3-[2,3,4,5,6-五(2-氰基乙氧基)环己基]氧基丙腈 | 3055-84-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-[2,3,4,5,6-五(2-氰基乙氧基)环己基]氧基丙腈
• 英文名称: sexi-(β-cyanoethyl) cyclohexanehexol ether
• 英文别名: Cyclohexane, 1,2,3,4,5,6-hexakis(2-cyanoethoxy)-；3-[2,3,4,5,6-pentakis(2-cyanoethoxy)cyclohexyl]oxypropanenitrile
• CAS: 3055-84-3
• 化学式: C₂₄H₃₀N₆O₆
• 分子量: 498.539
• InChiKey: LMHMIJYIOJVNMJ-UHFFFAOYSA-N

物化性质

• 沸点：
  829.8±65.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  36
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  198
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  3-[2,3,4,5,6-五(2-氰基乙氧基)环己基]氧基丙腈 在 lithium aluminium tetrahydride 、 硫酸 、 sodium hydride 作用下， 生成 3-[2-[3-[2-[2-[[(3R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]ethoxy]ethoxy]propoxy]-3,4,5,6-tetrakis(3-methylsulfonyloxypropoxy)cyclohexyl]oxypropyl methanesulfonate
  参考文献：
  名称：

  Novel synthetic LPDs consisting of different cholesterol derivatives for gene transfer into hepatocytes

  摘要：

  In the present study, LPDs composing of a series of novel synthetic cholesterylated derivatives bearing a cluster of galactose residues and different spacer lengths were prepared for performing target gene delivery to hepatocytes and their physiochemical properties as well as gene transfer efficiency were investigated. In agreement with the "clustering effect" known to occur with more complex oligomeric structures, the addition of galactose residues under optimized spatial arrangement condition invariably increased the transfect efficiency into hepatoma cells, which can be owed to the sufficient binding of galactose ligands to the ASGPR on hepatocytes. However, the gene transfer ability to hepatocytes was not always improved with extended spacer arms, suggesting a spatial binding sites arrangement of the receptor. Moreover, our research has established galactosylated LPDs, specifically, LPDIIb, LPDIIIc, and LPDIVe as potential vectors to deliver special genes into hepatocytes with low toxicity, combining the condensing effect of protamine and the targeting capability of cholesterylated thiogalactosides.

  DOI：

  10.3109/10611860903548370
• 作为产物：
  描述：

  1L-手性纤维醇 、 丙烯腈 在 potassium hydroxide 作用下， 生成 3-[2,3,4,5,6-五(2-氰基乙氧基)环己基]氧基丙腈
  参考文献：
  名称：

  Novel synthetic LPDs consisting of different cholesterol derivatives for gene transfer into hepatocytes

  摘要：

  In the present study, LPDs composing of a series of novel synthetic cholesterylated derivatives bearing a cluster of galactose residues and different spacer lengths were prepared for performing target gene delivery to hepatocytes and their physiochemical properties as well as gene transfer efficiency were investigated. In agreement with the "clustering effect" known to occur with more complex oligomeric structures, the addition of galactose residues under optimized spatial arrangement condition invariably increased the transfect efficiency into hepatoma cells, which can be owed to the sufficient binding of galactose ligands to the ASGPR on hepatocytes. However, the gene transfer ability to hepatocytes was not always improved with extended spacer arms, suggesting a spatial binding sites arrangement of the receptor. Moreover, our research has established galactosylated LPDs, specifically, LPDIIb, LPDIIIc, and LPDIVe as potential vectors to deliver special genes into hepatocytes with low toxicity, combining the condensing effect of protamine and the targeting capability of cholesterylated thiogalactosides.

  DOI：

  10.3109/10611860903548370

文献信息

• US4025446A
  申请人：——

  公开号：US4025446A

  公开（公告）日：1977-05-24
• Novel synthetic LPDs consisting of different cholesterol derivatives for gene transfer into hepatocytes
  作者：Jiao Lu、Di Zhu、Zhi-Rong Zhang、Li Hai、Yong Wu、Xun Sun

  DOI：10.3109/10611860903548370

  日期：2010.8

  In the present study, LPDs composing of a series of novel synthetic cholesterylated derivatives bearing a cluster of galactose residues and different spacer lengths were prepared for performing target gene delivery to hepatocytes and their physiochemical properties as well as gene transfer efficiency were investigated. In agreement with the "clustering effect" known to occur with more complex oligomeric structures, the addition of galactose residues under optimized spatial arrangement condition invariably increased the transfect efficiency into hepatoma cells, which can be owed to the sufficient binding of galactose ligands to the ASGPR on hepatocytes. However, the gene transfer ability to hepatocytes was not always improved with extended spacer arms, suggesting a spatial binding sites arrangement of the receptor. Moreover, our research has established galactosylated LPDs, specifically, LPDIIb, LPDIIIc, and LPDIVe as potential vectors to deliver special genes into hepatocytes with low toxicity, combining the condensing effect of protamine and the targeting capability of cholesterylated thiogalactosides.

表征谱图