2-((4-phenyldiazenyl)phenoxy)acetic acid | 1878-74-6

• 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: 2-((4-phenyldiazenyl)phenoxy)acetic acid
• 英文别名: 4-phenylazophenoxyacetic acid；4-(phenylazo)phenoxyacetique；(4-phenylazo-phenoxy)-acetic acid；(4-Phenylazo-phenoxy)-essigsaeure；4-Benzolazo-phenoxyessigsaeure；4-(Carboxy-methoxy)-azobenzol；2-(4-phenyldiazenylphenoxy)acetic acid
• CAS: 1878-74-6
• 化学式: C₁₄H₁₂N₂O₃
• 分子量: 256.261
• InChiKey: JGKOBEFQCFRUSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  71.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-((4-phenyldiazenyl)phenoxy)acetic acid 在 N-甲基吗啉 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 35.75h， 生成 N-(3,4-dihydroxyphenethyl)-2-(4-(phenyldiazenyl)phenoxy)acetamide
  参考文献：
  名称：

  Dynamically Self-Assembling Carriers Enable Guiding of Diamagnetic Particles by Weak Magnets

  摘要：

  We show that diamagnetic particles can be remotely manipulated by a magnet by the reversible adsorption of dual-responsive, light-switchable/superparamagnetic nanoparticles down to their surface. Adsorption occurs upon exposure to UV light, and can be reversed thermally or by ambient light. The dynamic self-assembly of thin films of the dual-responsive nanoparticles induces attractive interactions between diamagnetic particles. We demonstrate that catalytic amounts of the dual-responsive nanoparticles are sufficient to magnetically guide and deliver the diamagnetic particles to desired locations, where they can then be released by disassembling the dynamic layers of superparamagnetic nanoparticles with visible light.

  DOI：

  10.1021/ja309633v
• 作为产物：
  描述：

  4-N-苯基苯酰胺 在 18-冠醚-6 、 水 、 potassium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 14.75h， 生成 2-((4-phenyldiazenyl)phenoxy)acetic acid
  参考文献：
  名称：

  Dynamically Self-Assembling Carriers Enable Guiding of Diamagnetic Particles by Weak Magnets

  摘要：

  We show that diamagnetic particles can be remotely manipulated by a magnet by the reversible adsorption of dual-responsive, light-switchable/superparamagnetic nanoparticles down to their surface. Adsorption occurs upon exposure to UV light, and can be reversed thermally or by ambient light. The dynamic self-assembly of thin films of the dual-responsive nanoparticles induces attractive interactions between diamagnetic particles. We demonstrate that catalytic amounts of the dual-responsive nanoparticles are sufficient to magnetically guide and deliver the diamagnetic particles to desired locations, where they can then be released by disassembling the dynamic layers of superparamagnetic nanoparticles with visible light.

  DOI：

  10.1021/ja309633v

文献信息

• The effect of photoisomerization on the enzymatic hydrolysis of polymeric micelles bearing photo-responsive azobenzene groups at their cores
  作者：Assaf J. Harnoy、Gadi Slor、Einat Tirosh、Roey J. Amir

  DOI：10.1039/c6ob00396f

  日期：——

  enzymatically cleavable azobenzene end-groups. These dual-responsive hybrids can respond to light through the reversible isomerization of the azobenzene end-groups from the non-polar trans isomer to the highly polar cis isomer and vice versa, upon UV and visible irradiation, respectively. The high structural precision of these hybrids, which emerges from the dendritic architecture, enabled a detailed study

  可以响应特定刺激的稳定聚合物胶束的设计对于智能胶束纳米载体的开发至关重要，该载体可以选择性地在靶位点释放其活性物质，从而减少了对健康组织的非选择性损伤所致的治疗局限性。在这里，我们报告设计和合成的光和酶反应的两亲PEG-树枝状杂种，带有一个，两个或四个可酶裂解的偶氮苯端基。这些双响应杂化体可以通过偶氮苯端基从非极性反式异构体到高极性顺式异构体的可逆异构化对光做出反应，反之亦然分别在紫外线和可见光照射下。这些杂化物的高结构精度源自树突状结构，可以对具有高分子分辨率的偶氮苯端基进行光致异构化进行详细研究。值得注意的是，尽管从反式到顺式的转变导致胶束核心的极性显着增加，但胶束仍保持稳定。我们的动力学研究表明，尽管反式异构体是活化酶的较好底物，但紫外线会诱导顺式形成偶氮苯端基导致端基的酶促水解显着加速。这些结果提供了强有力的指示，表明酶不能到达胶束的核心，相反，端基必须离开疏水核才能暴露在胶束的表
• Tracking a photo-switchable surface-localised supramolecular interaction via refractive index
  作者：Richard M. Parker、Dominic J. Wales、James C. Gates、Peter G. R. Smith、Martin C. Grossel

  DOI：10.1039/c5tc03774c

  日期：——

  to follow the progress of a dynamic surface-localised supramolecular interaction. In this study the sensor is assessed through the investigation of a photo-switchable inclusion complex between an azobenzene-functionalised surface and cyclodextrin in aqueous solution. The ability to investigate supramolecular interactions directly in real-time upon a planar surface via refractive index offers a valuable

  随着超分子化学的发展，从溶液和固态相互作用的设计到表面应用，需要开发能够直接询问表面局部超分子相互作用的分析技术。我们提出了一种概念验证的集成光学布拉格光栅传感器，该传感器能够van逝地检测微流体系统中红外波长处折射率的微小变化。布拉格光栅的高光谱保真度与精确的热补偿相结合，可在整个实验过程中直接监控表面，从而使传感器能够原位探测变化并在表面准备和化学修饰过程中实时进行，然后跟踪动态的表面局部超分子相互作用的进展。在这项研究中，传感器是通过研究水溶液中偶氮苯官能化的表面与环糊精之间的可光切换包合配合物来评估的。通过折射率直接在平面上实时研究超分子相互作用的能力为理解复杂的动态超分子系统提供了一种有价值的新工具。
• Physically functional materials
  申请人：Riso National Laboratory

  公开号：US06376655B1

  公开（公告）日：2002-04-23

  The invention relates to novel monodisperse or polydisperse compounds, in general named DNO (diamino acid N&agr;-substituted oligopeptides), preferably low molecular weight polypeptides, e.g., based on ornithine, lysine, diaminobutyric acid, diaminopropionic acid, aminoethylglycine or other amino acids or peptides having azobenzenes or other physicially functional groups, e.g., photoresponsive groups, as side chains. These compounds may be synthesized using solid phase peptide synthesis techniques. Materials, e.g., thin films, comprising such compounds may be used for optical storage of information (holographic data storage), nonlinear optics (NLO), as photoconductors, photonic band-gap materials, electrically conducting materials, electroluminescent materials, piezo-electric materials, pyroelectric materials, magnetic materials, ferromagnetic materials, ferroelectric materials, photorefractive materials, or materials in which light-induced conformational changes can be produced. Optical anisotropy may reversibly be generated with polarized laser light whereby a hologram is formed. First order diffraction efficiencies of up to around 80% have been obtained.

  本发明涉及新型单分散或多分散化合物，通常称为DNO（N&agr;-取代二氨基酸寡肽），优选低分子量多肽，例如基于鸟氨酸、赖氨酸、二氨基丁酸、二氨基丙酸、氨基乙基甘氨酸或其他具有偶氮苯或其他物理功能基团（例如光响应基团）的氨基酸或肽。这些化合物可以使用固相肽合成技术合成。包括这些化合物的材料，例如薄膜，可用于光学信息存储（全息数据存储）、非线性光学（NLO）、作为光电导体、光子带隙材料、电导材料、电致发光材料、压电材料、热释电材料、磁性材料、铁磁材料、铁电材料、光折变材料或可以产生光诱导构象变化的材料。通过极化激光光束可逆地产生光学各向异性，从而形成全息图。一阶衍射效率可高达约80%。
• A novel single-side azobenzene-grafted Anderson-type polyoxometalate for recognition-induced chiral migration
  作者：Bin Zhang、Liang Yue、Yang Wang、Yang Yang、Lixin Wu

  DOI：10.1039/c4cc04442h

  日期：——

  A three-component supramolecular hybrid system based on host–guest recognition and electrostatic interaction has been developed for a consecutive chiral transfer from an alpha-cyclodextrin to cationic dyes via the bridge of a new azobenzene-grafted Anderson-type polyoxometalate cluster.

  基于主客体识别和静电相互作用的三组分超分子混合体系已经开发成功，通过新的偶氮苯接枝的安德森型聚氧金属簇桥，实现了从α-环糊精到阳离子染料的连续手性转移。
• Biosynthesis of Penicillins. VII.¹ Oxy- and Mercaptoacetic Acids
  作者：Quentin F. Soper、Calvert W. Whitehead、Otto K. Behrens、Joseph J. Corse、Reuben G. Jones

  DOI：10.1021/ja01189a003

  日期：1948.9