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Analytical platform for sugar sensing in commercial beverages using a fluorescent BODIPY “light-up” probe

  • Because of the globally increasing prevalence of diabetes, the need for accurate, efficient and at best miniaturized automated analytical systems for sugar detection in medical diagnostics and the food industry is still urgent. The development of molecular probes for sugars based on boronic acid receptors offers an excellent alternative to the kinetically slow enzyme-based sugar sensors. Moreover, by coupling such chelating units with dye scaffolds like BODIPYs (boron–dipyrromethenes), highly fluorescent sugar sensing schemes can be realized. In this work, a boronic acid-functionalized BODIPY probe was developed, which binds selectively to fructose’s adjacent diols to form cyclic boronate esters. Placement of an amino group in direct neighborhood of the boronic acid moiety allowed us to obtain a broad working range at neutral pH, which distinguishes the probe from the majority of systems working only at pH > 8, while still meeting the desired sensitivity in the micro-molar range due toBecause of the globally increasing prevalence of diabetes, the need for accurate, efficient and at best miniaturized automated analytical systems for sugar detection in medical diagnostics and the food industry is still urgent. The development of molecular probes for sugars based on boronic acid receptors offers an excellent alternative to the kinetically slow enzyme-based sugar sensors. Moreover, by coupling such chelating units with dye scaffolds like BODIPYs (boron–dipyrromethenes), highly fluorescent sugar sensing schemes can be realized. In this work, a boronic acid-functionalized BODIPY probe was developed, which binds selectively to fructose’s adjacent diols to form cyclic boronate esters. Placement of an amino group in direct neighborhood of the boronic acid moiety allowed us to obtain a broad working range at neutral pH, which distinguishes the probe from the majority of systems working only at pH > 8, while still meeting the desired sensitivity in the micro-molar range due to a pronounced analyte-induced fluorescence increase. To enhance the applicability of the test in the sense described above, integration with a microfluidic chip was achieved. Here, fructose was selectively detected by fluorescence with similar sensitivity in real time on chip, and an assay for the straightforward detection of sugar in (colored) sodas without sample clean-up was established.zeige mehrzeige weniger

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Metadaten
Autoren/innen:Pichandi Ashokkumar, Jérémy Bell, Merwe Buurman, Knut Rurack
Dokumenttyp:Zeitschriftenartikel
Veröffentlichungsform:Verlagsliteratur
Sprache:Englisch
Titel des übergeordneten Werkes (Englisch):Sensors and Actuators B: Chemical
Jahr der Erstveröffentlichung:2018
Organisationseinheit der BAM:P Präsidium
1 Analytische Chemie; Referenzmaterialien
1 Analytische Chemie; Referenzmaterialien / 1.9 Chemische und optische Sensorik
P Präsidium / PST Präsidiale Stabsstelle
Verlag:Elsevier
Verlagsort:Amsterdam
Jahrgang/Band:256
Erste Seite:609
Letzte Seite:615
DDC-Klassifikation:Naturwissenschaften und Mathematik / Chemie / Analytische Chemie
Freie Schlagwörter:BODIPY dyes; Boronic acid; Fluorescence; Microfluidics; Sugars
Themenfelder/Aktivitätsfelder der BAM:Analytical Sciences
Analytical Sciences / Sensorik
DOI:https://doi.org/10.1016/j.snb.2017.09.201
ISSN:0925-4005
Verfügbarkeit des Dokuments:Datei im Netzwerk der BAM verfügbar ("Closed Access")
Datum der Freischaltung:24.11.2017
Referierte Publikation:Ja
Datum der Eintragung als referierte Publikation:07.12.2017