pentafluorophenyl 4-maleimidobenzoate | 138194-58-8

• 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: pentafluorophenyl 4-maleimidobenzoate
• 英文别名: (2,3,4,5,6-pentafluorophenyl) 4-(2,5-dioxopyrrol-1-yl)benzoate；Pentafluorophenyl 4-maleimidobenzoate
• CAS: 138194-58-8
• 化学式: C₁₇H₆F₅NO₄
• 分子量: 383.231
• InChiKey: COOZVLTWUJJFHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  马来酸酐 、 五氟苯酚 、 对氨基苯甲酸 在 N,N'-二环己基碳二亚胺 作用下， 生成 pentafluorophenyl 4-maleimidobenzoate
  参考文献：
  名称：

  Facile Synthesis of Reagents Containing a Terminal Maleimido Ligand Linked to an Active Ester

  摘要：

  本研究描述了马来酸酐与Ï-氨基酸缩合生成马来氨基酸，然后与 N-羟基琥珀酰亚胺、3,4-二氢-3-羟基-4-氧代-1,2,3-苯并三嗪或五氟苯酚进行酯化反应，从而以一锅法生成相应的酯。这些试剂无需层析即可分离纯化，产率为 7-55%。

  DOI：

  10.1055/s-1991-26579

文献信息

• [EN] FORCE-RESPONSIVE POLYMERSOMES AND NANOREACTORS; PROCESSES UTILIZING THE SAME<br/>[FR] POLYMERSOMES ET NANORÉACTEURS SENSIBLES À LA FORCE; PROCÉDÉS LES UTILISANT
  申请人：ADOLPHE MERKLE INSTITUTE UNIV OF FRIBOURG

  公开号：WO2019034597A1

  公开（公告）日：2019-02-21

  The mechanically induced melting properties of DNA were employed to achieve force labile membranes is described. Nucleobase pairs were used as mechanophores. Adenine and thymine functionalized complementary amphiphilic block copolymers were self-assembled into polymersomes. The nucleobases formed hydrogen bonds which were disrupted upon force stimulation. The exposure of the disconnected nucleobases to the hydrophobic matrix of the membranes lead to a change of permeability which permitted the exchange of water-soluble molecules throughout the polymer matrix. Moreover, the encapsulation of horseradish peroxidase enabled the reaction of luminol with hydrogen peroxide to yield a luminescence producing species similar to the marine bioluminescence. Moreover, the same nano-reactors were employed to catalyze the formation of a polyacrylamide gel when force was applied. Insights into the change of permeability of supramolecular networks upon force are provided. These systems are useful for drug delivery, as nanoreactors and for the selective release of curing agents for 3D printing, or fragrances.

  DNA的机械诱导熔化特性被用来实现易受力破裂的膜。核碱基对被用作机械感受器。腺嘌呤和胸腺嘧啶功能化的互补两性分块共聚物自组装成聚合体囊。核碱基形成氢键，在受力刺激下被破坏。断开的核碱基暴露在膜的疏水基质中，导致渗透性的改变，从而允许水溶性分子在聚合物基质中交换。此外，封装辣根过氧化物酶使得辣根酰胺与过氧化氢反应产生类似海洋生物发光的发光物种。此外，当施加力时，相同的纳米反应器被用来催化聚丙烯酰胺凝胶的形成。提供了关于受力下超分子网络渗透性变化的见解。这些系统可用于药物传递、纳米反应器以及用于3D打印的固化剂或香料的选择性释放。
• Facile Synthesis of Reagents Containing a Terminal Maleimido Ligand Linked to an Active Ester
  作者：Ole Nielsen、Ole Buchardt

  DOI：10.1055/s-1991-26579

  日期：——

  Condensation of ω-amino acids with maleic anhydride to yield maleamino acids and subsequent esterification with N-hydroxysuccinimide, 3,4-dihydro-3-hydroxy-4-oxo-1,2,3-benzotriazine, or pentafluorophenol to give the corresponding esters in a one pot procedure are described. The reagents can be isolated and purified without chromatography in 7-55% yields.

  本研究描述了马来酸酐与Ï-氨基酸缩合生成马来氨基酸，然后与 N-羟基琥珀酰亚胺、3,4-二氢-3-羟基-4-氧代-1,2,3-苯并三嗪或五氟苯酚进行酯化反应，从而以一锅法生成相应的酯。这些试剂无需层析即可分离纯化，产率为 7-55%。