Abstract
The development of chemosensors to detect analytes in biologically relevant solutions is a challenging task . We report the synthesis of a fluorescent receptor that combines vibration-induced emission (VIE) and dynamic covalent chemistry for the detection of glucose in aqueous media. We show that the bis- 2-( N -methylaminomethyl) phenylboronic acid-decorated N , N '-diphenyl-dihydrodibenzo[ a , c ]phenazine (DPAC) receptor 1 can detect glucose and discriminat e between closely related monosaccharides including those commonly found in blood. Preliminary studies suggest monosaccharides bind to the DPAC-receptor with a 1:1 stoichiometry to produce pseudomacrocyclic complexes, which in turn leads to distinct optical changes in the fluorescent emission of the receptor for each host. Moreover, the complexation-induced change in emission can be both detected visually and quantified in a ratiometric way. Our results highlight the potential of VIE-type receptors for the development of improved tools for the quantitative determination of saccharides in biological samples where a single chemosensor can discriminate between similarly related structures in aqueous solutions.
Original language | English |
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Pages (from-to) | 16880-16884 |
Number of pages | 5 |
Journal | Angewandte Chemie - International Edition |
Volume | 60 |
Issue number | 31 |
Early online date | 15 Apr 2021 |
DOIs | |
Publication status | Published - 26 Jul 2021 |
Bibliographical note
Funding Information:JRS acknowledges a MSCA fellowship (project 843720‐BioNanoProbes). MCG thanks the European Research Council (ERC‐COG: 648239).
Funding Information:
JRS acknowledges a MSCA fellowship (project 843720-BioNanoProbes). MCG thanks the European Research Council (ERC-COG: 648239).
Publisher Copyright:
© 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH