2,3-di-((9Z)-octadecenyloxy)propyl-N-{2-[2-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethyl}-N,N-dimethylammonium bromide | 868594-34-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3-di-((9Z)-octadecenyloxy)propyl-N-{2-[2-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethyl}-N,N-dimethylammonium bromide
• 英文别名: 2,3-bis[(Z)-octadec-9-enoxy]propyl-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl]-dimethylazanium;bromide
• CAS: 868594-34-7
• 化学式: Br*C₅₃H₁₀₆NO₈
• 分子量: 965.331
• InChiKey: YSPVBFOVQUENEK-JDVCJPALSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  9.62
• 重原子数：
  63
• 可旋转键数：
  54
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  84.8
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1,2-二油醇-3-二甲基氨基-丙烷（DODMA） 、 溴代-六聚乙二醇 以 甲醇 为溶剂， 反应 24.0h， 以34%的产率得到2,3-di-((9Z)-octadecenyloxy)propyl-N-{2-[2-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethyl}-N,N-dimethylammonium bromide
  参考文献：
  名称：

  Mono- and dicationic short PEG and methylene dioxyalkylglycerols for use in synthetic gene delivery systems

  摘要：

  一系列单阳离子和双阳离子二氧烷基甘油细胞转染剂已被合成出来，它们具有亚甲基和短的正乙烯二醇间隔基。单阳离子化合物在与多肽和DNA成分组成的脂质复合物配方中被发现具有有效的转染效果，尤其是带有较短PEG头部基团的化合物，这些头部基团可能在三元复合物中对多肽的靶向性影响较小。

  DOI：

  10.1039/b719702k

文献信息

• Materials for the delivery of biologically-active material to cells
  申请人：Hailes Claire Helen

  公开号：US20050245446A1

  公开（公告）日：2005-11-03

  The invention provides a lipid of general formula (I) or (II): wherein X 1 , X 2 and R 1 to R 5 are as defined herein. Such lipids are used to form complexes with a biologically-active material such as a nucleic acid, peptide or small molecule for delivering the biologically-active material to cells. The complexes may incorporate an integrin-binding peptide and, when the biologically-active material is DNA, thereby constitute a LID complex.

  该发明提供了一种通式为(I)或(II)的脂质：其中，X1、X2和R1至R5的定义如本文所述。这些脂质用于与生物活性物质，如核酸、肽或小分子形成复合物，以将生物活性物质传递到细胞内。这些复合物可以包含整合素结合肽，并且当生物活性物质为DNA时，因此构成LID复合物。
• US7598421B2
  申请人：——

  公开号：US7598421B2

  公开（公告）日：2009-10-06
• [EN] MATERIALS FOR THE DELIVERY OF BIOLOGICALLY-ACTIVE MATERIAL TO CELLS<br/>[FR] MATIERE DESTINEE A L'ADMINISTRATION D'UNE MATIERE BIOACTIVE A DES CELLULES
  申请人：UCL BIOMEDICA PLC

  公开号：WO2005117985A2

  公开（公告）日：2005-12-15

  The invention provides a complex suitable for delivery of a biologically-active material to a cell, which complex comprises: (a) a lipid of formula: (III); wherein RI, R2, R3, B, Q and m are as defined herein; (b) a biologically-active material; and (c) an integrin-binding peptide. The invention also provides a complex suitable for delivery of a biologically-active material to a cell, which complex comprises: (a) a lipid of formula: (I); wherein R1, R2, X1, X2 and R5,are as defined herein; (b) a biologically-active material; and (c) an integrin-binding peptide of formula: [DNA-Binding]-[Spacer]k-[Ligand] wherein DNA-Binding, Spacer, k and Ligand are as defined herein.
• Mono- and dicationic short PEG and methylene dioxyalkylglycerols for use in synthetic gene delivery systems
  作者：Christopher A. Hurley、John B. Wong、Jimmy Ho、Michele Writer、Scott A. Irvine、M. Jayne Lawrence、Stephen L. Hart、Alethea B. Tabor、Helen C. Hailes

  DOI：10.1039/b719702k

  日期：——

  A range of monocationic and dicationic dioxyalkylglycerol cytofectins have been synthesised possessing methylene and short n-ethylene glycol spacers. The monocationic compounds were found to be effective in transfections when formulated as lipopolyplexes with peptide and DNA components, in particular with shorter PEG head groups which may have less effect on peptide targeting in the ternary complex.

  一系列单阳离子和双阳离子二氧烷基甘油细胞转染剂已被合成出来，它们具有亚甲基和短的正乙烯二醇间隔基。单阳离子化合物在与多肽和DNA成分组成的脂质复合物配方中被发现具有有效的转染效果，尤其是带有较短PEG头部基团的化合物，这些头部基团可能在三元复合物中对多肽的靶向性影响较小。