| 1414975-48-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• CAS: 1414975-48-6
• 化学式: C₂₃H₁₈BrN₃O₉S
• 分子量: 592.381
• InChiKey: ZWTOKMIQBZSZSH-UHFFFAOYSA-N

物化性质

• 沸点：
  761.2±70.0 °C(predicted)
• 密度：
  1.69±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.16
• 重原子数：
  37.0
• 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：
  161.65
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  在 三乙胺 作用下， 以 甲醇 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 78.0h， 生成
  参考文献：
  名称：

  Design, Synthesis, and Photochemistry of Modular Caging Groups for Photoreleasable Nucleotides

  摘要：

  A modular approach to preparing caged nucleotides having additional properties has been achieved. The modular caging agent includes three components: an amine reactive NHS ester moiety, a photoactive Bhc group, and tosylhydrazone as a precursor of the diazomethyl group. Various amines including biotin and an Arg-Gly-Asp (RGD) peptide were introduced into the key intermediate via amide linkage. The Bio-Bhc-diazo thus synthesized enables the preparation of a photoreleasable siRNA with additional properties.

  DOI：

  10.1021/ol3029093
• 作为产物：
  描述：

  6-溴-7-羟基-4-(羟甲基)香豆素 在 N,N-二异丙基乙胺 、 pyridinium chlorochromate 、 三氟乙酸 、 N,N'-二异丙基碳二亚胺 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 195.5h， 生成
  参考文献：
  名称：

  Design, Synthesis, and Photochemistry of Modular Caging Groups for Photoreleasable Nucleotides

  摘要：

  A modular approach to preparing caged nucleotides having additional properties has been achieved. The modular caging agent includes three components: an amine reactive NHS ester moiety, a photoactive Bhc group, and tosylhydrazone as a precursor of the diazomethyl group. Various amines including biotin and an Arg-Gly-Asp (RGD) peptide were introduced into the key intermediate via amide linkage. The Bio-Bhc-diazo thus synthesized enables the preparation of a photoreleasable siRNA with additional properties.

  DOI：

  10.1021/ol3029093

文献信息

• Preparation and affinity-based purification of caged linear DNA for light-controlled gene expression in mammalian cells
  作者：Aoi Teraoka、Kanako Murakoshi、Kyoko Fukamauchi、Akinobu Z. Suzuki、Soichiro Watanabe、Toshiaki Furuta

  DOI：10.1039/c3cc46607h

  日期：——

  A facile and useful method for preparing caged DNAs was developed. The method includes a caging reaction of a linear dsDNA having a minimal sequence of protein expression with Bio-Bhc-diazo and affinity separation of the caged DNA. Effective suppression and photo-mediated restoration of protein expression were demonstrated.

  一种制备笼状DNA的简便有效的方法被开发出来。该方法包括用Bio-Bhc-重氮试剂对具有最小蛋白表达序列的线性双链DNA进行笼化反应，并对笼状DNA进行亲和分离。实验证实了蛋白表达的有效抑制和光介导的恢复。