julolidine rhodol | 1224696-73-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: julolidine rhodol
• CAS: 1224696-73-4
• 化学式: C₂₆H₂₁NO₄
• 分子量: 411.457
• InChiKey: NIRRSFAGVPHAQR-UHFFFAOYSA-N

物化性质

• 沸点：
  690.1±55.0 °C(Predicted)
• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  31.0
• 可旋转键数：
  0.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  59.0
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  SS-benzyl carbonochlorido(dithioperoxoate) 、 julolidine rhodol 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以73 %的产率得到
  参考文献：
  名称：

  用于 H2S 输送、检测和体内应用的荧光 COS/H2S 释放供体的扩展调色板

  摘要：

  我们报告了基于硫代碳酸硫基酯支架的荧光开启 COS/H 2 S 供体调色板。与硫醇的反应产生 H 2 S 和荧光反应，可以在活细胞和活大鼠中进行原位监测。

  DOI：

  10.1002/anie.202402353
• 作为产物：
  描述：

  苯酐 以 甲苯 为溶剂， 反应 27.0h， 生成 julolidine rhodol
  参考文献：
  名称：

  用于 H2S 输送、检测和体内应用的荧光 COS/H2S 释放供体的扩展调色板

  摘要：

  我们报告了基于硫代碳酸硫基酯支架的荧光开启 COS/H 2 S 供体调色板。与硫醇的反应产生 H 2 S 和荧光反应，可以在活细胞和活大鼠中进行原位监测。

  DOI：

  10.1002/anie.202402353

文献信息

• A Palette of Fluorescent Probes with Varying Emission Colors for Imaging Hydrogen Peroxide Signaling in Living Cells
  作者：Bryan C. Dickinson、Calvin Huynh、Christopher J. Chang

  DOI：10.1021/ja1014103

  日期：2010.4.28

  We present a new family of fluorescent probes with varying emission colors for selectively imaging hydrogen peroxide (H2O2) generated at physiological cell signaling levels. This structurally homologous series of fluorescein- and rhodol-based reporters relies on a chemospecific boronate-to-phenol switch to respond to H2O2 over a panel of biologically relevant reactive oxygen species (ROS) with tunable excitation and emission maxima and sensitivity to endogenously produced H2O2 signals, as shown by studies in RAW264.7 macrophages during the phagocytic respiratory burst and A431 cells in response to EGF stimulation. We further demonstrate the utility of these reagents in multicolor imaging experiments by using one of the new H2O2-specific probes, Peroxy Orange 1 (PO1), in conjunction with the green-fluorescent highly reactive oxygen species (hROS) probe, APF. This dual-probe approach allows for selective discrimination between changes in H2O2 and hypochlorous acid (HOCl) levels in live RAW264.7 macrophages. Moreover, when macrophages labeled with both PO1 and APF were stimulated to induce an immune response, we discovered three distinct types of phagosomes: those that generated mainly hROS, those that produced mainly H2O2, and those that possessed both types of ROS. The ability to monitor multiple ROS fluxes simultaneously using a palette of different colored fluorescent probes opens new opporunities to disentangle the complex contributions of oxidation biology to living systems by molecular imaging.