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Letter

Differential Sensing of Saccharides Based on an Array of Fluorinated Benzosiloxaborole Receptors

1
Chair of Medical Biotechnology, Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland
2
Chair of Physical Chemistry, Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland
*
Author to whom correspondence should be addressed.
Sensors 2020, 20(12), 3540; https://doi.org/10.3390/s20123540
Received: 21 May 2020 / Revised: 14 June 2020 / Accepted: 18 June 2020 / Published: 22 June 2020
(This article belongs to the Special Issue Multisensor Systems for Chemical Analysis)
Fluorinated benzosiloxaboroles–silicon congeners of benzoxaboroles, were synthesized and tested as molecular receptors for mono- and disaccharides. The receptors differed in the Lewis acidity of the boron center as well as in the number of potential binding sites. The calculated stability constants indicated different binding affinity of benzosiloxaborole derivatives towards selected saccharides, enabling their classification using a receptor array-based sensing. Unique fluorescence fingerprints were created on the basis of competitive interactions of the studied receptors with both Alizarin Red S (ARS) and tested saccharide molecules. Detailed chemometric analysis of the obtained fluorescence data (based on partial least squares-discriminant analysis and hierarchical clustering analysis) provided the differential sensing of common saccharides, in particular the differentiation between glucose and fructose. In addition, DFT calculations were carried out to shed light on the binding mechanism under different pH conditions. View Full-Text
Keywords: molecular receptors; benzosiloxaboroles; chemometric analysis; saccharide discrimination; pattern-based sensing molecular receptors; benzosiloxaboroles; chemometric analysis; saccharide discrimination; pattern-based sensing
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MDPI and ACS Style

Ćwik, P.; Ciosek-Skibińska, P.; Zabadaj, M.; Luliński, S.; Durka, K.; Wróblewski, W. Differential Sensing of Saccharides Based on an Array of Fluorinated Benzosiloxaborole Receptors. Sensors 2020, 20, 3540. https://doi.org/10.3390/s20123540

AMA Style

Ćwik P, Ciosek-Skibińska P, Zabadaj M, Luliński S, Durka K, Wróblewski W. Differential Sensing of Saccharides Based on an Array of Fluorinated Benzosiloxaborole Receptors. Sensors. 2020; 20(12):3540. https://doi.org/10.3390/s20123540

Chicago/Turabian Style

Ćwik, Paweł, Patrycja Ciosek-Skibińska, Marcin Zabadaj, Sergiusz Luliński, Krzysztof Durka, and Wojciech Wróblewski. 2020. "Differential Sensing of Saccharides Based on an Array of Fluorinated Benzosiloxaborole Receptors" Sensors 20, no. 12: 3540. https://doi.org/10.3390/s20123540

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