| 327985-80-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 鞘脂
• CAS: 327985-80-8
• 化学式: C₆H₁₅N*C₇₉H₁₃₁N₇O₃₈
• 分子量: 1888.13
• InChiKey: QHVKJDPOLAKLIF-APBFKMBASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.65
• 重原子数：
  131.0
• 可旋转键数：
  55.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  696.83
• 氢给体数：
  23.0
• 氢受体数：
  41.0

反应信息

• 作为产物：
  描述：

  、 三乙胺 在 sodium methylate 、 Amberlite IR-120 H⁽¹⁺⁾ 作用下， 以 甲醇 、 水 、 氯仿 为溶剂， 反应 48.0h， 以90%的产率得到
  参考文献：
  名称：

  Visualization of sialyl LewisX glycosphingolipid microdomains in model membranes as selectin recognition motifs using a fluorescence label

  摘要：

  Selectin-induced leukocyte rolling along the endothelial surface is an essential step in the cellular immune response. For efficient recognition, the relevant carbohydrate epitope sialyl Lewis(X) (sLe(X); alpha-Neu-p5Ac-(2-->3)-beta-Galp-(1-->4)-[alpha-Fucp-(1-->3)]GlcpNAc) has to be arranged in clusters. We describe the synthesis of the sLe(X)-glycosphingolipid (sLe(X)-GSL) with a NBD fluorescence label in the tail region, which allows the direct visualization of sLe(X)-GSL microdomains to very low concentrations (0.01 mol %) in various planar phosphocholine matrices by fluorescence microscopy. Cell rolling experiments of E-selectin expressing cells along these membranes confirmed that the fluorescence analog behaves similar to the naturally occuring sLe(X)-GSL. This is direct evidence for recent hypotheses on multivalent sLe(X) binding as molecular basis for selectin-mediated cell rolling. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.07.004