose>D-galactose>D-mannose>D-glucose. The hydrogel incorporating the boronic acid monomer demonstrated the ability to detect monosaccharides by fluorescence with the same overall trend as the monomer in solution with the addition of D-fructose resulting in a 10-fold enhancement (≤0.25 mol/L).

Graphical abstract

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Acknowledgements

The University of Bath are thanked for support. ACS thanks the EPSRC for a PhD studentship. TDJ and JSF are grateful for the support of the EPSRC and DTI (DT/F00267X/1). Preliminary results of this project stemmed from another project pump-primed by the University of Bath Enterprise Development Fund (EDF award to investigators including JSF, ATAJ and TDJ). TDJ wishes to thank the Royal Society for a Wolfson Research Merit Award. JSF and WC thanks the Leverhulme Trust for support (F00094BC). JSF thanks the JDRF (2-SRA-2016-267-A-N) for support. Spectroscopy facilities were provided through the Material and Chemical Characterisation Facility (MC2) at the University of Bath. The investigators are grateful to the CASE consortium for providing knowledge transfer and networking opportunities [³⁶,³⁷].

Electronic Supplementary Material

Supplementary material is available in the online version of this article at https://doi.org/10.1007/s11705-019-1812-5 and is accessible for authorized users.

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