[10-(4-phenylazophenoxy)decyl]triethylammonium bromide | 1173108-09-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: [10-(4-phenylazophenoxy)decyl]triethylammonium bromide
• CAS: 1173108-09-2
• 化学式: Br*C₂₈H₄₄N₃O
• 分子量: 518.581
• InChiKey: YBVNHXVANHSWOB-BXGDTPBJSA-M

反应信息

• 作为反应物：
  描述：

  [10-(4-phenylazophenoxy)decyl]triethylammonium bromide 反应 0.08h， 生成 [10-(4-phenylazophenoxy)decyl]triethylammonium bromide
  参考文献：
  名称：

  光控自组装和嵌段离聚物复杂囊泡的拆卸：一种超分子聚合物纳米容器的简便方法。

  摘要：

  通过含偶氮苯的表面活性剂（AzoC10）和双亲水嵌段离聚物聚（乙二醇）-b-聚（丙烯酸）（PEG 43 -PAA 153）之间的静电缔合设计光可控超分子聚合物纳米容器的新概念），进行了说明。这种嵌段离聚物络合物可以在水溶液中自组装并形成囊状聚集体，其由聚（乙二醇）电晕和与含偶氮苯的表面活性剂缔合的聚（丙烯酸）壳组成。嵌段离聚物复合物中偶氮苯部分的光异构化可以可逆地调节表面活性剂的两亲性，从而引起囊泡的分解。这样的嵌段离聚物复合物囊泡被进一步评价为能够根据需要通过光照射控制来包封和释放客体溶质的纳米容器。例如，封装荧光素钠的囊泡通过荧光显微镜观察显示清晰的球形图像。但是，这种荧光标记的图像在由紫外光触发的溶质中释放出溶质后消失。

  DOI：

  10.1021/la9023844
• 作为产物：
  描述：

  [10-(4-phenylazophenoxy)decyl]triethylammonium bromide 反应 0.25h， 生成 [10-(4-phenylazophenoxy)decyl]triethylammonium bromide
  参考文献：
  名称：

  光控自组装和嵌段离聚物复杂囊泡的拆卸：一种超分子聚合物纳米容器的简便方法。

  摘要：

  通过含偶氮苯的表面活性剂（AzoC10）和双亲水嵌段离聚物聚（乙二醇）-b-聚（丙烯酸）（PEG 43 -PAA 153）之间的静电缔合设计光可控超分子聚合物纳米容器的新概念），进行了说明。这种嵌段离聚物络合物可以在水溶液中自组装并形成囊状聚集体，其由聚（乙二醇）电晕和与含偶氮苯的表面活性剂缔合的聚（丙烯酸）壳组成。嵌段离聚物复合物中偶氮苯部分的光异构化可以可逆地调节表面活性剂的两亲性，从而引起囊泡的分解。这样的嵌段离聚物复合物囊泡被进一步评价为能够根据需要通过光照射控制来包封和释放客体溶质的纳米容器。例如，封装荧光素钠的囊泡通过荧光显微镜观察显示清晰的球形图像。但是，这种荧光标记的图像在由紫外光触发的溶质中释放出溶质后消失。

  DOI：

  10.1021/la9023844

文献信息

• Nonphospholipid Fluid Liposomes with Switchable Photocontrolled Release
  作者：Zhong-Kai Cui、Thida Phoeung、Pierre-Antoine Rousseau、Gaulthier Rydzek、Qian Zhang、C. Geraldine Bazuin、Michel Lafleur

  DOI：10.1021/la502131h

  日期：2014.9.16

  We created novel nonphospholipid photosensitive liposomes from a mixture of a monoacylated azobenzene amphiphile (AzoC10N(+)) and cholesterol sulfate (Schol). This system belongs to the family of sterol-enriched nonphospholipid liposomes that were shown to form stable large unilamellar vesicles (LUVs) with enhanced impermeability. Fluid bilayers were successfully prepared from AzoC10N(+)/Schol (25/75 molar ratio) mixtures, and LUVs could be derived at room temperature using standard extrusion methods. The isomerization process of the bilayer-inserted AzoC10N(+) was characterized. Leakage from these liposomes could be induced by the photoconversion of AzoC10N(+) from its trans form to its cis form. This photocontrolled release from fluid liposomes contrasts with the case of phospholipid-based azo-containing liposomes, which are generally required to be in the gel phase to be photosensitive. It is proposed that the very high degree of conformational order of the monoalkylated amphiphile and the tight packing of the hydrophobic core of the AzoC10N(+)/Schol liposomes make them responsive to the presence of the bulky cis azo isomer. Interestingly, the liposome impermeability could be fully restored by the photoisomerization of the cis form back to the trans form, providing a sharp on-and-off control of payload release. In addition, these nonphospholipid liposomes display a very limited passive release. Therefore, it is shown that AzoC10N(+)/Schol LUVs can be used as nanocontainers, whose content can be released by light in a controlled and switchable manner.