Natural phosphoglycans containing glycosyl phosphate units: structural diversity and chemical synthesis

Andrei V. Nikolaev, Irina V. Botvinko, Andrew J. Ross

    Research output: Contribution to journalArticle

    58 Citations (Scopus)

    Abstract

    An anomeric phosphodiester linkage formed by a glycosyl phosphate unit and a hydroxyl group of another monosaccharide is found in many glycopolymers of the outer membrane in bacteria (e.g., capsular polysaccharides and lipopolysaccharides), yeasts and protozoa. The polymers (phosphoglycans) composed of glycosyl phosphate (or oligoglycosyl phosphate) repeating units could be chemically classified as poly(glycosyl phosphates). Their importance as immunologically active components of the cell wall and/or capsule of numerous microorganisms upholds the need to develop routes for the chemical preparation of these biopolymers. In this paper, we (1) present a review of the primary structures (known to date) of natural phosphoglycans from various sources, which contain glycosyl phosphate units, and (2) discuss different approaches and recent achievements in the synthesis of glycosyl phosphosaccharides and poly(glycosyl phosphates).
    Original languageEnglish
    Pages (from-to)297-344
    Number of pages48
    JournalCarbohydrate Research
    Volume342
    Issue number3-4
    DOIs
    Publication statusPublished - 26 Feb 2007

    Keywords

    • Animals
    • Bacteria
    • Carbohydrate Sequence
    • Cell Wall
    • Glycosylation
    • Leishmania
    • Molecular Sequence Data
    • O Antigens
    • Organophosphates
    • Polysaccharides
    • Yeasts

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