1-(Bromomethyl)-3-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]-5-prop-2-ynoxybenzene | 1190085-99-4

• 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-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]-5-prop-2-ynoxybenzene
• 英文别名: 1-(bromomethyl)-3-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]-5-prop-2-ynoxybenzene
• CAS: 1190085-99-4
• 化学式: C₂₁H₃₁BrO₇
• 分子量: 475.377
• InChiKey: VIFQJQXHPUEQQW-UHFFFAOYSA-N

物化性质

• 沸点：
  532.7±50.0 °C(Predicted)
• 密度：
  1.249±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  29
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 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-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]-5-prop-2-ynoxybenzene 、 在 18-冠醚-6 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以38%的产率得到[4-[3,5-Bis[[3-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]-5-prop-2-ynoxyphenyl]methoxy]phenyl]-3-[2-[2-[2-[2-[2-[2-(2,4-dinitrophenoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-5-prop-2-ynoxyphenyl]methanol
  参考文献：
  名称：

  Protein AND Enzyme Gated Supramolecular Disassembly

  摘要：

  An amphiphilic nanoassembly was designed to respond to the concurrent presence of a protein and an enzyme. We present herein a system, where in the presence of these two stimuli supramolecular disassembly and molecular release occur. This molecular release arises in the form a fluorescence response that has been shown to be specific. We also show that this system can be modified to respond only if light stimulus is also present in addition to the protein and the enzyme. Demonstration of such supramolecular disassembly principles could have broad implications in a variety of biological applications.

  DOI：

  10.1021/ja4108676
• 作为产物：
  描述：

  3,5-二羟基苯甲醇 在 18-冠醚-6 、 三溴化磷 、 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 36.0h， 生成 1-(Bromomethyl)-3-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]-5-prop-2-ynoxybenzene
  参考文献：
  名称：

  Protein AND Enzyme Gated Supramolecular Disassembly

  摘要：

  An amphiphilic nanoassembly was designed to respond to the concurrent presence of a protein and an enzyme. We present herein a system, where in the presence of these two stimuli supramolecular disassembly and molecular release occur. This molecular release arises in the form a fluorescence response that has been shown to be specific. We also show that this system can be modified to respond only if light stimulus is also present in addition to the protein and the enzyme. Demonstration of such supramolecular disassembly principles could have broad implications in a variety of biological applications.

  DOI：

  10.1021/ja4108676

文献信息

• Enzyme-Triggered Disassembly of Dendrimer-Based Amphiphilic Nanocontainers
  作者：Malar A. Azagarsamy、Punidha Sokkalingam、S. Thayumanavan

  DOI：10.1021/ja906162u

  日期：2009.10.14

  We demonstrate a new enzyme-induced disassembly of amphiphilic nanocontainers based on dendrimers. Disassembly and the ensuing release of noncovalently bound guest molecules are of great interest because of their implications in areas such as drug delivery and sensing. Achieving these with a protein as the stimulus is of even greater importance, because proteins are the primary indicators of biological

  我们展示了一种新的酶诱导的基于树枝状聚合物的两亲性纳米容器的分解。非共价结合的客体分子的分解和随后的释放引起了极大的兴趣，因为它们在药物递送和传感等领域具有重要意义。以蛋白质作为刺激物来实现这些目标更为重要，因为蛋白质是生物失衡的主要指标。我们通过扰乱两亲树枝状聚合物构建块中的亲水亲油平衡实现了纳米容器的分解。
• Role of Aromatic Interactions in Temperature-Sensitive Amphiphilic Supramolecular Assemblies
  作者：Oyuntuya Munkhbat、Matteo Garzoni、Krishna R. Raghupathi、Giovanni M. Pavan、S. Thayumanavan

  DOI：10.1021/acs.langmuir.5b04540

  日期：2016.3.29

  interactions were found to greatly influence the temperature-dependent dynamic behavior within supramolecular assemblies. Using an amphiphilic dendron, we systematically changed the hydrophobic groups introducing increasing levels of aromaticity while keeping the hydrophilic part constant. We show that the supramolecular assemblies become less sensitive to temperature changes when aromatic interactions in

  发现芳香相互作用极大地影响了超分子组装体内温度相关的动力学行为。使用两亲树突，我们系统地改变了疏水基团，从而在保持亲水部分恒定的同时引入了增加的芳香性。我们显示，当聚集体中的芳香族相互作用增加时，超分子组装对温度变化的敏感性降低。相反，在疏水性部分中不存在芳香性会产生对温度敏感的聚集体。这些结果表明，微妙的分子级相互作用可用于控制纳米级的温度敏感性行为。这些发现开辟了新的设计策略，以合理地调整多个时空尺度上的刺激响应超分子组装的行为。
• Photoregulated Release of Noncovalent Guests from Dendritic Amphiphilic Nanocontainers
  作者：Volkan Yesilyurt、Rajasekharreddy Ramireddy、S. Thayumanavan

  DOI：10.1002/anie.201006193

  日期：2011.3.21

  Supramolecular disassembly: Phototriggered release of noncovalently sequestered lipophilic guest molecules from dendritic supramolecular assemblies has been demonstrated. Facially amphiphilic dendrimers have been shown to provide a unique opportunity to fine‐tune the release kinetics of the guest molecules in response to light (see picture).

  超分子分解：已经证明非共价螯合的亲脂客体分子从树枝状超分子组装体中释放出来。表面两亲树枝状大分子已被证明为微调客体分子响应光的释放动力学提供了独特的机会（见图）。
• Guest-Release Control in Enzyme-Sensitive, Amphiphilic-Dendrimer-Based Nanoparticles through Photochemical Crosslinking
  作者：Krishna R. Raghupathi、Malar A. Azagarsamy、S. Thayumanavan

  DOI：10.1002/chem.201101066

  日期：2011.10.10

  on micellar aggregates and the consequential guest release. The release of the guest molecule is conveniently tuned by stabilizing the micellar aggregates through photochemical crosslinking of hydrophobic coumarin units. This photo‐crosslinking is also utilized as a tool to investigate the mode of enzyme–substrate interaction in the context of aggregate–monomer equilibrium.

  刺激敏感的、表面两亲性树枝状聚合物已经被合成，并且它们的酶响应性质已经通过共价结合和非共价结合的报告单元的双重荧光响应来确定。这些双重反应与确定酶作用对胶束聚集体的影响以及随之而来的客体释放相关。通过疏水性香豆素单元的光化学交联来稳定胶束聚集体，可以方便地调节客体分子的释放。这种光交联也被用作研究聚集体-单体平衡背景下酶-底物相互作用模式的工具。