thymidine 3’-dodecylphosphate sodium salt | 830322-63-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核糖核苷3'-磷酸盐
• 英文名称: thymidine 3’-dodecylphosphate sodium salt
• 英文别名: 2'-deoxthymidine-3'-(1-dodecyl)sodium phosphate；sodium;1-[(2R,4S,5R)-4-[dodecoxy(hydroxy)phosphoryl]oxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-2-oxopyrimidin-4-olate
• CAS: 830322-63-9
• 化学式: C₂₂H₃₈N₂O₈P*Na
• 分子量: 512.516
• InChiKey: ZONRSJHAMUDOCT-WUHLWKCASA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.33
• 重原子数：
  34
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  141
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  thymidine 3'-[(2-cyanoethyl)dodecyl]phosphate 在 氨 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以93%的产率得到thymidine 3’-dodecylphosphate sodium salt
  参考文献：
  名称：

  Thymidine-based amphiphiles and their bonding to DNA

  摘要：

  为开发用于基因传递的非阳离子载体，构建了一类新颖的胸苷基两亲分子。这些分子展现了良好的生物相容性。通过凝胶电泳、毛细管电泳、透射电子显微镜（TEM）和分子动力学模拟，证明了它们通过氢键和π–π堆积作用与聚腺苷酸的复合。还发现它们的生物相容性和与DNA的结合能力随烷基链长度的增加呈反向变化。

  DOI：

  10.1039/c3nj41062e

文献信息

• Functional synthetic molecules and macromolecules for gene delivery
  申请人：Grinstaff W. Mark

  公开号：US20060241071A1

  公开（公告）日：2006-10-26

  The present invention describes a synthetic non-viral vector composition for gene therapy and the use of such compositions for in vitro, ex vivo and/or in vivo transfer of genetic material. The invention proposes a pharmaceutical composition containing 1) a non-cationic amphiphilic molecule or macromolecule and its use for delivery of nucleic acids or 2) a cationic amphiphilic molecule or macromolecule that transforms from a cationic entity to an anionic, neutral, or zwitterionic entity by a chemical, photochemical, or biological reaction and its use for delivery of nucleic acids. Moreover this invention describes the use of these non-viral vector compositions in conjunction with a surface to mediate the delivery of nucleic acids. An additional embodiment is the formation of a hydrogel with these compositions and the use of this hydrogel for the delivery of genetic material. A further embodiment of this invention is the use of a change in ionic strength for the delivery of genetic material.

  本发明描述了一种用于基因治疗的合成非病毒载体组合，以及这种组合在体外、体内和/或体外转移遗传物质中的应用。该发明提出了一种包含1）非阳离子性两性分子或大分子的药物组合物及其用于传递核酸或2）由化学、光化学或生物反应从阳离子实体转变为阴离子、中性或带电离子实体的两性阳离子分子或大分子的药物组合物，以及其用于核酸传递。此外，本发明描述了这些非病毒载体组合物与表面结合以介导核酸传递的应用。另一实施例是使用这些组合物形成水凝胶，并利用该水凝胶传递遗传物质。本发明的另一实施例是利用离子强度变化传递遗传物质。
• Thymidine-based amphiphiles and their bonding to DNA
  作者：Delin Pan、Chen Tang、Xinmeng Fan、Yating Li、Xiantao Yang、Hongwei Jin、Zhu Guan、Zhenjun Yang、Lihe Zhang

  DOI：10.1039/c3nj41062e

  日期：——

  To develop non-cationic vectors for gene delivery, a novel class of thymidine-based amphiphiles have been constructed. These molecules showed good biocompatibility. Their complexation with polyadenylic acid through hydrogen bonding and π–π stacking interaction was demonstrated by gel electrophoresis, capillary electrophoresis, transmission electronic microscopy (TEM) and molecular dynamics simulation. It was also found that their biocompatibility and binding ability with DNA varied inversely with the length of the alkyl chains.

  为开发用于基因传递的非阳离子载体，构建了一类新颖的胸苷基两亲分子。这些分子展现了良好的生物相容性。通过凝胶电泳、毛细管电泳、透射电子显微镜（TEM）和分子动力学模拟，证明了它们通过氢键和π–π堆积作用与聚腺苷酸的复合。还发现它们的生物相容性和与DNA的结合能力随烷基链长度的增加呈反向变化。