[1-ethylamine(2,6-disopropyl(pyridinium-4-yl))]vinyl[2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline]hexafluorophosphate | 1253854-74-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: [1-ethylamine(2,6-disopropyl(pyridinium-4-yl))]vinyl[2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline]hexafluorophosphate
• CAS: 1253854-74-8
• 化学式: C₂₇H₃₈N₃*F₆P
• 分子量: 549.583
• InChiKey: BYBIAMJUZGFPOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.43
• 重原子数：
  37.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  33.14
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  对苯二甲酸 、 、 [1-ethylamine(2,6-disopropyl(pyridinium-4-yl))]vinyl[2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline]hexafluorophosphate 在 哌啶 、 1-羟基苯并三唑 、 N,N'-二异丙基碳二亚胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以2.39 mg的产率得到
  参考文献：
  名称：

  Novel Pyridinium Dyes That Enable Investigations of Peptoids at the Single-Molecule Level

  摘要：

  Single-molecule microscopy is a powerful tool for investigating various uptake mechanisms of cell-penetrating biomolecules. A particularly interesting class of potential transporter molecules are peptoids. Fluorescence labels for such experiments need to comply with several physical, chemical, and biological requirements. Herein, we report the synthesis and photophysical investigation of new fluorescent pyridinium derived dyes. These fluorescent labels have advantageous structural variations and spacer units in order to avoid undesirable interactions with the labeled molecule and are able to easily functionalize biomolecules. In our case, cell-penetrating peptoids are successfully labeled on solid supports, and in ensemble measurements the photophysical properties of the dyes and the fluorescently labeled peptoids are investigated. Both fluorophores and peptoids are imaged at the single-molecule level in thin polymer gels. With respect to bleaching times and fluorescence lifetimes the dye molecules and the peptoids show only slightly perturbed optical behaviors. These investigations indicate that the new fluorophores fulfill well single-molecule microscopy and solid-phase synthesis requirements.

  DOI：

  10.1021/jp103308s
• 作为产物：
  描述：

  2,6-diisopropyl(pyrylium-4-yl)vinyl[2,3,6,7-tetrahydro-1H,5Hpyrido[3,2,1-ij]quinoline]hexafluorophosphate 、 乙二胺 以 乙醇 为溶剂， 反应 2.0h， 以94%的产率得到[1-ethylamine(2,6-disopropyl(pyridinium-4-yl))]vinyl[2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline]hexafluorophosphate
  参考文献：
  名称：

  Novel Pyridinium Dyes That Enable Investigations of Peptoids at the Single-Molecule Level

  摘要：

  Single-molecule microscopy is a powerful tool for investigating various uptake mechanisms of cell-penetrating biomolecules. A particularly interesting class of potential transporter molecules are peptoids. Fluorescence labels for such experiments need to comply with several physical, chemical, and biological requirements. Herein, we report the synthesis and photophysical investigation of new fluorescent pyridinium derived dyes. These fluorescent labels have advantageous structural variations and spacer units in order to avoid undesirable interactions with the labeled molecule and are able to easily functionalize biomolecules. In our case, cell-penetrating peptoids are successfully labeled on solid supports, and in ensemble measurements the photophysical properties of the dyes and the fluorescently labeled peptoids are investigated. Both fluorophores and peptoids are imaged at the single-molecule level in thin polymer gels. With respect to bleaching times and fluorescence lifetimes the dye molecules and the peptoids show only slightly perturbed optical behaviors. These investigations indicate that the new fluorophores fulfill well single-molecule microscopy and solid-phase synthesis requirements.

  DOI：

  10.1021/jp103308s