Water-soluble fluorescent chemosensor for sorbitol based on a dicationic diboronic receptor. Crystal structure and spectroscopic studies

Abstract

A new dicationic diboronic acid dye was synthesized, structurally described by single-crystal X-ray diffraction, and studied as fluorescent receptor for saccharides in pure water.

Molecular two-point recognition of fructosyl valine and fructosyl glycyl histidine in water by fluorescent Zn(ii)-terpyridine complexes bearing boronic acids

“…It is well known that simple phenylboronic acid (PBA) has a higher affinity for catechol fragments, open-chain polyols and anionic species than for fructose in water (binding constant K = 160 M −1 ); 25 therefore, these boronic acid-based materials are not particularly selective and interference from biogenic catecholamines, phosphorylated anions, dicarboxylates, and sorbitol/ mannitol can be a problem. [26][27][28][29][30][31] Furthermore, this affinity of PBA towards fructose is suitable to recognize/sense FV in the millimolar concentration range, but not lower, which is highly desired for its intended applications.…”