De novo synthesis of D- and L-fucosamine containing disaccharides

Daniele Leonori, Peter H Seeberger

    Research output: Contribution to journalArticlepeer-review

    Abstract

    The availability of rare monosaccharides that cannot be isolated from natural sources is currently limiting the access to the synthesis and the biological evaluation of complex bacterial cell-surface glycans. Here, we report the synthesis of D- and L-fucosamine building blocks by a de novo approach from L- and D-Garner aldehydes. These differentially protected monosaccharide building blocks were utilized to prepare disaccharides present on the surface of Pseudomonas aeruginosa bacteria.
    Original languageEnglish
    Pages (from-to)322-341
    Number of pages19
    JournalBeilstein Journal of Organic Chemistry
    Volume9
    DOIs
    Publication statusPublished - 14 Feb 2013

    Keywords

    • de novo synthesis
    • fucosamine
    • glycan
    • pseudomonas aeruginosa
    • vaccine

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