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 Sialylation of Oligosaccharide on a Protein by Chemoenzymatic Method

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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.

収録刊行物

  • 有機合成化学協会誌

    有機合成化学協会誌 58(2), 138-146, 2000-02-01

    The Society of Synthetic Organic Chemistry, Japan

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各種コード

  • NII論文ID(NAID)
    10008819184
  • NII書誌ID(NCID)
    AN0024521X
  • 本文言語コード
    JPN
  • 資料種別
    ART
  • ISSN
    00379980
  • NDL 記事登録ID
    4987420
  • NDL 雑誌分類
    ZP11(科学技術--化学・化学工業--有機化学・有機化学工業)
  • NDL 請求記号
    Z17-256
  • データ提供元
    CJP書誌  CJP引用  NDL  J-STAGE 
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