| 229625-93-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 鞘脂
• CAS: 229625-93-8
• 化学式: C₃₈H₇₁F₃N₂O₁₀
• 分子量: 772.984
• InChiKey: QQYYGGVENZCMQB-QNAIHFNASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  53.0
• 可旋转键数：
  32.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  198.04
• 氢给体数：
  8.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  在 sodium hydroxide 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 AGL-597
  参考文献：
  名称：

  Synthesis of NBD-α-galactosylceramide and Its Immunologic Properties

  摘要：

  [GRAPHICS]A representative alpha-galactosylceramide (alpha-GalCer), KRN7000, can activate NKT cells through CD1d molecules, which play an essential role in the generation of the strong antitumor activity of KRN7000, Our previous study has demonstrated that alpha-GalCer binds directly to CD1d molecules. However, it is controversial whether Cold binds a-GalCer in endosomal compartments, To address this question, we synthesized NBD-alpha-GalCer, which has strong fluorescent properties. We found that the NBD-alpha-GalCer has immunostimulatory activity that is stronger than that of KRN7000.

  DOI：

  10.1021/ol9900111
• 作为产物：
  描述：

  2-amino-1-O-(α-D-galactopyranosyl)-1,3,4-octadecanetriol 、 12-(2,2,2-trifluoroacetamido)dodecanoic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis of NBD-α-galactosylceramide and Its Immunologic Properties

  摘要：

  [GRAPHICS]A representative alpha-galactosylceramide (alpha-GalCer), KRN7000, can activate NKT cells through CD1d molecules, which play an essential role in the generation of the strong antitumor activity of KRN7000, Our previous study has demonstrated that alpha-GalCer binds directly to CD1d molecules. However, it is controversial whether Cold binds a-GalCer in endosomal compartments, To address this question, we synthesized NBD-alpha-GalCer, which has strong fluorescent properties. We found that the NBD-alpha-GalCer has immunostimulatory activity that is stronger than that of KRN7000.

  DOI：

  10.1021/ol9900111