2-{[methyl(1-pyrenylmethyl)amino]methyl}phenylboronic acid | 170454-34-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 2-{[methyl(1-pyrenylmethyl)amino]methyl}phenylboronic acid
• 英文别名: [2-[[Methyl(pyren-1-ylmethyl)amino]methyl]phenyl]boronic acid；[2-[[methyl(pyren-1-ylmethyl)amino]methyl]phenyl]boronic acid
• CAS: 170454-34-9
• 化学式: C₂₅H₂₂BNO₂
• 分子量: 379.266
• InChiKey: RITCLVGDXQKGAJ-UHFFFAOYSA-N

物化性质

• 沸点：
  598.3±52.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-芘甲醛 在 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 为溶剂， 生成 2-{[methyl(1-pyrenylmethyl)amino]methyl}phenylboronic acid
  参考文献：
  名称：

  在模块化荧光传感器中调节糖的选择性

  摘要：

  已经准备了五个带有两个带有不同荧光团的苯基硼酸受体的模块化光致电子转移（PET）传感器。传感器与糖类的相互作用是通过荧光光谱法评估的。结果表明，单糖的选择性受荧光部分的选择影响。

  DOI：

  10.1016/s0040-4039(03)00942-0

文献信息

• Selective fluorescence-based detection of dihydrouridine with boronic acids
  作者：Delphine Luvino、Michael Smietana、Jean-Jacques Vasseur

  DOI：10.1016/j.tetlet.2006.10.150

  日期：2006.12

  The first fluorescent sensing system for dihydrouricline detection is presented. Dihydrouridine is the single most frequently occurring post-transcriptional modification in tRNA from bacteria and eukaryotes. A series of 10 boronic acid derivatives was prepared and their fluorogenic behaviours towards dihydrouridine and uridine were investigated. Whereas uridine always quenches fluorescence via pi-pi stacking interactions, several boronic acid sensors have been found to show substantial fluorescence enhancement upon binding with dihydrouridine. (c) 2006 Elsevier Ltd. All rights reserved.
• Tuning saccharide selectivity in modular fluorescent sensors
  作者：Susumu Arimori、Giuseppe A. Consiglio、Marcus D. Phillips、Tony D. James

  DOI：10.1016/s0040-4039(03)00942-0

  日期：2003.6

  Five modular photoinduced electron-transfer (PET) sensors bearing two phenylboronic acid receptors with different fluorophores have been prepared. The sensors’ interaction with saccharides was assessed via fluorescence spectroscopy. It was shown that monosaccharide selectivity is influenced by the choice of fluorescent moiety.

  已经准备了五个带有两个带有不同荧光团的苯基硼酸受体的模块化光致电子转移（PET）传感器。传感器与糖类的相互作用是通过荧光光谱法评估的。结果表明，单糖的选择性受荧光部分的选择影响。