anthofluorescein

• 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: anthofluorescein
• 英文别名: 2-[3-(4-Hydroxyphenyl)-6-oxoxanthen-9-yl]benzoic acid；2-[3-(4-hydroxyphenyl)-6-oxoxanthen-9-yl]benzoic acid
• 化学式: C₂₆H₁₆O₅
• 分子量: 408.41
• InChiKey: RIMPZCWWBCFEKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  anthofluorescein 、 乙酸酐 在 吡啶 作用下， 反应 16.0h， 以87%的产率得到3'-acetyloxy-6'-(p-acetyloxyphenyl)fluoran
  参考文献：
  名称：

  A fluorescein-derived anthocyanidin-inspired pH sensor

  摘要：

  A new multicolor pH-dependent fluorophore was synthesized via Pd-mediated cross-coupling chemistry of the mono-triflate of fluorescein with p-hydroxyphenylboronic acid. The novel indicator, named anthofluorescein, is highly sensitive to pH changes between 7 and 10 and displays a green to red fluorescence shift, making it a Valuable candidate for biological studies. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.223
• 作为产物：
  描述：

  3'-(trifluoromethanesulfonyl)fluorescein 、 4-羟基苯硼酸 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 、 盐酸 作用下， 以 1,4-二氧六环 、 水 、 乙酸乙酯 为溶剂， 反应 0.5h， 以78%的产率得到anthofluorescein
  参考文献：
  名称：

  A fluorescein-derived anthocyanidin-inspired pH sensor

  摘要：

  A new multicolor pH-dependent fluorophore was synthesized via Pd-mediated cross-coupling chemistry of the mono-triflate of fluorescein with p-hydroxyphenylboronic acid. The novel indicator, named anthofluorescein, is highly sensitive to pH changes between 7 and 10 and displays a green to red fluorescence shift, making it a Valuable candidate for biological studies. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.223

文献信息

• A fluorescein-derived anthocyanidin-inspired pH sensor
  作者：Asier Unciti-Broceta、M. Rahimi Yusop、Patricia R. Richardson、Jeffrey G.A. Walton、Mark Bradley

  DOI：10.1016/j.tetlet.2009.03.223

  日期：2009.7

  A new multicolor pH-dependent fluorophore was synthesized via Pd-mediated cross-coupling chemistry of the mono-triflate of fluorescein with p-hydroxyphenylboronic acid. The novel indicator, named anthofluorescein, is highly sensitive to pH changes between 7 and 10 and displays a green to red fluorescence shift, making it a Valuable candidate for biological studies. (C) 2009 Elsevier Ltd. All rights reserved.