Synthesis of triazole-linked pseudo-starch fragments

Sergey A. Nepogodiev, Simone Dedola, Laurence Marmuse, Marcelo T. de Oliveira, Robert A. Field

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    Abstract

    Rapid assembly of starch fragment analogues was achieved using 'click chemistry'. Specifically, a pentadecasaccharide and two hexadecasaccharide mimics containing two parallel maltoheptaosyl chains linked via [1,2,3]-triazoles to glucose or maltose core were synthesised using Cu(I)-catalyzed [3+2] dipolar cycloaddition of azidosaccharides and 4,6-di-O-propargylated methyl α-d-glucopyranoside and 6,6′- and 4′,6′-di-O-propargylated p-methoxyphenyl β-maltoside.

    Original languageEnglish
    Pages (from-to)529-540
    Number of pages12
    JournalCarbohydrate Research
    Volume342
    Issue number3-4
    DOIs
    Publication statusPublished - 26 Feb 2007

    Keywords

    • Amylopectin mimics
    • Dipolar cycloaddition

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