5-hydroxymethyl-5-{7-[rac-3-(1,2-diyldioctadecanoate)propanamino]-4-thiapimeloylamido}-2,2-dimethyl-1,3-dioxane | 870633-99-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-hydroxymethyl-5-{7-[rac-3-(1,2-diyldioctadecanoate)propanamino]-4-thiapimeloylamido}-2,2-dimethyl-1,3-dioxane
• CAS: 870633-99-1
• 化学式: C₅₂H₉₈N₂O₉S
• 分子量: 927.424
• InChiKey: SIPBSTWSLKHQFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.22
• 重原子数：
  64.0
• 可旋转键数：
  45.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  149.49
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  5-hydroxymethyl-5-{7-[rac-3-(1,2-diyldioctadecanoate)propanamino]-4-thiapimeloylamido}-2,2-dimethyl-1,3-dioxane 在 溶剂黄146 作用下， 反应 48.0h， 以80%的产率得到rac-3-[(7-N-(tris(hydroxymethyl)methyl)amino-4-thiapimeloyl)amino]propane-1,2-diyl dioctadecanoate
  参考文献：
  名称：

  Exotic aqueous behavior of synthetic lipids: formation of vesicular nanotubes

  摘要：

  The work reported herein deals with the synthesis and the aggregation behavior studies of synthetic lipids bearing a nonionic polar head made up of a tris(hydroxymethyl) aminomethane (tris) moiety linked with an aminoglycerol interface. The hydrophobic chains with variable lengths were grafted onto the hydroxyl functions of the aminoglycerol residue through ester or carbarnate bonds. Tiny chemical modifications within this family of non-ionic surfactants brought about major variations in their aggregation behavior. They formed vesicles, tubules, and also small stable end-capped tubules - called vesicular nanotubes -, when the polar head bore two heptadecyl chains linked through a carbarnate bond. Various techniques (nanosizer measurements, freeze fracture electron microscopy (FFEM), transmission electron microscopy (TEM), carboxyfluorescein (CF)) encapsulation were used to specify the structure of these assemblies. Notably, the vesicular nanotubes exhibited a small size, a fair polydispersity, great stability in an aqueous solution (up to 1 year) and a good efficiency to entrap and slowly release a probe such as carboxyfluoresceine: all these properties are perfectly suitable for their use as potential drug carriers. (c) 2005 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2005.03.006
• 作为产物：
  描述：

  在 三乙基硅烷 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 5-hydroxymethyl-5-{7-[rac-3-(1,2-diyldioctadecanoate)propanamino]-4-thiapimeloylamido}-2,2-dimethyl-1,3-dioxane
  参考文献：
  名称：

  Exotic aqueous behavior of synthetic lipids: formation of vesicular nanotubes

  摘要：

  The work reported herein deals with the synthesis and the aggregation behavior studies of synthetic lipids bearing a nonionic polar head made up of a tris(hydroxymethyl) aminomethane (tris) moiety linked with an aminoglycerol interface. The hydrophobic chains with variable lengths were grafted onto the hydroxyl functions of the aminoglycerol residue through ester or carbarnate bonds. Tiny chemical modifications within this family of non-ionic surfactants brought about major variations in their aggregation behavior. They formed vesicles, tubules, and also small stable end-capped tubules - called vesicular nanotubes -, when the polar head bore two heptadecyl chains linked through a carbarnate bond. Various techniques (nanosizer measurements, freeze fracture electron microscopy (FFEM), transmission electron microscopy (TEM), carboxyfluorescein (CF)) encapsulation were used to specify the structure of these assemblies. Notably, the vesicular nanotubes exhibited a small size, a fair polydispersity, great stability in an aqueous solution (up to 1 year) and a good efficiency to entrap and slowly release a probe such as carboxyfluoresceine: all these properties are perfectly suitable for their use as potential drug carriers. (c) 2005 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2005.03.006