(2R,3S,4R,5R)-N-(2-((3-(1,1,1,5,5,5-hexamethyl-3-((trimethylsilyl)oxy)trisiloxan-3-yl)propyl)amino)ethyl)-2,3,4,5,6-pentahydroxyhexanamide | 1287287-37-9

• 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: (2R,3S,4R,5R)-N-(2-((3-(1,1,1,5,5,5-hexamethyl-3-((trimethylsilyl)oxy)trisiloxan-3-yl)propyl)amino)ethyl)-2,3,4,5,6-pentahydroxyhexanamide
• CAS: 1287287-37-9
• 化学式: C₂₀H₅₀N₂O₉Si₄
• 分子量: 574.967
• InChiKey: MJKDJKAKWKTPMI-AKHDSKFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.01
• 重原子数：
  35.0
• 可旋转键数：
  18.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  169.97
• 氢给体数：
  7.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  2-甲氧基乙基缩水甘油醚 、 (2R,3S,4R,5R)-N-(2-((3-(1,1,1,5,5,5-hexamethyl-3-((trimethylsilyl)oxy)trisiloxan-3-yl)propyl)amino)ethyl)-2,3,4,5,6-pentahydroxyhexanamide 以 甲醇 为溶剂， 生成 (2R,3S,4R,5R)-N-(2-((3-(1,1,1,5,5,5-hexamethyl-3-((trimethylsilyl)oxy)trisiloxan-3-yl)propyl)(2-hydroxy-3-(2-methoxyethoxy)propyl)amino)ethyl)-2,3,4,5,6-pentahydroxyhexanamide
  参考文献：
  名称：

  Adsorption and Aggregation Behavior of Tetrasiloxane-Tailed Surfactants Containing Oligo(ethylene oxide) Methyl Ether and a Sugar Moiety

  摘要：

  Three novel amphiphilic dicephalic (double-headed) surfactants containing oligo(ethylene-oxide)methyl-ether and a sugar moiety TGA-m (m = 1, 2, and 3) that incorporate a tetrasiloxane at the terminus of a hydrocarbon chain were designed and synthesized. Their surface activity and aggregation behavior in aqueous solution were systematically investigated by surface tension, dynamic light scattering (DLS), and transmission electron microscopy (TEM) techniques at 298 K. The surface tension measurements provided the critical aggregation concentration (CAC) and the surface tension at the CAC (gamma(cac)). In addition, with application of the Gibbs adsorption isotherm, the maximum surface excess concentration (Gamma(max)) and the minimum surface area/molecule (A(min)) at the air-water interface were estimated. The effect of EO chain length on the surface activity and aggregation behavior was also investigated. It was found that both the gamma(cac) and the CAC were lower than those for reported traditional hydrocarbon surfactants. Aggregates of three surfactants, TGA-m (m = 1, 2, and 3), formed in aqueous solutions could be assigned as spherical vesicles as suggested by analysis using DLS and TEM. Moreover the formation of vesicles can be confirmed by the encapsulation of bromophenol blue. These results indicate that these three surfactants have excellent efficiencies of vesicle formation and surface tension reduction in the aqueous phase.

  DOI：

  10.1021/jp110578u
• 作为产物：
  描述：

  N-[3-(三甲氧基硅基)丙基]乙二胺 在 四甲基氢氧化铵 作用下， 以 氘代甲醇-d 为溶剂， 生成 (2R,3S,4R,5R)-N-(2-((3-(1,1,1,5,5,5-hexamethyl-3-((trimethylsilyl)oxy)trisiloxan-3-yl)propyl)amino)ethyl)-2,3,4,5,6-pentahydroxyhexanamide
  参考文献：
  名称：

  Adsorption and Aggregation Behaviors of Tetrasiloxane-Tailed Gemini Surfactants with (EO)_m Spacers

  摘要：

  Adsorption and aggregation behaviors of novel tetrasiloxane-tailed gemini surfactants N,N'-ditetrasiloxane-N,N'-digluconamide oligo ethylene glycol diglycidyl (Si-m-Si, where m is the number of ethylene glycol of 1, 2, and 3) were investigasted using surface tension, bromophenol blue encapsulation, dynamic light scattering (DLS), and transmission electron microscope (TEM) methods. The static surface tension of the aqueous Si-m-Si solutions measured at the critical aggregate concentration (CAC) was observed to be lower than that of traditional hydrocarbon gemini surfactants. This suggests that these newly synthesized gemini surfactants are capable of forming a closely packed monolayer film at the air/aqueous solution interface. With a combination of DLS data, TEM measurements, and bromophenol blue entrapment studies, formations of vesicles in Si-m-Si solutions appear to occur at a concentration well above the CAC. Moreover, the size of vesicles depended on their m values.

  DOI：

  10.1021/jp310063d