化学酵素法を利用する糖タンパク質糖鎖のシアリル化反応  [in Japanese] Sialylation of Oligosaccharide on a Protein by Chemoenzymatic Method  [in Japanese]

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Author(s)

Abstract

This article presents a new synthetic method for the preparation of cytidine-5′-monophospho-neuraminic acid analogues (CMP-NeuAc analogues) and the application of this reaction in combination with sialyltransferases. Several CMP-NeuAc analogues have been synthesized in moderate yields. The sialyltransferase reaction has further been applied to glycoprotein immobilization, in which a CMP-NeuAc was attached to a solid support at the 9″ position and the ability of this imbobilized molecule to effect a transfer reaction was confirmed by an assay using an asialoglycoprotein as the acceptor. Another aspect is a chemoenzymatic synthesis of modified sialyloligosaccharide. 9-Deoxy-9-fluoro- [3-<SUP>13</SUP>C] -NeuAc-α-2, 6- [U-<SUP>13</SUP>C] -Gal-β-1, 4-GlcNAc sequence was synthesized at the nonreducing end of an intact glycoprotein (ovalbumin) and its conformational properties were analyzed by NMR spectroscopy. The conformational properties of sialylgalactoside on this protein turned out to be similar to those of NeuAc-α-2, 6-Gal-β-1, 4-GlcNAc-β-1- O (CH<SUB>2</SUB>) <SUB>8</SUB>COOMe.

Journal

  • Journal of Synthetic Organic Chemistry, Japan

    Journal of Synthetic Organic Chemistry, Japan 58(2), 138-146, 2000-02-01

    The Society of Synthetic Organic Chemistry, Japan

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Codes

  • NII Article ID (NAID)
    10008819184
  • NII NACSIS-CAT ID (NCID)
    AN0024521X
  • Text Lang
    JPN
  • Article Type
    Journal Article
  • ISSN
    00379980
  • NDL Article ID
    4987420
  • NDL Source Classification
    ZP11(科学技術--化学・化学工業--有機化学・有機化学工業)
  • NDL Call No.
    Z17-256
  • Data Source
    CJP  CJPref  NDL  J-STAGE 
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