[7-[bis(prop-2-enyl)amino]-2-oxo-1H-quinolin-4-yl] trifluoromethanesulfonate | 944149-27-3

• 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: [7-[bis(prop-2-enyl)amino]-2-oxo-1H-quinolin-4-yl] trifluoromethanesulfonate
• CAS: 944149-27-3
• 化学式: C₁₆H₁₅F₃N₂O₄S
• 分子量: 388.367
• InChiKey: LJXIBSBJAAZMQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  84.1
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [7-[bis(prop-2-enyl)amino]-2-oxo-1H-quinolin-4-yl] trifluoromethanesulfonate 在 palladium diacetate 、 四(三苯基膦)钯 1,1'-双(二苯基膦)二茂铁 、 sodium hydroxide 、 1,3-二甲基巴比妥酸 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 7-amino-2-keto-4-quinolinic acid
  参考文献：
  名称：

  Cocktails of Tb³⁺ and Eu³⁺ Complexes:  A General Platform for the Design of Ratiometric Optical Probes

  摘要：

  Fluorescent and luminescent reporters that signal molecular events of interest by modulating the ratio of peaks in their emission profile have advantages over reporters that simply modulate their emission intensity, since ratiometric measurement is concentration-independent and allows them to be effective in complex contexts, such as living cells or sensor microarrays. We herein describe a general platform for the design of ratiometric probes based on a heterometallic Tb3+/Eu3+ bis-lanthanide ensemble, consisting of a mixture, or "cocktail", of otherwise identical heterometalated chelates. The chelate contains an organic photon antenna that sensitizes the Tb3+/Eu3+ luminescence. The contributions of the two metals to the composite luminescence spectrum can be tuned to the same relative scale by adjusting the stoichiometry of the cocktail, allowing subtle changes in their ratio to be accurately measured. Importantly, the ratio responds to chemical and environmental changes experienced by the photon antenna, making the system an ideal platform for the design of chemical and enzymatic probes. As proofs of concept, we describe a ratiometric probe for esterase activity and a polarity-responsive ratiometric sensor.

  DOI：

  10.1021/ja070867y
• 作为产物：
  描述：

  N,N-diallyl-3-nitroaniline 在 铁粉 、 溶剂黄146 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 8.0h， 生成 [7-[bis(prop-2-enyl)amino]-2-oxo-1H-quinolin-4-yl] trifluoromethanesulfonate
  参考文献：
  名称：

  Intermolecular Energy Transfer from Tb³⁺ to Eu³⁺ in Aqueous Aggregates and on the Surface of Human Cells

  摘要：

  Efficient intermolecular energy transfer from carbostyril 124-sensitized Tb3+ to Eu3+ in aqueous aggregates is reported. This energy transfer was also recapitulated on the cell surface of a human kidney cell line (HEK-293T) and imaged by fluorescence microscopy as an example for the applicability of this energy transfer probe for imaging in biological systems.

  DOI：

  10.1021/ol200328p

文献信息

• Cocktails of Tb³⁺ and Eu³⁺ Complexes:  A General Platform for the Design of Ratiometric Optical Probes
  作者：Matthew S. Tremblay、Marlin Halim、Dalibor Sames

  DOI：10.1021/ja070867y

  日期：2007.6.1

  Fluorescent and luminescent reporters that signal molecular events of interest by modulating the ratio of peaks in their emission profile have advantages over reporters that simply modulate their emission intensity, since ratiometric measurement is concentration-independent and allows them to be effective in complex contexts, such as living cells or sensor microarrays. We herein describe a general platform for the design of ratiometric probes based on a heterometallic Tb3+/Eu3+ bis-lanthanide ensemble, consisting of a mixture, or "cocktail", of otherwise identical heterometalated chelates. The chelate contains an organic photon antenna that sensitizes the Tb3+/Eu3+ luminescence. The contributions of the two metals to the composite luminescence spectrum can be tuned to the same relative scale by adjusting the stoichiometry of the cocktail, allowing subtle changes in their ratio to be accurately measured. Importantly, the ratio responds to chemical and environmental changes experienced by the photon antenna, making the system an ideal platform for the design of chemical and enzymatic probes. As proofs of concept, we describe a ratiometric probe for esterase activity and a polarity-responsive ratiometric sensor.
• Intermolecular Energy Transfer from Tb³⁺ to Eu³⁺ in Aqueous Aggregates and on the Surface of Human Cells
  作者：Minhee Lee、Matthew S. Tremblay、Steffen Jockusch、Nicholas J. Turro、Dalibor Sames

  DOI：10.1021/ol200328p

  日期：2011.6.3

  Efficient intermolecular energy transfer from carbostyril 124-sensitized Tb3+ to Eu3+ in aqueous aggregates is reported. This energy transfer was also recapitulated on the cell surface of a human kidney cell line (HEK-293T) and imaged by fluorescence microscopy as an example for the applicability of this energy transfer probe for imaging in biological systems.