The Isolation, Synthesis and Enzymatic Testing of Naturally Occurring Biologically Active Carbohydrates

  • Liam Matthew Nelligan

    Student thesis: Doctor of Philosophy

    Abstract

    This thesis describes 3 projects relating to bioactive carbohydrates. The first project describes the preparation of a library of synthetic standards for use in the industrial manufacture of galacto-oligosaccharides (GOS). Using several carbohydrate building blocks, we attempted to synthesise linear and branched trisaccharides in the least amount of synthetic steps possible. Using one donor and an acceptor with two or more free hydroxyl groups, we attempted "random" glycosylations.
    In the second project the isolation and purification of therapeutic carbohydrate
    analogues from the seeds of the common British bluebell, Hyacinthoides non-scripta, is described. We aimed to further investigate the iminosugar content of the seeds of the common British bluebell using a series of chromatographic extraction methods.
    In the third project, carbohydrates were tested for biological activity. Using
    commercially available human therapeutic enzymes (Myozyme, Replagal and
    Fabrazyme) and a range of enzymes from prokaryotes, plants and eukaryotes,
    synthetic glycosides were tested for evidence of enzyme inhibition and activation.
    Date of AwardJan 2015
    Original languageEnglish
    Awarding Institution
    • Bangor University
    SponsorsKnowledge Economy Skills Scholarship (KESS) & European Science Fund (ESF)
    SupervisorMartina Lahmann (Supervisor)

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