N-(n-tetradecylcarbamoyl)-L-phenylalanine

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(n-tetradecylcarbamoyl)-L-phenylalanine
• 英文别名: (2S)-3-phenyl-2-(tetradecylcarbamoylamino)propanoic acid
• 化学式: C₂₄H₄₀N₂O₃
• 分子量: 404.593
• InChiKey: RYDJTQYTSYDGJH-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  29
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异氰酸十四酯 、 L-苯丙氨酸 在 三乙胺 作用下， 以 乙醇 、 水 为溶剂， 反应 20.0h， 以69%的产率得到N-(n-tetradecylcarbamoyl)-L-phenylalanine
  参考文献：
  名称：

  Gelation of organic solvents by N-(n-tetradecylcarbamoyl)-l-amino acids

  摘要：

  A series of N-(n-alkylcarbamoyl)-l-amino acid amphiphiles with different amino acid head groups were designed and synthesised. The gelation abilities of these amphiphilic molecules were studied in toluene and p-xylene solvents. The hypothesis that steric crowding at the chiral head group destroys gelation ability of the amphiphile was examined. Indeed, beside l-alanine-based amphiphile, only l-serine and l-aspartic acid derivatives were found to gelate the organic liquids efficiently in the presence of a small quantity of water. The gels were characterised by a number of methods, including FT-IR, NMR and X-ray diffraction spectroscopy, scanning electron microscopy (SEM) and rheology. The SEM micrographs revealed three-dimensional networks of ribbon-like aggregates. The organogels were observed to be thermo-reversible in nature and have sufficient mechanical strength. The gels have gel-to-sol transition temperatures above the physiological temperature (310K).

  DOI：

  10.1080/10610278.2014.914628

文献信息

• Gelation of organic solvents by <i>N</i>-(<i>n</i>-tetradecylcarbamoyl)-<scp>l</scp>-amino acids
  作者：Amrita Pal、Joykrishna Dey

  DOI：10.1080/10610278.2014.914628

  日期：2015.2.1

  A series of N-(n-alkylcarbamoyl)-l-amino acid amphiphiles with different amino acid head groups were designed and synthesised. The gelation abilities of these amphiphilic molecules were studied in toluene and p-xylene solvents. The hypothesis that steric crowding at the chiral head group destroys gelation ability of the amphiphile was examined. Indeed, beside l-alanine-based amphiphile, only l-serine and l-aspartic acid derivatives were found to gelate the organic liquids efficiently in the presence of a small quantity of water. The gels were characterised by a number of methods, including FT-IR, NMR and X-ray diffraction spectroscopy, scanning electron microscopy (SEM) and rheology. The SEM micrographs revealed three-dimensional networks of ribbon-like aggregates. The organogels were observed to be thermo-reversible in nature and have sufficient mechanical strength. The gels have gel-to-sol transition temperatures above the physiological temperature (310K).