title: Fluorinated Boronic Acid-Appended Bipyridinium Salts for Diol Recognition and Discrimination via (19)F NMR Barcodes.
abstract: 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-1-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.
authors.affiliation: Institute for Inorganic and Analytical Chemistry (IAAC), Friedrich Schiller University Jena , Humboldtstrasse 8, D-07743 Jena, Germany.
authors.forename: Jörg
authors.initials: J
authors.lastname: Axthelm
authors.affiliation: Institute for Inorganic and Analytical Chemistry (IAAC), Friedrich Schiller University Jena , Humboldtstrasse 8, D-07743 Jena, Germany.
authors.forename: Helmar
authors.initials: H
authors.lastname: Görls
authors.affiliation: Institute for Organic Chemistry and Macromolecular Chemistry (IOMC), Friedrich Schiller University Jena , Humboldtstrasse 10, D-07743 Jena, Germany.|Jena Center for Soft Matter (JCSM), Friedrich Schiller University Jena , Philosophenweg 7, D-07743 Jena, Germany.
authors.forename: Ulrich S
authors.initials: US
authors.lastname: Schubert
authors.affiliation: Institute for Inorganic and Analytical Chemistry (IAAC), Friedrich Schiller University Jena , Humboldtstrasse 8, D-07743 Jena, Germany.|Jena Center for Soft Matter (JCSM), Friedrich Schiller University Jena , Philosophenweg 7, D-07743 Jena, Germany.
authors.forename: Alexander
authors.initials: A
authors.lastname: Schiller
mesh_terms: D001897:Boronic Acids / Q000737:chemistry*; D002623:Chemistry Techniques, Analytical / Q000379:methods*; D001330:Electronic Data Processing; D005461:Fluorine / Q000737:chemistry*; D054879:Halogenation; D006878:Hydroxides; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D010621:Phenazopyridine / Q000737:chemistry*; D011956:Receptors, Cell Surface / Q000737:chemistry
chemical_list: D001897:Boronic Acids; D006878:Hydroxides; D011956:Receptors, Cell Surface; D005461:Fluorine; C031356:hydroxide ion; D010621:Phenazopyridine