A new family of bis-ureidic receptors (L1–L6) has been synthesised. The binding properties of L1–L6 towards different anions (acetate, benzoate, glutarate, malonate, dihydrogen phosphate, hydrogen pyrophosphate, triphosphate, AMP and ADP) have been studied by means of 1H-NMR, UV-Vis and fluorescence spectroscopies and a remarkable affinity for HPpi3− has been observed in the case L3 (in DMSO-d6 and DMSO-d6–5% H2O) which also acts as a fluorimetric chemosensor, even to the naked eye, for this anion. Theoretical calculations helped us explain the binding properties observed.
A new family of bis-ureidic receptors for pyrophosphate optical sensing / Claudia Caltagirone; Carla Bazzicalupi; Francesco Isaia; Mark E. Light; Vito Lippolis; Riccardo Montis; Sergio Murgia; Martina Olivaria; Giacomo Piccia. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - STAMPA. - 11:(2013), pp. 2445-2451. [10.1039/c3ob27244c]
A new family of bis-ureidic receptors for pyrophosphate optical sensing
BAZZICALUPI, CARLA;
2013
Abstract
A new family of bis-ureidic receptors (L1–L6) has been synthesised. The binding properties of L1–L6 towards different anions (acetate, benzoate, glutarate, malonate, dihydrogen phosphate, hydrogen pyrophosphate, triphosphate, AMP and ADP) have been studied by means of 1H-NMR, UV-Vis and fluorescence spectroscopies and a remarkable affinity for HPpi3− has been observed in the case L3 (in DMSO-d6 and DMSO-d6–5% H2O) which also acts as a fluorimetric chemosensor, even to the naked eye, for this anion. Theoretical calculations helped us explain the binding properties observed.
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