In this work we have investigated the binding properties of a new synthetic receptor for phosphate anions that combines metal ion coordination with electrostatic and H-bonding interactions. The described receptor is obtained by assembling an iminodiacetic (IDA) fragment, as a Zn(II) binding site, with a polyamine macrocyclic portion containing two trans-1,2-diaminocyclohaexane (DAC) units and a pyrrole ring, as a cationic binding site, into an adaptive structure appropriately spanning the length of di- and tridentate phosphates. Potentiometric measurements together with 1H and 31P NMR investigation showed that, in a wide pH range including values of physiological interest, the Zn(II) complex of the receptor binds di- and triphosphates, such as ADP, ATP, pyrophosphate (PP) and triphosphate (TP), far better than monophosphate (MP), and that TP is poorly bound by methyliminodiacetate (MIDA) as a model for the Zn(II) binding site. Besides the excellent selectivity over other phosphates, the affinity for TP is the largest reported to date for Zn(II) complexes in water.

Phosphate binding by a novel Zn(II) complex featuring a trans-​1,​2-​diaminocyclohexane ligand. Effective anion recognition in water / Oscar Francesconi; Matteo Gentili; Francesco Bartoli; Andrea Bencini; Luca Conti; Claudia Giorgi;Stefano Roelens. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - STAMPA. - 13:(2015), pp. 1860-1868. [10.1039/c4ob02321h]

Phosphate binding by a novel Zn(II) complex featuring a trans-​1,​2-​diaminocyclohexane ligand. Effective anion recognition in water

FRANCESCONI, OSCAR;GENTILI, MATTEO;BARTOLI, FRANCESCO;BENCINI, ANDREA
;
CONTI, LUCA;GIORGI, CLAUDIA;ROELENS, STEFANO
2015

Abstract

In this work we have investigated the binding properties of a new synthetic receptor for phosphate anions that combines metal ion coordination with electrostatic and H-bonding interactions. The described receptor is obtained by assembling an iminodiacetic (IDA) fragment, as a Zn(II) binding site, with a polyamine macrocyclic portion containing two trans-1,2-diaminocyclohaexane (DAC) units and a pyrrole ring, as a cationic binding site, into an adaptive structure appropriately spanning the length of di- and tridentate phosphates. Potentiometric measurements together with 1H and 31P NMR investigation showed that, in a wide pH range including values of physiological interest, the Zn(II) complex of the receptor binds di- and triphosphates, such as ADP, ATP, pyrophosphate (PP) and triphosphate (TP), far better than monophosphate (MP), and that TP is poorly bound by methyliminodiacetate (MIDA) as a model for the Zn(II) binding site. Besides the excellent selectivity over other phosphates, the affinity for TP is the largest reported to date for Zn(II) complexes in water.
13
1860
1868
Oscar Francesconi; Matteo Gentili; Francesco Bartoli; Andrea Bencini; Luca Conti; Claudia Giorgi;Stefano Roelens
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2158/969989
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