Direct oxidation of sugar nucleotides to the corresponding uronic acids: TEMPO and platinum-based procedures

Martin Rejzek, Balaram Mukhopadhyay, Cory Q. Wenzel, Joseph S. Lam, Robert A. Field

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    18 Citations (Scopus)

    Abstract

    The direct oxidation of UDP-α-d-glucose and UDP-N-acetyl-α-d-glucosamine to the corresponding uronic acids was explored using either TEMPO or platinum-catalysed oxidation with molecular oxygen. Whilst TEMPO-based procedures gave rise to substantial over-oxidation and/or degradation of UDP-glucose, oxidation of UDP-N-acetyl-glucosamine to UDP-N-acetyl-glucosaminuronic acid was achieved with >90% conversion and ca. 65% isolated yield using a platinum-catalysed procedure.

    Original languageEnglish
    Pages (from-to)460-466
    Number of pages7
    JournalCarbohydrate Research
    Volume342
    Issue number3-4
    Early online date25 Oct 2006
    DOIs
    Publication statusPublished - 26 Feb 2007

    Keywords

    • Oxidation
    • Platinum
    • Sugar nucleotide
    • TEMPO
    • Uronic acid

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