2-(4-(bis(2-hydroxyethyl)amino)styryl)-3-(prop-2-yn-1-yl)benzo[d]thiazol-3-ium bromide | 849628-34-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-(4-(bis(2-hydroxyethyl)amino)styryl)-3-(prop-2-yn-1-yl)benzo[d]thiazol-3-ium bromide
• CAS: 849628-34-8
• 化学式: Br*C₂₂H₂₃N₂O₂S
• 分子量: 459.407
• InChiKey: HFBYDYLLXDKPMD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.21
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  47.58
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(4-(bis(2-hydroxyethyl)amino)styryl)-3-(prop-2-yn-1-yl)benzo[d]thiazol-3-ium bromide 在 ammonium hexafluorophosphate 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Dual-channel fluorescent probe bearing two-photon activity for cell viability monitoring

  摘要：

  我们开发了一种双通道双光子荧光探针来监测细胞存活。

  DOI：

  10.1039/c9tb00512a
• 作为产物：
  描述：

  2-甲基苯并噻唑 在 哌啶 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 2-(4-(bis(2-hydroxyethyl)amino)styryl)-3-(prop-2-yn-1-yl)benzo[d]thiazol-3-ium bromide
  参考文献：
  名称：

  Dual-channel fluorescent probe bearing two-photon activity for cell viability monitoring

  摘要：

  我们开发了一种双通道双光子荧光探针来监测细胞存活。

  DOI：

  10.1039/c9tb00512a

文献信息

• Acid-Labile Traceless Click Linker for Protein Transduction
  作者：Kevin Maier、Ernst Wagner

  DOI：10.1021/ja302705v

  日期：2012.6.20

  Intracellular delivery of active proteins presents an interesting approach in research and therapy. We created a protein transduction shuttle based on a new traceless click linker that combines the advantages of click reactions with implementation of reversible pH-sensitive bonds. The azidomethyl-methylmaleic anhydride (AzMMMan) linker was found compatible with different click chemistries, demonstrated in bioreversible protein modification with dyes, polyethylene glycol, or a transduction carrier. Linkages were stable at physiological pH but reversible at the mild acidic pH of endosomes or lysosomes. We show that pH-reversible attachment of a defined endosome-destabilizing three-arm oligo(ethane amino)amide carrier generates an effective shuttle for protein delivery. The cargo protein nlsEGFP, when coupled via the traceless AzMMMan linker, experiences efficient cellular uptake and endosomal escape into the cytosol, followed by import into the nucleus. In contrast, irreversible linkage to the same shuttle hampers nuclear delivery of nlsEGFP which after uptake remains trapped in the cytosol. Successful intracellular delivery of bioactive beta-galactosidase as a model enzyme was also demonstrated using the pH-controlled shuttle system.