1-(Bromomethyl)-3-decoxy-5-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]benzene | 870094-62-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(Bromomethyl)-3-decoxy-5-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]benzene
• 英文别名: 1-(bromomethyl)-3-decoxy-5-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]benzene
• CAS: 870094-62-5
• 化学式: C₂₈H₄₉BrO₇
• 分子量: 577.597
• InChiKey: PTLRFGRZTDJXSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  36
• 可旋转键数：
  27
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(Bromomethyl)-3-decoxy-5-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]benzene 、 5-[4-(Hydroxymethyl)-2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]-6-prop-2-ynoxyphenyl]benzene-1,3-diol 在 18-冠醚-6 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以88%的产率得到[4-[3,5-Bis[[3-decoxy-5-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]phenyl]methoxy]phenyl]-3-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]-5-prop-2-ynoxyphenyl]methanol
  参考文献：
  名称：

  在基于树枝状聚合物的两亲性超分子组装体中获取亲脂性配体以进行蛋白质诱导的分解

  摘要：

  对蛋白质存在作出反应的超分子纳米组件引起了人们极大的兴趣，因为蛋白质浓度的畸变代表了在患病状态下发现的主要不平衡。我们在此介绍了对蛋白质、免疫球蛋白 G 的存在作出反应的面部两亲性树枝状聚合物的分子设计、合成和研究。 特别令人感兴趣的是，用于引起结合诱导分解的配体功能是亲脂性的。与亲脂性配体结合的证明极大地扩展了结合诱导分解的全部内容，因为这涵盖了相当大类为蛋白质设计的配​​体部分，这些配体部分提供了对结合诱导分解过程可用的机制途径的具体见解。这里，

  DOI：

  10.1002/chem.201102727
• 作为产物：
  描述：

  2-[2-[2-[2-(2-甲氧基乙氧基)乙氧基]乙氧基]乙氧基]乙醇,4-甲基苯磺酸 在 N-溴代丁二酰亚胺(NBS) 、 18-冠醚-6 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 生成 1-(Bromomethyl)-3-decoxy-5-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]benzene
  参考文献：
  名称：

  Temperature-Sensitive Dendritic Micelles

  摘要：

  Syntheses up to three generations have been achieved of biaryl-based amphiphilic dendrons with a charge-neutral pentaethylene glycol as the hydrophilic part and a decyl chain as the hydrophobic part. Studies on the temperature-dependent characteristics revealed that these dendrons exhibit a generation-dependent lower critical solution temperature (LCST). This behavior is attributed to the combination of the amphipathic nature of the hydrophilic pentaethylene glycol side chain and dendritic effect. Interestingly, this biaryl-based scaffold also maintains the ability to form a micelle-like assembly in polar solvents and an inverted micelle-like assembly in apolar solvents. Polarity of the dendritic interior was investigated using dye-based microenvironment studies. The aggregation behavior of these micelles was analyzed by fluorescence spectroscopy and dynamic light scattering. Critical micelle concentrations (CMC) of these assemblies were investigated using fluorescence excitation spectra of the sequestered guest molecule, pyrene.

  DOI：

  10.1021/ja054542y

文献信息

• Disassembly of Dendritic Micellar Containers Due to Protein Binding
  作者：Malar A. Azagarsamy、Volkan Yesilyurt、S. Thayumanavan

  DOI：10.1021/ja100746d

  日期：2010.4.7

  Disassembling a supramolecular assembly and releasing the contents of the assembly in response to a stimulus are important goals of supramolecular chemistry. When proteins are used as the stimulus, the biological relevance of the supramolecular event dramatically increases. Although there have been efforts in which such disassembly has been achieved using enzymatic action, such events based on ligand-receptor

  分解超分子组装体并响应刺激释放组装体的内容是超分子化学的重要目标。当蛋白质被用作刺激物时，超分子事件的生物学相关性显着增加。尽管已经努力使用酶促作用实现了这种分解，但这种基于配体-受体相互作用的事件非常有限。在这里，我们展示了蛋白质结合诱导的基于树枝状聚合物的两亲性纳米容器的分解。我们表明这种分解对目标蛋白质是有选择性的，并且分解事件会导致被隔离的客体分子的释放。我们认为分解是由蛋白质结合引起的亲水亲油平衡改变引起的。
• Protein-Triggered Supramolecular Disassembly: Insights Based on Variations in Ligand Location in Amphiphilic Dendrons
  作者：Diego Amado Torres、Matteo Garzoni、Ayyagari V. Subrahmanyam、Giovanni M. Pavan、S. Thayumanavan

  DOI：10.1021/ja500634u

  日期：2014.4.9

  presentation to investigate the influence of the location of a ligand on protein-induced disassembly and release of encapsulated small molecules. Based on both experiments and molecular dynamics simulations, we demonstrate that ligand location greatly influences release of guest molecules from the dendron-based supramolecular assembly. We show that a ligand moiety grafted to the dendron periphery is more accessible

  我们使用可以控制官能团呈现的单分散树突来研究配体位置对蛋白质诱导的分解和封装小分子释放的影响。基于实验和分子动力学模拟，我们证明配体位置极大地影响了基于树枝状分子的超分子组装体中客体分子的释放。我们表明，嫁接到树突外围的配体部分更容易接触到水溶液中的靶蛋白。另一方面，位于树突支架内焦点或中间层的配体部分不太容易接近，因为它被富含 PEG 链的环境包围，这阻碍了结合，甚至影响非特异性相互作用。我们还证明，一种配体和靶蛋白之间的特异性结合可以破坏树突组装的稳定性。此外，如果有更多配体可用，还可以与外亲和素发生多价相互作用，从而加速分解并触发疏水性客体的释放。
• Accessing Lipophilic Ligands in Dendrimer-Based Amphiphilic Supramolecular Assemblies for Protein-Induced Disassembly
  作者：Volkan Yesilyurt、Rajasekharreddy Ramireddy、Malar A. Azagarsamy、S. Thayumanavan

  DOI：10.1002/chem.201102727

  日期：2012.1.2

  for causing the binding‐induced disassembly, be lipophilic. Demonstration of binding with lipophilic ligands greatly expands the repertoire of binding‐induced disassembly, since this covers a rather large class of ligand moieties designed for proteins and these provide specific insights into the mechanistic pathways that are available for the binding‐induced disassembly process. Here, we describe the

  对蛋白质存在作出反应的超分子纳米组件引起了人们极大的兴趣，因为蛋白质浓度的畸变代表了在患病状态下发现的主要不平衡。我们在此介绍了对蛋白质、免疫球蛋白 G 的存在作出反应的面部两亲性树枝状聚合物的分子设计、合成和研究。 特别令人感兴趣的是，用于引起结合诱导分解的配体功能是亲脂性的。与亲脂性配体结合的证明极大地扩展了结合诱导分解的全部内容，因为这涵盖了相当大类为蛋白质设计的配​​体部分，这些配体部分提供了对结合诱导分解过程可用的机制途径的具体见解。这里，
• Temperature-Sensitive Dendritic Micelles
  作者：Sivakumar V. Aathimanikandan、Elamprakash N. Savariar、S. Thayumanavan

  DOI：10.1021/ja054542y

  日期：2005.10.1

  Syntheses up to three generations have been achieved of biaryl-based amphiphilic dendrons with a charge-neutral pentaethylene glycol as the hydrophilic part and a decyl chain as the hydrophobic part. Studies on the temperature-dependent characteristics revealed that these dendrons exhibit a generation-dependent lower critical solution temperature (LCST). This behavior is attributed to the combination of the amphipathic nature of the hydrophilic pentaethylene glycol side chain and dendritic effect. Interestingly, this biaryl-based scaffold also maintains the ability to form a micelle-like assembly in polar solvents and an inverted micelle-like assembly in apolar solvents. Polarity of the dendritic interior was investigated using dye-based microenvironment studies. The aggregation behavior of these micelles was analyzed by fluorescence spectroscopy and dynamic light scattering. Critical micelle concentrations (CMC) of these assemblies were investigated using fluorescence excitation spectra of the sequestered guest molecule, pyrene.