4-nitrophenyl 3,5-bis(propargyloxy)benzoate | 1579293-79-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-nitrophenyl 3,5-bis(propargyloxy)benzoate
• 英文别名: 4-nitrophenyl 3,5-bis(prop-2-yn-1-yloxy) benzoate；(4-Nitrophenyl) 3,5-bis(prop-2-ynoxy)benzoate
• CAS: 1579293-79-0
• 化学式: C₁₉H₁₃NO₆
• 分子量: 351.315
• InChiKey: IRPYTRCTPAXZIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  90.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-propynyl 3,5-bis(2-propynyloxy)benzoate 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 1.0h， 生成 4-nitrophenyl 3,5-bis(propargyloxy)benzoate
  参考文献：
  名称：

  混合硫醇-烯/炔反应中的端基作为多酶响应聚合两亲物的简单方法

  摘要：

  利用硫醇-烯和硫醇-炔化学的高保真度，我们使用硫醇的混合物制备了可降解的 PEG-树枝状两亲物，其功能化了两种不同类型的酶促可裂解端基。通过调整两种硫醇的进料比，我们实现了具有统计上不同端基比例的杂化物的混合物。统计混合杂交体的分解研究表明，当与每种活化酶一起孵育时，这些两亲物具有更高程度的响应，而对于两种不同两亲物的对照混合物观察到更高程度的选择性，这需要两种类型的存在酶进行完全分解。

  DOI：

  10.1055/s-0037-1611340

文献信息

• Tuning the molecular weight of polymeric amphiphiles as a tool to access micelles with a wide range of enzymatic degradation rates
  作者：Gadi Slor、Nitsan Papo、Uri Hananel、Roey J. Amir

  DOI：10.1039/c8cc02415d

  日期：——

  Enyzme-responsive polymeric assemblies hold great potential for biomedical applications due to the over-expression of disease-associated enzymes, which can be utilized to activate such systems only in afflicted tissues. Herein we demonstrate that the overall molecular weight of polymeric amphiphiles, which have the same hydrophilic/hydrophobic ratio, can be tuned to create polymeric micelles with an extreme

  Enyzme反应性聚合物组件由于疾病相关酶的过表达而在生物医学应用中具有巨大潜力，而疾病相关酶的过表达仅可在患病组织中用于激活此类系统。在本文中，我们证明了具有相同亲水/疏水比的聚合物两亲物的总分子量可以被调节以产生具有极高降解速率范围的聚合物胶束。这种方法扩展了可调整的分子参数集，以调节聚合物组件的降解速率，为合理设计降解速率可控的聚合物系统提供了新的可能性。
• 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
• [EN] AGROCHEMICAL DELIVERY SYSTEM BASED ON ENZYME- OR pH- RESPONSIVE AMPHIPHILIC PEG-DENDRON HYBRIDS<br/>[FR] SYSTÈME D'ADMINISTRATION AGROCHIMIQUE BASÉ SUR DES HYBRIDES PEG-DENDRON AMPHIPHILES RÉAGISSANT AUX ENZYMES OU AU PH
  申请人：UNIV RAMOT

  公开号：WO2016038596A1

  公开（公告）日：2016-03-17

  The present invention relates to an amphiphilic hybrid delivery system in micellar form for delivery of agrochemicals, based on a hydrophilic polyethylene glycol (PEG) polymer conjugated to a hydrophobic dendron, the dendron comprising at least one pH-dependent or enzymatically cleavable hydrophobic end group that is covalently attached to the dendron, wherein the micelle disassembles upon enzymatic or pH-dependent cleavage of the hydrophobic end group. The hydrophobic end group that is conjugated to the dendron may comprise an agrochemical, and/or the micelle may (non-covalently) encapsulate an agrochemical. The present invention further provides methods of use thereof and to a kit comprising same.

  本发明涉及一种用于传递农药的两性混合递送系统，基于一种亲水性聚乙二醇（PEG）聚合物与一种疏水性树状结构（dendron）共轭的微胶束形式，其中该树状结构包含至少一个依赖于pH或酶可切割的疏水性末端基团，该末端基团与树状结构共价结合，微胶束在酶切或依赖于pH的条件下解离。与树状结构共轭的疏水性末端基团可能包含一种农药，和/或微胶束可能（非共价地）封装一种农药。本发明还提供了使用方法以及包含相同的试剂盒。
• Enzyme-Responsive Amphiphilic PEG-Dendron Hybrids and Their Assembly into Smart Micellar Nanocarriers
  作者：Assaf J. Harnoy、Ido Rosenbaum、Einat Tirosh、Yuval Ebenstein、Rona Shaharabani、Roy Beck、Roey J. Amir

  DOI：10.1021/ja413036q

  日期：2014.5.28

  Enzyme-responsive micelles have great potential as drug delivery platforms due to the high selectivity of the activating enzymes. Here we report a highly modular design for the efficient and simple synthesis of amphiphilic block copolymers based on a linear hydrophilic polyethyleneglycol (PEG) and an enzyme-responsive hydrophobic dendron. These amphiphilic hybrids self-assemble in water into micellar nano-containers that can disassemble and release encapsulated molecular cargo upon enzymatic activation. The utilization of monodisperse dendrons as the stimuli-responsive block enabled a detailed kinetic study of the molecular mechanism of the enzymatically triggered disassembly. The modularity of these PEG-dendron hybrids allows control over the disassembly rate of the formed micelles by simply tuning the PEG length. Such smart amphiphilic hybrids could potentially be applied for the fabrication of nanocarriers with adjustable release rates for delivery applications.
• AGROCHEMICAL DELIVERY SYSTEM BASED ON ENZYME- OR pH- RESPONSIVE AMPHIPHILIC PEG-DENDRON HYBRIDS
  申请人：Ramot at Tel-Aviv University Ltd.

  公开号：EP3190880A1

  公开（公告）日：2017-07-19