5-[2-Decoxy-4-(hydroxymethyl)-6-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]phenyl]benzene-1,3-diol | 870094-60-3

• 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: 5-[2-Decoxy-4-(hydroxymethyl)-6-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]phenyl]benzene-1,3-diol
• 英文别名: 5-[2-decoxy-4-(hydroxymethyl)-6-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]phenyl]benzene-1,3-diol
• CAS: 870094-60-3
• 化学式: C₃₄H₅₄O₁₀
• 分子量: 622.797
• InChiKey: GQHQZHYPPDEETR-UHFFFAOYSA-N

物化性质

• 沸点：
  715.8±60.0 °C(Predicted)
• 密度：
  1.114±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  44
• 可旋转键数：
  28
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  5-[2-Decoxy-4-(hydroxymethyl)-6-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]phenyl]benzene-1,3-diol 、 碘甲烷 在 18-冠醚-6 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 以94%的产率得到{6-Decyloxy-3',5'-dimethoxy-2-[2-(2-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-biphenyl-4-yl}-methanol
  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
• 作为产物：
  描述：

  1-碘癸烷 在 sodium tetrahydroborate 、 potassium phosphate 、 lithium aluminium tetrahydride 、 四(三苯基膦)钯 、 Dowex resin 、 18-冠醚-6 、 四丁基氟化铵 、 水 、 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 乙二醇二甲醚 、 丙酮 为溶剂， 反应 84.25h， 生成 5-[2-Decoxy-4-(hydroxymethyl)-6-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]phenyl]benzene-1,3-diol
  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

• 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。