| 1273614-93-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• CAS: 1273614-93-9
• 化学式: C₁₁₆H₂₁₁N₁₃O₂₆
• 分子量: 2204.02
• InChiKey: ZDJRPQCIVMYRAH-LUDRRQPOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.11
• 重原子数：
  155.0
• 可旋转键数：
  61.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  445.55
• 氢给体数：
  7.0
• 氢受体数：
  26.0

反应信息

• 作为反应物：
  描述：

  在 盐酸 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以100%的产率得到
  参考文献：
  名称：

  Synergistic effects in gene delivery—a structure–activity approach to the optimisation of hybrid dendritic–lipidic transfection agents

  摘要：

  基于胆固醇单元与精胺功能化树枝状分子相结合的新型基因传递剂具有增强的转染能力——我们报告了在混合（杂合）系统中显著的协同效应，该系统结合了阳离子聚合物和脂质这两种主要合成载体类别的各个方面。

  DOI：

  10.1039/b811852c
• 作为产物：
  描述：

  、 胆固醇甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Hydrophobically Modified Dendrons: Developing Structure−Activity Relationships for DNA Binding and Gene Transfection

  摘要：

  This paper develops a structure activity relationship understanding of the way in which surfactant-like dendrons with hydrophilic spermine surface groups and a variety of lipophilic units at their focal points can self-assemble and subsequently bind to DNA with high affinity. The choice of functional group at the focal point of the dendron and the high tunability of the molecular structure have a very significant impact on DNA binding. Mesoscale modeling of the mode of dendron self-assembly provides a direct insight into how the mode of self-assembly exerts its effect on the DNA binding process. In particular, the hydrophobic unit controls the number of dendrons in the self-assembled micellar structures, and hence their diameters and surface charge density. The DNA binding affinity correlates with the surface charge density of the dendron aggregates. Furthermore, these structure activity effects can also be extended to cellular gene delivery, as surface charge density plays a role in controlling the extent of endosomal escape. It is reported that higher generation dendrons, although binding DNA less strongly than the self-assembling lower generation dendrons, are more effective for transfection. The impact of the lipophilic group at the focal point is less significant for the DNA binding ability of these larger dendrons, which is predominantly controlled by the spermine surface groups, but it does modify the levels of gene transfection. Significant synergistic effects on gene delivery were observed when employing combinations of the dendrons and polyethyleneimine (PEI, 25 kDa), with transfection becoming possible at low loading levels where the two components would not transfect individually, giving practically useful levels of gene delivery.

  DOI：

  10.1021/mp100260c