cholest-5-en-3-yl 4-(2-cyanoethyl)-1-piperazinecarboxylate | 1120327-25-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: cholest-5-en-3-yl 4-(2-cyanoethyl)-1-piperazinecarboxylate
• CAS: 1120327-25-4
• 化学式: C₃₅H₅₇N₃O₂
• 分子量: 551.856
• InChiKey: RRIRJEBJVRBASM-SJTWHRLHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.06
• 重原子数：
  40.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  56.57
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  胆固醇甲酰氯 、 3-(哌嗪-1-基)丙腈 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以78%的产率得到cholest-5-en-3-yl 4-(2-cyanoethyl)-1-piperazinecarboxylate
  参考文献：
  名称：

  Ul Islam, Rafique; Johnson, Myron M.; Mohammed, Raushaan, South African Journal of Chemistry, 2010, vol. 63, p. 88 - 94

  摘要：

  DOI：

文献信息

• Efficient nucleic acid transduction with lipoplexes containing novel piperazine- and polyamine-conjugated cholesterol derivatives
  作者：Rafique Ul Islam、Justin Hean、Willem A.L. van Otterlo、Charles B. de Koning、Patrick Arbuthnot

  DOI：10.1016/j.bmcl.2008.11.009

  日期：2009.1

  To advance the use of cationic lipids for non-viral nucleic acid vector formulation, a panel of novel nitrogen heterocycle cholesteryl derivatives containing a biodegradable carbamate linker was synthesised. Optimally acting piperazine and cyclen compounds had nucleic acid-binding and lipoplex nanoparticle formation properties that were suitable for their use as non-viral vectors. It was found that the lipoplexes formed were capable of efficient non-toxic nucleic acid delivery to cells in culture. The chemical structure of individual cationic lipids, which is likely to influence lipoplex formation, affected efficiency of DNA or RNA transfection. The results indicated that the cyclen containing compound possessing two cholesteryl moieties resulted in efficient siRNA-mediated target gene silencing but was a poor reagent for DNA transfection. (C) 2008 Elsevier Ltd. All rights reserved.