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Publication - Professor Anthony Davis

    Affinity enhancement by dendritic side chains in synthetic carbohydrate receptors

    Citation

    Destecroix, H, Renney, CM, Mooibroek, TJ, Carter, TS, Stewart, PFN, Crump, MP & Davis, AP, 2015, ‘Affinity enhancement by dendritic side chains in synthetic carbohydrate receptors’. Angewandte Chemie International Edition, vol 54., pp. 2057-5061

    Abstract

    Dendritic side chains have been used to modify the binding environment in anthracene-based synthetic carbohydrate receptors. Control of length, charge, and branching enabled the positioning of side-chain carboxylate groups in such a way that they assisted in binding substrates rather than blocking the cavity. Conformational degeneracy in the dendrimers resulted in effective preorganization despite the flexibility of the system. Strong binding was observed to glucosammonium ions in water, with Ka values up to 7000 m -1. Affinities for uncharged substrates (glucose and N-acetylglucosamine) were also enhanced, despite competition from solvent and the absence of electrostatic interactions.

    Full details in the University publications repository