4-[2-hydroxy-2-(4-hydroxyphenyl)acetyl]piperazine-1-carboxylic acid benzyl ester | 919350-77-9

• 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: 4-[2-hydroxy-2-(4-hydroxyphenyl)acetyl]piperazine-1-carboxylic acid benzyl ester
• CAS: 919350-77-9
• 化学式: C₂₀H₂₂N₂O₅
• 分子量: 370.405
• InChiKey: GJSKIUXAMRIXIA-UHFFFAOYSA-N

物化性质

• 沸点：
  619.7±55.0 °C(Predicted)
• 密度：
  1.344±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  90.31
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-[2-hydroxy-2-(4-hydroxyphenyl)acetyl]piperazine-1-carboxylic acid benzyl ester 在 palladium on activated charcoal 吡啶 、 氢气 、 caesium carbonate 、 溶剂黄146 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Design and Synthesis of an Enzyme Activity-Based Labeling Molecule with Fluorescence Spectral Change

  摘要：

  Methods of covalent labeling of a specific tag protein with small-molecular dyes play an important role in studying dynamic behaviors of proteins in living cells. On the basis of quinone methide chemistry, we designed and synthesized a beta-galactosidase labeling probe, CMFbeta-gal, which shows a fluorescence wavelength change accompanying the labeling reaction, owing to fluorescence resonance energy transfer (FRET). Since the FRET efficiency changes accompanying the labeling reaction, fluorescence of labeled protein can be observed separately from that of the unreacted probe, so immediate detection of the target protein is possible. This is the first report of a protein labeling probe which features a change of fluorescence wavelength upon reaction, allowing the labeled protein to be detected even in the presence of unreacted probe.

  DOI：

  10.1021/ja0657307
• 作为产物：
  描述：

  4-[2-acetoxy-2-(4-acetoxyphenyl)acetyl]piperazine-1-carboxylic acid benzyl ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以77%的产率得到4-[2-hydroxy-2-(4-hydroxyphenyl)acetyl]piperazine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Design and Synthesis of an Enzyme Activity-Based Labeling Molecule with Fluorescence Spectral Change

  摘要：

  Methods of covalent labeling of a specific tag protein with small-molecular dyes play an important role in studying dynamic behaviors of proteins in living cells. On the basis of quinone methide chemistry, we designed and synthesized a beta-galactosidase labeling probe, CMFbeta-gal, which shows a fluorescence wavelength change accompanying the labeling reaction, owing to fluorescence resonance energy transfer (FRET). Since the FRET efficiency changes accompanying the labeling reaction, fluorescence of labeled protein can be observed separately from that of the unreacted probe, so immediate detection of the target protein is possible. This is the first report of a protein labeling probe which features a change of fluorescence wavelength upon reaction, allowing the labeled protein to be detected even in the presence of unreacted probe.

  DOI：

  10.1021/ja0657307