2-(2-pyridinyldithio)ethyl 2-bromo-2-methylpropionate | 960120-99-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(2-pyridinyldithio)ethyl 2-bromo-2-methylpropionate
• 英文别名: 2-(Pyridin-2-yldisulfanyl)ethyl 2-bromo-2-methylpropanoate
• CAS: 960120-99-4
• 化学式: C₁₁H₁₄BrNO₂S₂
• 分子量: 336.274
• InChiKey: JXOSSNLLJZGMTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  89.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-pyridinyldithio)ethyl 2-bromo-2-methylpropionate 、 在 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 25.0h， 以90%的产率得到
  参考文献：
  名称：

  Reduction-Responsive Cholesterol-Based Block Copolymer Vesicles for Drug Delivery

  摘要：

  We developed a new robust reduction-responsive polymersome based on the amphiphilic block copolymer PEG-SS-PAChol. The stability and robustness were achieved by the smectic physical cross-linking of cholesterol-containing liquid crystal polymer PAChol in the hydrophobic layer. The reduction-sensitivity was introduced by the disulfide bridge (-S-S-) that links the hydrophilic PEG block and the hydrophobic PAChol block. We used a versatile synthetic strategy based on atom transfer radical polymerization (ATRP) to synthesize the reduction-responsive amphiphilic block copolymers. The reductive cleavage of the disulfide bridge in the block copolymers was first evidenced in organic solution. The partial destruction of PEG-SS-PAChol polymersomes in the presence of a reducing agent was then demonstrated by cryo-electron microscopy. Finally, the calcein release from PEG-SS-PAChol polymersomes triggered by glutathione (GSH) was observed both in PBS suspension and in vitro inside the macrophage cells. High GSH concentrations (≥35 mM in PBS or artificially enhanced in macrophage cells by GSH-OEt pretreatment) and long incubation time (in the order of hours) were, however, necessary to get significant calcein release. These polymersomes could be used as drug carriers with very long circulation profiles and slow release kinetics.

  DOI：

  10.1021/bm5003569
• 作为产物：
  描述：

  2-溴-2-甲基丙酸 、 2-(2-吡啶基二硫代)乙醇 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到2-(2-pyridinyldithio)ethyl 2-bromo-2-methylpropionate
  参考文献：
  名称：

  Reduction-Responsive Cholesterol-Based Block Copolymer Vesicles for Drug Delivery

  摘要：

  We developed a new robust reduction-responsive polymersome based on the amphiphilic block copolymer PEG-SS-PAChol. The stability and robustness were achieved by the smectic physical cross-linking of cholesterol-containing liquid crystal polymer PAChol in the hydrophobic layer. The reduction-sensitivity was introduced by the disulfide bridge (-S-S-) that links the hydrophilic PEG block and the hydrophobic PAChol block. We used a versatile synthetic strategy based on atom transfer radical polymerization (ATRP) to synthesize the reduction-responsive amphiphilic block copolymers. The reductive cleavage of the disulfide bridge in the block copolymers was first evidenced in organic solution. The partial destruction of PEG-SS-PAChol polymersomes in the presence of a reducing agent was then demonstrated by cryo-electron microscopy. Finally, the calcein release from PEG-SS-PAChol polymersomes triggered by glutathione (GSH) was observed both in PBS suspension and in vitro inside the macrophage cells. High GSH concentrations (≥35 mM in PBS or artificially enhanced in macrophage cells by GSH-OEt pretreatment) and long incubation time (in the order of hours) were, however, necessary to get significant calcein release. These polymersomes could be used as drug carriers with very long circulation profiles and slow release kinetics.

  DOI：

  10.1021/bm5003569

文献信息

• bFGF-POLYMER CONJUGATES, METHODS FOR MAKING THE SAME AND APPLICATIONS THEREOF
  申请人：The Regents of the University of California

  公开号：US20140335045A1

  公开（公告）日：2014-11-13

  A heparin mimicking polymer, its conjugate with bFGF, and method of making and using the same are disclosed. In particular, described herein are conjugates of biologic agents (e.g., bFGF) and heparin mimicking polymers having superior stability while retaining full native activity after a variety of stressors.

  本文揭示了一种类似肝素的聚合物、其与bFGF结合物以及制备和使用该聚合物的方法。具体而言，本文描述了生物制剂（例如bFGF）和类似肝素的聚合物的结合物，具有优越的稳定性，在各种应力情况下仍保持完整的天然活性。
• bFGF-polymer conjugates, methods for making the same and applications thereof
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US10039807B2

  公开（公告）日：2018-08-07

  A heparin mimicking polymer, its conjugate with bFGF, and method of making and using the same are disclosed. In particular, described herein are conjugates of biologic agents (e.g., bFGF) and heparin mimicking polymers having superior stability while retaining full native activity after a variety of stressors.

  本发明公开了一种肝素模拟聚合物、其与 bFGF 的共轭物以及制造和使用该共轭物的方法。特别是，本文描述了生物制剂（如 bFGF）与肝素模拟聚合物的共轭物，这些共轭物具有优异的稳定性，同时在各种应力作用下仍能保持完全的原生活性。
• Cleavable Block Copolymers, Functionalized Nanoporous Thin Films and Related Methods of Preparation
  申请人：Thayumanavan Sankaran

  公开号：US20090105427A1

  公开（公告）日：2009-04-23

  Cleavable, disulfide-coupled block copolymers as can be used in the preparation of nanoporous thin films, micellar configurations and related structures.
• Cleavable block copolymers, functionalized nanoporous thin films and related methods of preparation
  申请人：Thayumanavan Sankaran

  公开号：US20120245244A1

  公开（公告）日：2012-09-27

  Cleavable, disulfide-coupled block copolymers as can be used in the preparation of nanoporous thin films, micellar configurations and related structures.
• US8198368B2
  申请人：——

  公开号：US8198368B2

  公开（公告）日：2012-06-12