Synthesis of potential metal-binding group compounds to examine the zinc dependency of the GPI de-N-acetylase metalloenzyme in Trypanosoma brucei

Nuha Z. Abdelwahab, Michael D. Urbaniak, Michael A. J. Ferguson, Arthur T. Crossman

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    5 Citations (Scopus)

    Abstract

    A small zinc-binding group (ZBG) library of deoxy-2-C-branched-monosaccharides, for example, 1,5-anhydroglucitols, consisting of either monodentate ligand binding carboxylic acids or bidentate ligand binding hydroxamic acids, were prepared to assess the zinc affinity of the putative metalloenzyme 2-acetamido-2-deoxy-alpha-D-glucopyranosyl-(1 -> 6)-phosphatidylinositol de-N-acetylase (EC 3.5.1.89) of glycosylphosphatidylinositol biosynthesis. The N-ureido thioglucoside was also synthesised and added to the ZBG library because a previous N-ureido analogue, synthesised by us, had inhibitory activity against the aforementioned de-N-acetylase, presumably via the N-ureido motif. (C) 2011 Elsevier Ltd. All rights reserved.

    Original languageEnglish
    Pages (from-to)708-714
    Number of pages7
    JournalCarbohydrate Research
    Volume346
    Issue number6
    DOIs
    Publication statusPublished - 1 May 2011

    Keywords

    • Glycosylphosphatidylinositol (GPI) biosynthesis
    • Zinc metalloenzyme inhibitor
    • Zinc-binding group
    • Branched monosaccharides, Phosphatidylinositol de-N-acetylase
    • AFRICAN SLEEPING SICKNESS
    • GLYCOSYLPHOSPHATIDYLINOSITOL BIOSYNTHESIS
    • INOSITOL ACYLATION
    • ANCHORED PROTEINS
    • MEMBRANE ANCHOR
    • INHIBITORS
    • 2-AMINO-2-DEOXY-D-GLUCOSE
    • SPECIFICITY
    • DERIVATIVES
    • OXIDATION

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