4-aza-N1-cholesteryloxycarbonyl-1,7-heptanediamine | 200337-46-8

• 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: 4-aza-N1-cholesteryloxycarbonyl-1,7-heptanediamine
• CAS: 200337-46-8
• 化学式: C₃₄H₆₁N₃O₂
• 分子量: 543.877
• InChiKey: AYQGZYRMXCTUNW-DYQRUOQXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.45
• 重原子数：
  39.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  76.38
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-aza-N1-cholesteryloxycarbonyl-1,7-heptanediamine 、 O-hexadecyl-O'-(3'-azido-3'-deoxythymidin-5'-yl) phosphonate 在 三乙胺 作用下， 以 四氯化碳 、 水 、 乙腈 为溶剂， 反应 0.17h， 生成
  参考文献：
  名称：

  Synthesis of Novel Steroidal Bioconjugates of Phospholipid with AZT

  摘要：

  Some novel asymmetry steroidal bioconjugates of phospholipid with AZT were synthesized by oxidation or conjugation with amines using Atherton-Todd reaction, and the structures were confirmed based on spectral methods. The result shown that some of bioconjugates possess activity against breast cancer MCF-7 in bioassay.

  DOI：

  10.1080/10426500701764874
• 作为产物：
  描述：

  cholesterol-3-(carboxyaminopropan-3-ol) 在 palladium on activated charcoal sodium tetrahydroborate 、 草酰氯 、 二甲基亚砜 、 N,N-二异丙基乙胺 、 环己烯 、 三甲基膦 作用下， 以 乙醇 为溶剂， 生成 4-aza-N1-cholesteryloxycarbonyl-1,7-heptanediamine
  参考文献：
  名称：

  Polyamine Analogues of 3β-[N-(N′,N′-Dimethylaminoethane)carbamoyl]cholesterol (DC-Chol) as Agents for Gene Delivery

  摘要：

  Cationic liposomes are rapidly proving very effective at mediating the delivery of genes to cells in vitro. Moreover, the use of cationic liposomes for gene delivery in vivo is now under consideration. In previous work, we were able to demonstrate that cationic liposomes, formulated from 3 beta-[N-(N',N'-dimethylaminoethane)carbamoyl]cholesterol (DC-Chol) and the neutral phospholipid, dioleoyl L-alpha-phosphatidylethanolamine (DOPE), were able to transfect the lungs of mice in vivo. However, it rapidly became apparent that substantial improvements in the gene delivery efficiency, by approximately two orders of magnitude, would be needed for human lung transfection to be possible. In the following paper we describe the synthesis of a range of polyamine analogues of DC-Chol, which were formulated into cationic liposomes with DOPE and evaluated for efficiency of gene delivery in vitro and in vivo in mice. We report that cationic liposomes formulated from DOPE and the novel pentamine N-15-cholesteryloxycarbonyl-3,7,12-triazapentadecane-1,15-diamine (CTAP) were 100 times more efficient than DC-Chol/DOPE liposomes at gene delivery in vivo (500 times more effective than DNA alone). Therefore, we believe that CTAP/DOPE cationic liposomes should have clinical applications in human gene therapy approaches to the treatment of lung disorders as well as to other clinical conditions.

  DOI：

  10.1002/(sici)1521-3765(199801)4:1<137::aid-chem137>3.0.co;2-2

文献信息

• Synthesis of Some Novel 1,2,3-Triazole-Fused Oligonucleoside and Oligosaccharide Analogues
  作者：Yong Ju、Pei-Yuan Jin、Peng Jin、Yi-An Ruan、Yu-Fen Zhao

  DOI：10.1055/s-2007-992357

  日期：2007.12

  Several 1,2,3-triazole-fused oligonucleoside and oligosaccharide analogues were synthesized by involving a Cu(I)-catalyzed 1,3-dipolar cycloaddition as the key step. The structures of the products were confirmed on the basis of the 1H NMR and ESI-MS methods.

  以 Cu(I) 催化的 1,3 二极环化反应为关键步骤，合成了多种 1,2,3-三唑融合寡核苷酸和寡糖类似物。通过 1H NMR 和 ESI-MS 方法确认了产物的结构。
• POLYCATIONIC STEROL DERIVATIVES AS TRANSFECTION AGENTS
  申请人：IC-VEC LIMITED

  公开号：EP0918790B1

  公开（公告）日：2004-01-28