| 917096-93-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• CAS: 917096-93-6
• 化学式: C₁₄H₂₈O₆*C₄₈H₆₉N₉
• 分子量: 1064.51
• InChiKey: ZDHMYGCBKMQKBP-ZBLCWOCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.57
• 重原子数：
  77.0
• 可旋转键数：
  15.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  218.93
• 氢给体数：
  13.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  2,15,17,30,42,44-Hexaethyl-5,12,20,27,32,39,41,43,45-nonazaheptacyclo[14.14.10.13,29.17,10.114,18.122,25.134,37]pentatetraconta-1(30),2,7,9,14,16,18(44),22,24,29(42),34,36-dodecaene 、 n-辛基-β-D-吡喃葡萄糖苷 以 氘代氯仿 为溶剂， 生成
  参考文献：
  名称：

  Synthetic Tripodal Receptors for Carbohydrates. Pyrrole, a Hydrogen Bonding Partner for Saccharidic Hydroxyls

  摘要：

  The carbohydrate recognition properties of synthetic tripodal receptors relying on H-bonding interactions have highlighted the crucial role played by the functional groups matching saccharidic hydroxyls. Herein, pyrrole and pyridine, which emerged as two of the most effective H-bonding groups, were quantitatively compared through their isostructural substitution within the architecture of a shape-persistent bicyclic cage receptor. NMR and ITC binding studies gave for the pyrrolic receptor a 20-fold larger affinity toward octyl-beta-D-glucopyranoside in CDCl3, demonstrating the superior recognition properties of pyrrole under conditions in which differences would depend on the intrinsic binding ability of the two groups. The three-dimensional structures of the two glucoside complexes in solution were elucidated by combined NMR and molecular mechanics computational techniques, showing that the origin of the stability difference between the two closely similar complex structures resides in the ability of pyrrole to establish shorter/stronger H-bonds with the glucosidic ligand compared to pyridine.

  DOI：

  10.1021/jo301341c