(6-aminohexyl) 2-acetamido-2-deoxy-6-O-phosphocholine-β-D-galactopyranoside | 725745-92-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (6-aminohexyl) 2-acetamido-2-deoxy-6-O-phosphocholine-β-D-galactopyranoside
• 英文别名: GalNAc-ChoP；[(2R,3R,4R,5R,6R)-5-acetamido-6-(6-aminohexoxy)-3,4-dihydroxyoxan-2-yl]methyl 2-(trimethylazaniumyl)ethyl phosphate
• CAS: 725745-92-6
• 化学式: C₁₉H₄₀N₃O₉P
• 分子量: 485.515
• InChiKey: VTVXGGOSXSXUPY-UJWQCDCRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  32
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  173
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  甲苯磺酸胆碱 在 palladium on activated charcoal 氢气 、 sodium methylate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙醇 、 乙腈 为溶剂， 反应 25.83h， 生成 (6-aminohexyl) 2-acetamido-2-deoxy-6-O-phosphocholine-β-D-galactopyranoside 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Phosphorylcholine−Carbohydrate− Protein Conjugates Efficiently Induce Hapten-Specific Antibodies Which Recognize Both Streptococcus pneumoniae and Neisseria meningitidis:  A Potential Multitarget Vaccine against Respiratory Infections

  摘要：

  Phosphoryleholine (ChoP) is commonly expressed at the surface of pathogens of the respiratory tract, including Streptococcus pneumoniae and Neisseria meningitidis. We designed a synthetic hapten comprising ChoP and part of its native carrier structure in S. pneumoniae, i.e. N-acetyl-D-galactosamine (GalNAc). Protein conjugates of this hapten induced GaINAc-ChoP-specific antibodies which recognized Chol? on both S. pneumoniae and N. meningitidis. GalNAc-ChoP could therefore lead to the rational design of a novel multipurpose vaccine against respiratory infections.

  DOI：

  10.1021/jm040783p