Elsevier

Tetrahedron: Asymmetry

Volume 5, Issue 12, December 1994, Pages 2437-2442
Tetrahedron: Asymmetry

Enzymatic synthesis of 7-deoxy-N-acetylneuraminic acid and 7-O-methyl-N-acetylneuraminic acid

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Abstract

7-Deoxy-N-acetylneuraminic Acid and 7-O-methyl-N-acetylneuraminic acid were synthesized through the sialic acid aldolase-catalyzed aldol addition reactions of 4-deoxy-N-acetyl-D-mannosamine and 4-O-methyl-N-acetyl-D-mannosamine, respectively, with pyruvate. The obtained sialic acids will be used as probes for the investigation of the unusual mechanism of a novel sialidase from leech.

References (12)

  • R. Julina et al.

    Carbohydr. Res.

    (1987)
    S.J. Danishesky et al.

    J. Org. Chem.

    (1986)
    J.W. Conforth et al.

    Biochem. J.

    (1958)
    M.-J. Kim et al.

    J. Am. Chem. Soc.

    (1988)
    C. Augé et al.

    Tetrahedron Lett.

    (1989)
    S. David et al.

    New J. Chem.

    (1992)
    C.-H. Lin et al.

    J. Am. Chem. Soc.

    (1992)
    U. Kragl et al.

    J. Chem. Soc.

    (1994)
  • M. Suzuki et al.

    J. Biochem.

    (1985)
    N. Sugiyama et al.

    Carbohydr. Res.

    (1991)
    K. Furuhata et al.

    Chem. Pharm. Bull.

    (1991)
  • E. Zbiral et al.

    Monatsh. Chem.

    (1988)
  • Y. Ichikawa et al.

    J. Carbohydr. Chem.

    (1990)
  • J.C. Paulson
  • M.L. Phillips et al.

    Science

    (1990)
    G. Waltz et al.

    Science

    (1990)
    J.B. Lowe et al.

    Cell

    (1990)
There are more references available in the full text version of this article.

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Current address: Department of Chemistry and Biochemistry, University of Colorado, Boulder, CO 80309-0215, USA

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