Issue 15, 2013
From the journal:

Organic & Biomolecular Chemistry

A new family of bis-ureidic receptors for pyrophosphate optical sensing†

Claudia Caltagirone,*a   Carla Bazzicalupi,b   Francesco Isaia,a   Mark E. Light,c   Vito Lippolis,a   Riccardo Montis,a   Sergio Murgia,a   Martina Olivaria  and  Giacomo Piccia  

* Corresponding authors

a Dipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, S.S. 554 Bivio per Sestu, Monserrato (CA), Italy
E-mail: ccaltagirone@unica.it
Fax: +(39) 0706754456
Tel: +(39) 0706754452

b Dipartimento di Chimica “Ugo Schiff”, Università degli Studi di Firenze, Via della Lastruccia 3, Sesto Fiorentino (FI), Italy

c School of Chemistry, University of Southampton, Southampton, UK
E-mail: M.E.Light@soton.ac.uk
Fax: +44 (0)23 8059 6805
Tel: +44 (0)23 8059 6805

Abstract

A new family of bis-ureidic receptors (L11–L66) has been synthesised. The binding properties of L11–L66 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 L33 (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.

Graphical abstract: A new family of bis-ureidic receptors for pyrophosphate optical sensing

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Article information

DOI
https://doi.org/10.1039/C3OB27244C
Article type
Paper
Submitted
19 Nov 2012
Accepted
16 Jan 2013
First published
16 Jan 2013

Org. Biomol. Chem., 2013,11, 2445-2451

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A new family of bis-ureidic receptors for pyrophosphate optical sensing

C. Caltagirone, C. Bazzicalupi, F. Isaia, M. E. Light, V. Lippolis, R. Montis, S. Murgia, M. Olivari and G. Picci, Org. Biomol. Chem., 2013, 11, 2445 DOI: 10.1039/C3OB27244C

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