(+)-(S)-α-Aminostearic acid | 100680-18-0

• 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: (+)-(S)-α-Aminostearic acid
• 英文别名: (2S)-2-aminooctadecanoic acid
• CAS: 100680-18-0
• 化学式: C₁₈H₃₇NO₂
• 分子量: 299.497
• InChiKey: XRKBQVGBWJWJJJ-KRWDZBQOSA-N

物化性质

• 沸点：
  420.7±28.0 °C(Predicted)
• 密度：
  0.923±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  copper diacetate 、 (+)-(S)-α-Aminostearic acid 以 水 为溶剂， 生成
  参考文献：
  名称：

  Use of Diastereomeric Interactions To Probe the Inplane Attachment of Water-Soluble Molecules to the Polar Head Groups of Langmuir Films of Cu−α-Amino Acid Complexes

  摘要：

  To provide more direct information on the role played by "tailor-made" auxiliary molecules in the early stages of crystal nucleation, the interplay between dusters of polar headgroups of monolayers of the copper complexes S-Cu-S' and S-Cu-R' and water-soluble copper complexes S'-Cu-S' and R'-Cu-R' were investigated [where S represents enantiomerically pure (S)-palmitoyl-N-epsilon-lysine, and S' and R' represent chiral resolved (S) and (R) forms of alanine, serine, or valine]. The different monolayers were formed by spreading the amphiphilic (R) or (S) alpha-amino acid on an aqueous solution of copper acetate followed by injection of the water-soluble (S') or (R') alpha-amino acid into the subphase. The surface pressure-molecular area isotherms of the Langmuir monolayers of the two type of complexes (S-Cu-S' and S-Cu-R') are different, the former being substantially more expanded. The polar headgroups of the S-Cu-S' and of the S-Cu-R' monolayers transferred onto a solid support assume a hans and cis configuration, respectively, according to comparative X-ray photoelectron spectroscopy (XPS) studies with appropriate cis and trans three-dimensional (3-D) alpha-amino acid Cu complexes. A grazing incidence X-ray diffraction (GIXD) analysis demonstrated that the S-Cu-S' and S-Cu-R' monolayers have different 2-D crystal structures, in keeping with the XPS results. A model is presented suggesting that the water-soluble S'-Cu-S' copper complexes are enantioselectively bound to the periphery of the domains of the cis S-Cu-S' monolayers, but not to the domains of the trans S-Cu-R' monolayers. By symmetry, the same principal holds for the monolayers and water soluble copper complexes of alpha-amino acids of the opposite handedness.

  DOI：

  10.1021/jp990561g
• 作为产物：
  描述：

  (+)-(S)-N-Formyl-α-aminostearic acid 在 盐酸 作用下， 反应 2.0h， 生成 (+)-(S)-α-Aminostearic acid
  参考文献：
  名称：

  Stereochemical studies in crystal nucleation. Oriented crystal growth of glycine at interfaces covered with Langmuir and Langmuir-Blodgett films of resolved .alpha.-amino acids

  摘要：

  DOI：

  10.1021/ja00186a044

文献信息

• Stereochemical studies in crystal nucleation. Oriented crystal growth of glycine at interfaces covered with Langmuir and Langmuir-Blodgett films of resolved .alpha.-amino acids
  作者：E. Meir Landau、S. Grayer Wolf、M. Levanon、L. Leiserowitz、M. Lahav、J. Sagiv

  DOI：10.1021/ja00186a044

  日期：1989.2
• Use of Diastereomeric Interactions To Probe the Inplane Attachment of Water-Soluble Molecules to the Polar Head Groups of Langmuir Films of Cu−α-Amino Acid Complexes
  作者：Maria Berfeld、Ivan Kuzmenko、Isabelle Weissbuch、Hagai Cohen、Paul B. Howes、Kristian Kjaer、Jens Als-Nielsen、Leslie Leiserowitz、Meir Lahav

  DOI：10.1021/jp990561g

  日期：1999.8.1

  To provide more direct information on the role played by "tailor-made" auxiliary molecules in the early stages of crystal nucleation, the interplay between dusters of polar headgroups of monolayers of the copper complexes S-Cu-S' and S-Cu-R' and water-soluble copper complexes S'-Cu-S' and R'-Cu-R' were investigated [where S represents enantiomerically pure (S)-palmitoyl-N-epsilon-lysine, and S' and R' represent chiral resolved (S) and (R) forms of alanine, serine, or valine]. The different monolayers were formed by spreading the amphiphilic (R) or (S) alpha-amino acid on an aqueous solution of copper acetate followed by injection of the water-soluble (S') or (R') alpha-amino acid into the subphase. The surface pressure-molecular area isotherms of the Langmuir monolayers of the two type of complexes (S-Cu-S' and S-Cu-R') are different, the former being substantially more expanded. The polar headgroups of the S-Cu-S' and of the S-Cu-R' monolayers transferred onto a solid support assume a hans and cis configuration, respectively, according to comparative X-ray photoelectron spectroscopy (XPS) studies with appropriate cis and trans three-dimensional (3-D) alpha-amino acid Cu complexes. A grazing incidence X-ray diffraction (GIXD) analysis demonstrated that the S-Cu-S' and S-Cu-R' monolayers have different 2-D crystal structures, in keeping with the XPS results. A model is presented suggesting that the water-soluble S'-Cu-S' copper complexes are enantioselectively bound to the periphery of the domains of the cis S-Cu-S' monolayers, but not to the domains of the trans S-Cu-R' monolayers. By symmetry, the same principal holds for the monolayers and water soluble copper complexes of alpha-amino acids of the opposite handedness.