O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic-acid)-(2-3)-O-β-D-galactopyranosyl-(1-3)-2-acetamido-2-deoxy-α-D-galactopyranose | 117249-18-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic-acid)-(2-3)-O-β-D-galactopyranosyl-(1-3)-2-acetamido-2-deoxy-α-D-galactopyranose
• 英文别名: Neu5Acα(2-3)Galβ(1-3)GalNAcα；alpha-Neup5Ac-(2->3)-beta-D-Galp-(1->3)-alpha-D-GalpNAc；(2S,4S,5R,6R)-5-acetamido-2-[(2R,3R,4S,5S,6R)-2-[(2S,3R,4R,5R,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• CAS: 117249-18-0
• 化学式: C₂₅H₄₂N₂O₁₉
• 分子量: 674.61
• InChiKey: KMRCGPSUZRGVOV-HGZOWQQDSA-N

物化性质

• 沸点：
  1190.4±65.0 °C(Predicted)
• 密度：
  1.70±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -6.7
• 重原子数：
  46
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  344
• 氢给体数：
  13
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic-acid)-(2-3)-O-β-D-galactopyranosyl-(1-3)-2-acetamido-2-deoxy-α-D-galactopyranose 以 水 为溶剂， 生成 (2S,4S,5R,6R)-5-乙酰氨基-2-[(2R,3R,4S,5S,6R)-2-[(2R,3R,4R,5R,6R)-3-乙酰氨基-2,5-二羟基-6-(羟基甲基)四氢吡喃-4-基]氧基-3,5-二羟基-6-(羟基甲基)四氢吡喃-4-基]氧基-4-羟基-6-[(1R,2R)-1,2,3-三羟基丙基]四氢吡喃-2-羧酸
  参考文献：
  名称：

  Kren, Vladimir; Thiem, Joachim, Angewandte Chemie, 1995, vol. 107, # 8, p. 979 - 981

  摘要：

  DOI：
• 作为产物：
  描述：

  (2S,4S,5R,6R)-5-乙酰氨基-2-[(2R,3R,4S,5S,6R)-2-[(2R,3R,4R,5R,6R)-3-乙酰氨基-2,5-二羟基-6-(羟基甲基)四氢吡喃-4-基]氧基-3,5-二羟基-6-(羟基甲基)四氢吡喃-4-基]氧基-4-羟基-6-[(1R,2R)-1,2,3-三羟基丙基]四氢吡喃-2-羧酸 以 水 为溶剂， 生成 O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic-acid)-(2-3)-O-β-D-galactopyranosyl-(1-3)-2-acetamido-2-deoxy-α-D-galactopyranose
  参考文献：
  名称：

  Kren, Vladimir; Thiem, Joachim, Angewandte Chemie, 1995, vol. 107, # 8, p. 979 - 981

  摘要：

  DOI：

文献信息

• The use of porcine liver (2 → 3)-α-sialyltransferase in the large-scale synthesis of α-Neup5Ac-(2 → 3)-β-d-Galp-(1 → 3)-d-GlcpNAc, the epitope of the tumor-associated carbohydrate antigen CA 50
  作者：André Lubineau、Claudine Augé、Patrice Fran§ois

  DOI：10.1016/s0008-6215(00)90555-x

  日期：1992.4

  Alpha-Neup5Ac-(2 --> 3)-beta-D-Galp-(1 --> 3)-D-GlcpNAc (2) and, alpha-Neup5Ac-(2 --> 3)-beta-D-Galp-(1 --> 3)-beta-D-GalpNAcOMBn were prepared on a large scale by the action of beta-D-Galp-(1 --> 3)-D-GalpNAc (2 --> 3)-alpha-sialyltransferase (partially purified from porcine liver) on beta-D-Galp-(1 --> 3)-D-GlcpNAc and beta-D-Galp-(1 --> 3)-beta-D-GlcpNAcOMBn, respectively. The trisaccharide 2 is the epitope of the tumor-associated carbohydrate antigen CA 50, highly expressed in human pancreatic adenocarcinoma.
• Kren, Vladimir; Thiem, Joachim, Angewandte Chemie, 1995, vol. 107, # 8, p. 979 - 981
  作者：Kren, Vladimir、Thiem, Joachim

  DOI：——

  日期：——