(1s,3R,5S,7r)-1-octadecyl-1,3,5-triaza-7-phosphaadamantan-1-ium iodide | 1380240-90-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪烷类
• 英文名称: (1s,3R,5S,7r)-1-octadecyl-1,3,5-triaza-7-phosphaadamantan-1-ium iodide
• CAS: 1380240-90-3
• 化学式: C₂₄H₄₉N₃P*I
• 分子量: 537.551
• InChiKey: KTLBDUMWVRCOFZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  29.0
• 可旋转键数：
  17.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  6.48
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-碘十八烷 、 1,3,5-三氮杂-7-磷杂金刚烷 以 丙酮 为溶剂， 反应 20.0h， 以83%的产率得到(1s,3R,5S,7r)-1-octadecyl-1,3,5-triaza-7-phosphaadamantan-1-ium iodide
  参考文献：
  名称：

  Long-chain cationic derivatives of PTA (1,3,5-triaza-7-phosphaadamantane) as new components of potential non-viral vectors

  摘要：

  The purpose of this study was to investigate the potential of new positively charged solid lipid nanoparticles (SLN) to convey nucleic acids. The cationic character of SLN was obtained by adding as cationic molecules two different long-chain cationic phosphines (CP), namely hexadecyl-PTA iodide (CP16) and octadecyl-PTA iodide (CP18). The obtained CP-SLN are characterized by a positive charge on the surface and reproducible dimensions around 220 nm. These nanosystems are able to efficiently bind nucleic acid molecules and to protect DNA from the activity of serum nucleases up to 120 min. Lastly, in vitro experiments demonstrated that CP-SLN exhibit a quite pronounced antiproliferative effect on cultured human K562 erythroleukemic cells and a limited effect as transfecting adjuvant. These data, and particularly the ability of CP-SLN to protect DNA from degradation, encourages further studies aimed at proposing these nanosystems as a potential approach to deliver nucleic acid to cells in living organisms.

  DOI：

  10.1016/j.ijpharm.2012.04.014