N-[4-(1-pyrenylsulfonamido)butyl]acrylamide | 1408313-05-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: N-[4-(1-pyrenylsulfonamido)butyl]acrylamide
• CAS: 1408313-05-2
• 化学式: C₂₃H₂₂N₂O₃S
• 分子量: 406.505
• InChiKey: MKLSXSHUOBOZNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  75.27
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-[4-(1-pyrenylsulfonamido)butyl]acrylamide 、 二乙醇胺 以 乙二醇二甲醚 为溶剂， 反应 48.0h， 以41%的产率得到3-(bis(2-hydroxyethyl)amino)-N-(4-(pyrene-1-sulfonamido)butyl)propanamide
  参考文献：
  名称：

  A novel surfactant-like fluorophore and its probing ability to the aggregation of amphiphilic compounds

  摘要：

  A novel surfactant-like non-ionic fluorophore, 3-(bis(2-hydroxyethyl)amino)-N-(4-(pyrene-1-sulfonamido)butyl) propanamide (PSDA-DEA), was designed and prepared. Fluorescence and surface tension studies revealed that the fluorophore aggregates in aqueous medium, and its critical aggregation concentration (CAC) is similar to 3.3 x 10(-5) M. Cryogenic transmission electron microscopy (cryo-TEM), dynamic light scattering (DLS) and atomic force microscopy (AFM) measurements demonstrated that the diameter of the aggregates as formed is of a few hundred nano-meters. It was also shown that the profile of the emission spectrum of the compound is well dependent upon the polarity of its medium, as indicated by a change up to 53% of its intensity ratio at 399 nm and 380 nm (I-399/I-380) when the solvent changed from water to ethanol. It is of the polarity sensitive property that the fluorophore can be used for monitoring micelle formation of several anionic, cationic and non-ionic surfactants. Furthermore, PSDA-DEA is also a valuable probe for sensing transition of different aggregates such as micelles to vesicles. Comparative studies demonstrated that the present probe is more versatile than pyrene when it is used as a fluorescence probe. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2012.07.001
• 作为产物：
  描述：

  芘 在 盐酸 、 氯磺酸 、 氯化亚砜 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 N-[4-(1-pyrenylsulfonamido)butyl]acrylamide
  参考文献：
  名称：

  A novel surfactant-like fluorophore and its probing ability to the aggregation of amphiphilic compounds

  摘要：

  A novel surfactant-like non-ionic fluorophore, 3-(bis(2-hydroxyethyl)amino)-N-(4-(pyrene-1-sulfonamido)butyl) propanamide (PSDA-DEA), was designed and prepared. Fluorescence and surface tension studies revealed that the fluorophore aggregates in aqueous medium, and its critical aggregation concentration (CAC) is similar to 3.3 x 10(-5) M. Cryogenic transmission electron microscopy (cryo-TEM), dynamic light scattering (DLS) and atomic force microscopy (AFM) measurements demonstrated that the diameter of the aggregates as formed is of a few hundred nano-meters. It was also shown that the profile of the emission spectrum of the compound is well dependent upon the polarity of its medium, as indicated by a change up to 53% of its intensity ratio at 399 nm and 380 nm (I-399/I-380) when the solvent changed from water to ethanol. It is of the polarity sensitive property that the fluorophore can be used for monitoring micelle formation of several anionic, cationic and non-ionic surfactants. Furthermore, PSDA-DEA is also a valuable probe for sensing transition of different aggregates such as micelles to vesicles. Comparative studies demonstrated that the present probe is more versatile than pyrene when it is used as a fluorescence probe. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2012.07.001