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• W1993116823 endingPage "2049" @default.
• W1993116823 startingPage "2038" @default.
• W1993116823 abstract "Abstract In view of recent reports of a strong multivalent effect in glycosidase inhibition, a library of β‐CD‐based multivalent iminosugars has been efficiently synthesized by way of Cu I ‐catalyzed azide–alkyne cycloaddition (CuAAC). In combination with the first application of isothermal titration calorimetry (ITC) experiments to the study of multivalent iminosugar–enzyme interactions, the inhibition properties of these click clusters were evaluated on a panel of glycosidases. The structural parameters that were varied include valency, peripheral ligand structure, and topology. The inhibition results obtained with the iminosugar clusters further highlight the importance of multivalency in the inhibition of α‐mannosidase. Generally, the evaluated multivalent iminosugars displayed comparable thermodynamic signatures of binding towards α‐mannosidase (Jack bean): that is, large negative enthalpies of complexation coupled with small entropies of either sign. In addition, the enthalpy–entropy compensation observed in all tested cases may be attributed to a common mechanism of dissociation for the enzyme–multivalent iminosugar interactions. The measured binding stoichiometries indicated that each iminosugar cluster interacts with no more than one protein molecule." @default.
• W1993116823 created "2016-06-24" @default.
• W1993116823 creator A5021966438 @default.
• W1993116823 creator A5022149983 @default.
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• W1993116823 creator A5061556072 @default.
• W1993116823 creator A5062776256 @default.
• W1993116823 creator A5073411887 @default.
• W1993116823 date "2013-09-06" @default.
• W1993116823 modified "2023-10-12" @default.
• W1993116823 title "The Multivalent Effect in Glycosidase Inhibition: Probing the Influence of Valency, Peripheral Ligand Structure, and Topology with Cyclodextrin-Based Iminosugar Click Clusters" @default.
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• W1993116823 doi "https://doi.org/10.1002/cbic.201300283" @default.
• W1993116823 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/24014313" @default.
• W1993116823 hasPublicationYear "2013" @default.

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