1-(4-boronobenzyl)-4-(4-(dimethylamino)styryl)pyridin-1-ium bromide | 849417-17-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-boronobenzyl)-4-(4-(dimethylamino)styryl)pyridin-1-ium bromide
• CAS: 849417-17-0
• 化学式: Br*C₂₂H₂₄BN₂O₂
• 分子量: 439.16
• InChiKey: JTXHJDOORAXITO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.06
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  47.58
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  4-(溴甲基)苯硼酸 、 4-[4-(dimethylamino)styryl]pyridine 以 乙腈 为溶剂， 生成 1-(4-boronobenzyl)-4-(4-(dimethylamino)styryl)pyridin-1-ium bromide
  参考文献：
  名称：

  Enhanced Fluorescence Cyanide Detection at Physiologically Lethal Levels:  Reduced ICT-Based Signal Transduction

  摘要：

  Three water-soluble fluorescent probes have been specifically designed to determine free cyanide concentrations up to physiologically lethal levels, > 20 mu M. The probes have been designed in such a way as to afford many notable sensing features, which render them unique with regard to signal transduction, photophysical characteristics, and their application to physiological cyanide determination and safeguard. The probes are readily able to reversibly bind free aqueous cyanide with dissociation constants around 4 mu M-3. Subsequent cyanide binding modulates the intramolecular charge transfer within the probes, a change in the electronic properties within the probes, resulting in enhanced fluorescence optical signals as a function of increased solution cyanide concentration. The ground-state chelation with cyanide produces wavelength shifts, which also enable the probes to sense cyanide in both an excitation and emission ratiometric manner, in addition to enhanced fluorescence signaling. This has enabled a generic cyanide sensing platform to be realized that is not dependent on fluorescent probe concentration, probe photodegradation, or fluctuations in the intensity of any employed excitation sources, ideal for remote cyanide sensing applications. Further, the > 600 nm fluorescence emission of the probes potentially allows for enhanced fluorescence ratiometric cyanide sensing in the optical window of tissues and blood, facilitating their use for the transdermal monitoring of cyanide for mammalian safeguard or postmortem in fire victims, both areas of active research.

  DOI：

  10.1021/ja044421i