A pH‐Responsive Synthetic Receptor for Switchable Binding of Carbohydrates

Stimuli-responsive, water-soluble synthetic receptors are key to advancing dynamic molecular recognition in aqueous environments, with implications for self-assembly, molecular machines, and biomedical systems. Herein, a macrocyclic receptor is reported that exhibits pH-dependent binding properties toward saccharides in water, in that it displays markedly different affinities between alkaline and neutral conditions. Spectroscopic and binding studies reveal that the degree of protonation of the solubilizing groups modulates the receptor self-association phenomena, together with concomitant substantial loss of binding ability. This work highlights a rare example of a pH-switchable carbohydrate receptor operating in water and underscores the potentials of such system in the design of smart, responsive molecular architectures.

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Publication Details

Journal
ChemPlusChem
Published
2025-10-23
DOI
https://doi.org/10.1002/cplu.202500447
Primary Topic
Supramolecular Chemistry and Complexes
Type
article
Field-Weighted Citation Impact
0.00

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article

A pH‐Responsive Synthetic Receptor for Switchable Binding of Carbohydrates

Stefano Roelens, Oscar Francesconi, Francesco Milanesi, Giona Corti et al.
ChemPlusChem
Supramolecular Chemistry and Complexes
article

A pH‐Responsive Synthetic Receptor for Switchable Binding of Carbohydrates

Stefano Roelens, Oscar Francesconi, Francesco Milanesi, Giona Corti, Andrea Baldi
article en

Abstract

Stimuli-responsive, water-soluble synthetic receptors are key to advancing dynamic molecular recognition in aqueous environments, with implications for self-assembly, molecular machines, and biomedical systems. Herein, a macrocyclic receptor is reported that exhibits pH-dependent binding properties toward saccharides in water, in that it displays markedly different affinities between alkaline and neutral conditions. Spectroscopic and binding studies reveal that the degree of protonation of the solubilizing groups modulates the receptor self-association phenomena, together with concomitant substantial loss of binding ability. This work highlights a rare example of a pH-switchable carbohydrate receptor operating in water and underscores the potentials of such system in the design of smart, responsive molecular architectures.

ChemPlusChemVol. 90(12)
National Interuniversity Consortium of Materials Science and Technology (IT), University of Florence (IT)
Dipartimenti di Eccellenza, Ente Cassa di Risparmio di Firenze, Università degli Studi di Firenze
Openalex Percentile: Top 77%
Supramolecular Chemistry and Complexes
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A pH‐Responsive Synthetic Receptor for Switchable Binding of Carbohydrates — Stefano Roelens, Oscar Francesconi, et al. · ChemPlusChem (2025) | TGRS Research Map | TGRS