α-cyclodextrin-penicillin V complex | 132359-75-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-cyclodextrin-penicillin V complex
• CAS: 132359-75-2
• 化学式: C₁₆H₁₈N₂O₅S*C₃₆H₆₀O₃₀
• 分子量: 1323.25
• InChiKey: PMIDINLQNJXZSC-HAPKRNSXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -12.36
• 重原子数：
  90.0
• 可旋转键数：
  11.0
• 环数：
  25.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  570.84
• 氢给体数：
  20.0
• 氢受体数：
  35.0

反应信息

• 作为产物：
  描述：

  α-环糊精 、 penicillin V 以 甲醇 、 水 为溶剂， 生成 α-cyclodextrin-penicillin V complex
  参考文献：
  名称：

  Molecular recognition: .alpha.-cyclodextrin and penicillin V inclusion complexation

  摘要：

  Specific molecular recognition between alpha-cyclodextrin (1) and a beta-lactam antibiotic, penicillin V (2), was systematically determined. A stable 1:1 inclusion complex was established in the solid state, gaseous phase, and solution. The distinct structure of this inclusion complex was rigorously elucidated by FT-IR, FAB-MS, CP/MAS solid-state C-13 NMR, and 500-MHz H-1 NMR. Based on strictly determined H-1 NMR data, a time-averaged conformation of the alpha-CD-penicillin V inclusion complex was proposed, which was supported by CPK model studies and the intermolecular NOE results. Moreover, alpha-cyclodextrin exhibited significant catalytic activity toward the hydrolysis of penicillin V in weakly alkaline solution. These findings imply that the initial molecular recognition and the concomitant molecular association are essential in a biomimetic process.

  DOI：

  10.1021/jo00004a037