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Two-component fluorescent sensing of saccharides

Bruen, Danielle and Delaney, Colm and Florea, Larisa and Diamond, Dermot (2016) Two-component fluorescent sensing of saccharides. In: 4th International Conference on Analytical and Nanoanalytical Methods for Biomedical and Environmental Sciences (IC-ANMBES) 2016, 29 Jun-1 Jul 2016, Transilvania University of Brasov, Brasov, Romania.

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Abstract

Boronic acid (BA) derivatives are capable of strong, but reversible interactions with diol-containing compounds like sugars, due to the Lewis acidic properties of the BA moiety1. 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 system2. The change in fluorescent intensity of the system is achieved via the formation of a ground-state complex, through electrostatic interactions between the fluorophore and BA-quencher. In the presence of saccharides, the formation of a boronate diester results in the dissociation of BA-quencher and fluorophore ground-state complex and leads to a sequential recovery of fluorescence2. In this work, the synthesis of a novel BA-quencher is presented, which contains a positively charged N atom, to promote the electrostatic interactions with the fluorophore, 7-hydroxycoumarin (7HC). As expected, photophysical characterisation shows that upon increased BA-quencher concentrations an extremely efficient and sequential decrease in the fluorescence intensity is observed. The introduction of glucose to this two-component system allows for a recovery in fluorescence and can be used to indirectly quantify glucose concentrations. In addition, the inclusion of anchoring moieties to the BA-quencher shows wonderful potential for the incorporation of these molecules into porous hydrogel platforms. To conclude, this glucose-sensing switch shows a high sensitivity for sugar detection, where on incremental additions of glucose, an increase in fluorescence can be observed.

Item Type:Conference or Workshop Item (Speech)
Event Type:Conference
Refereed:Yes
Additional Information:Science foundation Ireland under the Insight initiative, grant SFI/12/RC/2289.
Uncontrolled Keywords:Glucose; Fluorescence; Direct Sensing; Indirect Sensing
Subjects:Medical Sciences > Diseases
Physical Sciences > Organic chemistry
Biological Sciences > Biosensors
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, Enterprise Ireland, European Framework Programme 7
ID Code:21274
Deposited On:13 Jul 2016 11:42 by Danielle Bruen. Last Modified 31 Jul 2017 01:02

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