Acetic acid (2R,3S,4R,5R,6R)-5-azido-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-thiopyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester | 223604-72-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2R,3S,4R,5R,6R)-5-azido-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-thiopyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester
• CAS: 223604-72-6
• 化学式: C₃₅H₄₉N₃O₂₁S
• 分子量: 879.848
• InChiKey: YAKLGYVHTAKNLB-OJWKLEDQSA-N

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3S,4R,5R,6R)-5-azido-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-thiopyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester 在 吡啶 、 硫化氢 作用下， 生成 Acetic acid (2R,3S,4R,5R,6R)-5-acetylamino-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-thiopyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester
  参考文献：
  名称：

  Affinity of 5-thio-l-fucose-containing lewis X (LeX) trisaccharide analogs to anti-LeX monoclonal antibody

  摘要：

  5-Thiofucose-containing Le(X) trisaccharide analogs Gal beta(1,4){5SFuc alpha(1,3)}GlcNAc-OMe (2) and Gal beta(1,4){5SFuc beta(1.3)}GlcNAc-OMe (4) were synthesized via 5-thiofucasylation of methyl 2-azido-lactoside derivative 6 by the trichloroacetimidate method. Inhibitory activity of these analogs for the binding of Le(X) to anti-Le(X) antibody was evaluated by enzyme immunoassay, indicating that anti-Le(X) strictly recognizes alpha-configuration of the fucose moiety and its binding pocket includes no advantageous region, such as hydrophobic area, for recognizing the ring sulfur atom of 5-thiofucosyl Le(X) analog 2. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00124-9
• 作为产物：
  描述：

  乙酸酐 、 在 吡啶 作用下， 生成 Acetic acid (2R,3S,4R,5R,6R)-5-azido-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2R,3S,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-thiopyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester 、 Acetic acid (2R,3S,4R,5R,6R)-5-azido-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-thiopyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester
  参考文献：
  名称：

  Affinity of 5-thio-l-fucose-containing lewis X (LeX) trisaccharide analogs to anti-LeX monoclonal antibody

  摘要：

  5-Thiofucose-containing Le(X) trisaccharide analogs Gal beta(1,4){5SFuc alpha(1,3)}GlcNAc-OMe (2) and Gal beta(1,4){5SFuc beta(1.3)}GlcNAc-OMe (4) were synthesized via 5-thiofucasylation of methyl 2-azido-lactoside derivative 6 by the trichloroacetimidate method. Inhibitory activity of these analogs for the binding of Le(X) to anti-Le(X) antibody was evaluated by enzyme immunoassay, indicating that anti-Le(X) strictly recognizes alpha-configuration of the fucose moiety and its binding pocket includes no advantageous region, such as hydrophobic area, for recognizing the ring sulfur atom of 5-thiofucosyl Le(X) analog 2. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00124-9