The interaction of anhydroalditols with sweet-almond β-glucosidase and Escherichia coli β-galactosidase: Implications for the design of potent glycosidase inhibitors

Robert A. Field, Alan H. Haines, Ewan J. T. Chrystal

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    11 Citations (Scopus)

    Abstract

    A range of 1,4- and 1,5-anhydroalditols have been synthesized and assessed for their ability to inhibit glycosidases. Observed inhibition indicates that aglycone-enzyme interactions contribute significantly to both the affinity and the stereoselectivity of substrate binding. Such interactions may also contribute to enzyme-transition state interactions. Implications for the design of potent glycosidase inhibitors are discussed.

    Original languageEnglish
    Pages (from-to)667-672
    Number of pages6
    JournalBioorganic and Medicinal Chemistry Letters
    Volume1
    Issue number12
    DOIs
    Publication statusPublished - 1991

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