per-6-deoxy(carboxylpropyl)thio-α-cyclodextrin

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: per-6-deoxy(carboxylpropyl)thio-α-cyclodextrin
• 英文别名: 3-[[(1S,3S,5S,6S,8S,10S,11S,13S,15S,16S,18S,20S,21S,23S,25S,26S,28S,30S,31R,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-10,15,20,25,30-pentakis(2-carboxyethylsulfanylmethyl)-31,32,33,34,35,36,37,38,39,40,41,42-dodecahydroxy-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontan-5-yl]methylsulfanyl]propanoic acid
• 化学式: C₅₄H₈₄O₃₆S₆
• 分子量: 1501.64
• InChiKey: FNBPQUOWWRWJGA-ILPYUXKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.9
• 重原子数：
  96
• 可旋转键数：
  30
• 环数：
  22.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  729
• 氢给体数：
  18
• 氢受体数：
  42

反应信息

• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 生成 per-6-deoxy(carboxylpropyl)thio-α-cyclodextrin
  参考文献：
  名称：

  Cyclodextrin-Derived Host Molecules as Reversal Agents for the Neuromuscular Blocker Rocuronium Bromide:  Synthesis and Structure−Activity Relationships

  摘要：

  A series of mono- and per-6-substituted cyclodextrin derivatives were synthesized as synthetic receptors (or host molecules) of rocuronium bromide, the most widely used neuromuscular blocker in anaesthesia. By forming host-guest complexes with rocuronium, these cyclodextrin derivatives reverse the muscle relaxation induced by rocuronium in vitro and in vivo and therefore can be used as reversal agents of the neuromuscular blocker to assist rapid recovery of patients after surgery. Because this supramolecular mechanism of action does not involve direct interaction with the cholinergic system, the reversal by these compounds, e.g., compound 14 (Org 25969), is not accompanied by cardiovascular side effects usually attendant with acetylcholinesterase inhibitors such as neostigmine. The structure-activity relationships are consistent with this supramolecular mechanism of action and are discussed herein. These include the effects of binding cavity size and hydrophobic and electrostatic interaction on the reversal activities of these compounds.

  DOI：

  10.1021/jm011107f

文献信息

• Near-infrared photoswitching of cyclodextrin–guest complexes using lanthanide-doped LiYF₄ upconversion nanoparticles
  作者：Nadja Möller、Tim Hellwig、Lucas Stricker、Sabrina Engel、Carsten Fallnich、Bart Jan Ravoo

  DOI：10.1039/c6cc08321h

  日期：——

  This communication reports a new type of supramolecular cyclodextrin–guest complexes using cyclodextrin coated upconversion nanoparticles as hosts and monovalent and divalent azobenzenes and arylazopyrazoles as guests.

  这份通讯报告了一种新型的超分子环糊精-客体复合物，使用环糊精包覆的上转换纳米粒子作为宿主，单价和二价的偶氮苯和芳基偶氮吡唑作为客体。