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Novel chemical sensors using boronic acids for glucose detection

Bruen, Danielle and Delaney, Colm and Florea, Larisa and Diamond, Dermot (2017) Novel chemical sensors using boronic acids for glucose detection. In: 69th Irish Universities Chemistry Research Colloquium, 22-23 June 2017, Dublin, Ireland..

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Abstract

Boronic acids (BAs) are well-­known for their interactions with diol-­containing compounds like glucose. Fluorescent moieties are commonly considered to enable monitoring of this interaction by changes in fluorescence. Incorporation of a BA component into charged molecules, can be used to induce quenching in the emission of a fluorescent molecule, thereby creating a two-­component sensing system1-­2. Hence, a novel cationic pyrimidine BA derivative, PBA, has been investigated for its indirect glucose sensing capabilities. In this approach, the fluorescence of 7-­hydroxycoumarin (7HC) is monitored. Increasing concentrations of our novel PBA sensor, quenches the fluorescence of 7HC by 98% (Fig. 1A). The decrease in fluorescence intensity of the system is achieved through electrostatic and p-­p stacking interactions between the fluorophore and PBA-­quencher1-­2. In the presence of saccharides, the Lewis acidic BA moiety of the sensor is known to form strong, reversible interactions2. This leads to the formation of an anionic boronate diester2, resulting in the dissociation of the BA-­quencher and fluorophore complex, causing a sequential recovery of fluorescence in 7HC1-­2 by 16% (Fig. 1B). This glucose-­sensing switch can be used to indirectly quantify glucose concentrations. Moreover, the inclusion of anchoring moieties in to the PBA-­quencher shows potential for the incorporation of this molecule into soft hydrogel platforms.

Item Type:Conference or Workshop Item (Poster)
Event Type:Conference
Refereed:No
Uncontrolled Keywords:Glucose Sensing, Fluorescence, Boronic Acids
Subjects:Engineering > Materials
Medical Sciences > Diseases
Physical Sciences > Chemistry
DCU Faculties and Centres:DCU Faculties and Schools > Faculty of Science and Health > School of Chemical Sciences
Research Initiatives and Centres > INSIGHT Centre for Data Analytics
Research Initiatives and Centres > National Centre for Sensor Research (NCSR)
Use License:This item is licensed under a Creative Commons Attribution-NonCommercial-Share Alike 3.0 License. View License
Funders:Science Foundation Ireland. SFI/12/RC/2289., European Framework Programme 7
ID Code:21852
Deposited On:07 Jul 2017 15:28 by Danielle Bruen. Last Modified 07 Jul 2017 15:28

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