hexakis-[6-O-(N-acetyl-L-methionyl)]-α-cyclodextrin | 1320346-75-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hexakis-[6-O-(N-acetyl-L-methionyl)]-α-cyclodextrin
• CAS: 1320346-75-5
• 化学式: C₇₈H₁₂₆N₆O₄₂S₆
• 分子量: 2012.27
• InChiKey: WXAWTBXPMBJFLN-UESUJUJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8.2
• 重原子数：
  132.0
• 可旋转键数：
  42.0
• 环数：
  22.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  685.92
• 氢给体数：
  18.0
• 氢受体数：
  48.0

反应信息

• 作为产物：
  描述：

  N-乙酰-L-蛋氨酸 、 hexakis(6-bromo-6-deoxy)-α-cyclodextrin 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以65%的产率得到hexakis-[6-O-(N-acetyl-L-methionyl)]-α-cyclodextrin
  参考文献：
  名称：

  Synthesis of new series of α-cyclodextrin esters as dopamine carrier molecule

  摘要：

  A new series of amphiphilic alpha-cyclodextrins were synthesized by grafting N-acylated amino acids [valine, leucine, phenylalanine, methionine, and tryptophan (3a-e)] to the primary hydroxyl groups via ester bond formation. The synthetic pathway involves selective hexa-bromination of the primary hydroxyls followed by per-substitution with the carboxylate moiety of the N-acetyl residues in the presence of DBU (1,8-diazabicyclo[5,4,0]undec-7-ene). The ability of the synthetic compounds for the extraction of dopamine was studied. The results showed a considerable ability of some of the amphiphilic compounds for the extraction of dopamine into octanol phase from water. To complete the study, the binding affinity of dopamine toward the synthetic host molecules was calculated by using of the molecular docking technique. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.05.048