A remarkable divergent fluorescence response to epimeric monosaccharides by an isoquinoline-derived diboronate. (30th March 2022)

• Record Type: Journal Article
• Authors: Garget, Taylor A.; Kiefel, Milton J.; Houston, Todd A.
• Is Part Of: Tetrahedron letters. Volume 94(2022)
• Publication Date: 2022-03-30
• Subjects: Boronic acid -- Boronolectin -- Fluorescence -- Isoquinoline -- Sugar -- Glucose -- Galactose; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2022.153698
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: Herein we report a new boronic acid fluorescent sensor based on 4-isoquinolineboronic acid that has a fluorescent divergent response biologically relevant monosaccharides, glucose and galactose. By analyzing the interactions of this sensor with several alternate sugar forms we have been able to determine how the boronic acid selects diols for binding and how such a molecule could have a positive and negative fluorescent response to two very similar hexoses.