Fluorinated Boronic Acid-Appended Bipyridinium Salts for Diol Recognition and Discrimination via ~(19)F NMR Barcodes

摘要

Fluorinated boronic acid-appended benzyl bipyridinium salts, derived from 4,4'-, 3,4'-, and 3,3'-bipyridines, were synthesized and used to detect and differentiate diol-containing analytes at physiological conditions via ~(19)F NMR spectroscopy. An array of three water-soluble boronic acid receptors in combination with ~(19)F NMR spectroscopy discriminates nine diol-containing bioanalytes-catechol, dopamine, fructose, glucose, glucose-l-phosphate, glucose-6-phosphate, galactose, lactose, and sucrose-at low mM concentrations. Characteristic ~(19)F NMR fingerprints are interpreted as two-dimensional barcodes without the need of multivariate analysis techniques.