N-(18-hydroxy-7,10,13,16-tetraoxaoctadecyl)phthalimide | 171731-18-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-(18-hydroxy-7,10,13,16-tetraoxaoctadecyl)phthalimide
• CAS: 171731-18-3
• 化学式: C₂₂H₃₃NO₇
• 分子量: 423.507
• InChiKey: IKCZLLUZBMOCHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  30.0
• 可旋转键数：
  18.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  94.53
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N-(18-hydroxy-7,10,13,16-tetraoxaoctadecyl)phthalimide 在 吡啶 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 30.0h， 生成 6-(2-{2-[2-(2-Trityloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-hexylamine
  参考文献：
  名称：

  Formation of a DNA Complex with Lipoglutamide Having Tetraethyleneglycol Tails and Its Interaction with a Tumor Cell

  摘要：

  我们合成了一种具有四乙二醇尾部的阳离子脂谷酰胺。阳离子脂谷酰胺在水中形成 DNA 复合物，并被 Hela 细胞有效吸收。

  DOI：

  10.1246/cl.1995.755
• 作为产物：
  描述：

  1,6-二溴己烷 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 63.0h， 生成 N-(18-hydroxy-7,10,13,16-tetraoxaoctadecyl)phthalimide
  参考文献：
  名称：

  Formation of a DNA Complex with Lipoglutamide Having Tetraethyleneglycol Tails and Its Interaction with a Tumor Cell

  摘要：

  我们合成了一种具有四乙二醇尾部的阳离子脂谷酰胺。阳离子脂谷酰胺在水中形成 DNA 复合物，并被 Hela 细胞有效吸收。

  DOI：

  10.1246/cl.1995.755

文献信息

• Preparation of a DNA Complex with Lipoglutamide Having Tetraethylene Glycol Tails, and Its Application to DNA Delivery into Tumor Cells
  作者：Toshinori Sato、Hiroyuki Akino、Yoshio Okahata

  DOI：10.1246/bcsj.69.2335

  日期：1996.8

  We newly prepared a polyion complex of DNA with lipoglutamide, N,N′-bis(18-hydroxy-7,10,13,16-tetraoxaoctadecyl)-L-glutamide hydrochloride (abbreviated to 2EO4C6N+). Formation and characterization of the DNA/2EO4C6N+ complex were investigated by elemental analysis, melting temperature, and light-scattering measurements. Compaction of DNA by binding with the cationic 2EO4C6N+ was seen by multi-angle light scattering. Aggregation of the DNA/2EO4C6N+ complex was significantly depressed compared with the DNA complex without tetraethylene glycol. The DNA/2EO4C6N+ complex had low cytotoxicity and efficient internalization into tumor cells compared with native DNA.

  我们最新制备了一种 DNA 与脂谷酰胺的多离子复合物，即 N,N′-双（18-羟基-7,10,13,16-四氧杂十八烷基）-L-谷酰胺盐酸盐（简称 2EO4C6N+）。通过元素分析、熔化温度和光散射测量，研究了 DNA/2EO4C6N+ 复合物的形成和特性。通过多角度光散射观察到 DNA 与阳离子 2EO4C6N+ 结合后的压实。与不含四甘醇的 DNA 复合物相比，DNA/2EO4C6N+ 复合物的聚集明显减少。与原生 DNA 相比，DNA/2EO4C6N+ 复合物具有较低的细胞毒性和高效的肿瘤细胞内化能力。
• Light‐Triggered Disassembly of Molecular Motor‐based Supramolecular Polymers Revealed by High‐Speed AFM
  作者：Chris van Ewijk、Fan Xu、Sourav Maity、Jinyu Sheng、Marc C. A. Stuart、Ben L. Feringa、Wouter H. Roos

  DOI：10.1002/anie.202319387

  日期：2024.4.2

  Photoresponsive supramolecular polymers have a major potential for applications in responsive materials that are externally triggered by light with spatio‐temporal control of their polymerisation state. While changes in macroscopic properties revealed the adaptive nature of these materials, it remains challenging to capture the dynamic depolymerisation process at the molecular level, which requires fast observation techniques combined with in situ irradiation. By implementing in situ UV illumination into a High‐Speed Atomic Force Microscope (HS‐AFM) setup, we have been able to capture the disassembly of a light‐driven molecular motor‐based supramolecular polymer. The real‐time visualisation of the light‐triggered disassembly process not only reveals cooperative depolymerisation, it also shows that this process continues after illumination is halted. Combining the data with cryo‐electron microscopy and spectroscopy approaches, we obtain a molecular‐level description of the motor‐based polymer dynamics reminiscent of actin chain‐end depolymerisation. Our detailed understanding of supramolecular depolymerisation will drive the development of future responsive polymer systems.