John S. Fossey is British chemist. He is a professor of synthetic chemistry at the University of Birmingham in the United Kingdom, and a visiting professor at Henan Normal University and guest professor at East China University of Science and Technology, both in China. His res...
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A series of boronic acid-containing saccharide receptors was synthesised via copper catalysed azide-alkyne cycloaddition (CuAAC) reactions. Their saccharide binding capacity was studied by H and B NMR spectroscopy titrations and isothermal titration calorimetry (ITC) techniques. Fluorescent sensors were generated by linking a phenylboronic acid (PBA) receptor with fluorophores via a triazole-linker. Fluorescence titrations with fructose revealed that the substitution pattern about the PBA influences the fluorescence response to saccharides. Titrations studied by H NMR spectroscopy suggested that fructose binding is enhanced when the aromatic ring bearing the boronic acid has the triazole-containing substituent at the ortho position. No evidence of either a dative N-B bond or solvent insertion (between B and N) was observed by B NMR spectroscopy. These results demonstrate that synthetic accessible triazole receptors may allow rapid sensor synthesis, screening and discovery.