N-2,2-Dideuteriododecanoyl-L-alanine | 139914-25-3

• 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-2,2-Dideuteriododecanoyl-L-alanine
• 英文别名: (2S)-2-(2,2-dideuteriododecanoylamino)propanoic acid
• CAS: 139914-25-3
• 化学式: C₁₅H₂₉NO₃
• 分子量: 273.384
• InChiKey: UYTOHYBIBPDOKX-DECCWDFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,2-Dideuteriododecyl aldehyde 在 sodium hydroxide 、 potassium permanganate 、 氯化亚砜 、 硫酸 作用下， 以 水 为溶剂， 反应 6.5h， 生成 N-2,2-Dideuteriododecanoyl-L-alanine
  参考文献：
  名称：

  Investigation into the mechanism for generation of the helical axis in cholesteric lyotropic liquid crystals

  摘要：

  The molecular based process responsible for the generation of the helical axis in the cholesteric mesophase of potassium N-dodecanoyl-L-alaninate, decanol, electrolyte, and water has been investigated. The headgroup dipolar couplings have been correlated with deuterium quadruple splittings from the aliphatic chain as a function of amphiphile concentration. The results show that the change in the pitch of the helical axis with concentration is reflected by a change in preferred conformation of the amphiphile. This change in conformation is centered about the amide bonds where the aliphatic chain is joined to the alaninate headgroups. The effect presumably results from destabilization of the normally preferred rotamer in favor of others and will have its source in selective interactions between the chiral centers of adjacent amphiphiles. Studies similar to those discussed show that the variation in pitch caused by temperature changes is not correlated with similar selective changes in headgroup orientation.

  DOI：

  10.1021/j100188a058

文献信息

• Investigation into the mechanism for generation of the helical axis in cholesteric lyotropic liquid crystals
  作者：Alan S. Tracey、Xin Zhang

  DOI：10.1021/j100188a058

  日期：1992.4

  The molecular based process responsible for the generation of the helical axis in the cholesteric mesophase of potassium N-dodecanoyl-L-alaninate, decanol, electrolyte, and water has been investigated. The headgroup dipolar couplings have been correlated with deuterium quadruple splittings from the aliphatic chain as a function of amphiphile concentration. The results show that the change in the pitch of the helical axis with concentration is reflected by a change in preferred conformation of the amphiphile. This change in conformation is centered about the amide bonds where the aliphatic chain is joined to the alaninate headgroups. The effect presumably results from destabilization of the normally preferred rotamer in favor of others and will have its source in selective interactions between the chiral centers of adjacent amphiphiles. Studies similar to those discussed show that the variation in pitch caused by temperature changes is not correlated with similar selective changes in headgroup orientation.