4',5'-fluoresceindicarboxaldehyde | 357615-03-3

• 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: 4',5'-fluoresceindicarboxaldehyde
• 英文别名: 3',6'-Dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-4',5'-dicarbaldehyde
• CAS: 357615-03-3
• 化学式: C₂₂H₁₂O₇
• 分子量: 388.333
• InChiKey: FHTZYQAZBTZLNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4',5'-fluoresceindicarboxaldehyde 在 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以82.9%的产率得到
  参考文献：
  名称：

  用于选择性荧光检测神经毒剂模拟物的双位点化学剂量计

  摘要：

  设计并合成了一种基于荧光素骨架的新型双位点化学剂量计（SWJT-4），用于检测氯磷酸二乙酯（DCP）。它是一种DCP开启型荧光探针，具有良好的选择性，在水溶液中颜色变化明显。有趣的是，SWJT-4的两个肟基团作为双重响应位点与DCP引发不同的反应，分别形成氰基和异恶唑环。通过1H NMR、MS和DFT计算证实了相应的机理。此外，SWJT-4还可作为荧光试纸检测DCP蒸气。

  DOI：

  10.3390/molecules27020489
• 作为产物：
  描述：

  4',5'-dimethylfluorescein dibenzoate 在 1,3-二溴-5,5-二甲基海因 、 碳酸氢钠 、 溶剂黄146 、 二甲基亚砜 、 1,1'-偶氮(氰基环己烷) 作用下， 以 氯苯 为溶剂， 反应 76.0h， 生成 4',5'-fluoresceindicarboxaldehyde
  参考文献：
  名称：

  Fluorescent Sensors for Zn²⁺ Based on a Fluorescein Platform:  Synthesis, Properties and Intracellular Distribution

  摘要：

  Two new fluorescent sensors for Zn2+ that utilize fluorescein as a reporting group, Zinpyr-1 and Zinpyr-2, have been synthesized and characterized. Zinpyr-1 is prepared in one step via a Mannich reaction, and Zinpyr-2 is obtained in a multistep synthesis that utilizes 4 ' ,5 ' -fluorescein dicarboxaldehyde as a key intermediate. Both Zinpyr sensors have excitation and emission wavelengths in the visible range (similar to 500 nm), dissociation constants (K-d1) for Zn2+ of <1 nM, quantum yields approaching unity (Phi = similar to0.9), and cell permeability, making them well-suited for intracellular applications. A 3- to 5-fold fluorescent enhancement is observed under simulated physiological conditions corresponding to the binding of the Zn2+ cation to the sensor, which inhibits a photoinduced electron transfer (PET) quenching pathway. The X-ray crystal structure of a 2:1 Zn2+:Zinpyr-1 complex has also been solved, and is the first structurally characterized example of a complex of fluorescein substituted with metal binding ligands.

  DOI：

  10.1021/ja010059l

文献信息

• Fluorescein-based metal sensors, and methods of making and using the same
  申请人：——

  公开号：US20020106697A1

  公开（公告）日：2002-08-08

  The present invention is directed, in part, to fluorescein-based ligands for detection of metal ions, and methods of making and using the same.

  本发明部分涉及用于检测金属离子的荧光素基配体，以及制备和使用它们的方法。
• Two fluorescein-based chemosensors for the fast detection of 2,4,6-trinitrophenol (TNP) in water
  作者：Zhen-Hai Fu、Ya-Wen Wang、Yu Peng

  DOI：10.1039/c7cc05966c

  日期：——

  Two fluorescein-based chemosensors have been developed for the rapid and selective fluorescence detection of 2,4,6-trinitrophenol (TNP) under excitation by visible light.

  已经开发了两种基于荧光素的化学传感器，可以在可见光激发下快速选择性地检测2,4,6-三硝基酚（TNP）的荧光。
• 金离子探针及其制备方法和应用
  申请人：南京工业大学

  公开号：CN104710975B

  公开（公告）日：2016-06-15

  本发明公开了一种金离子荧光探针及其制备方法和应用，本发明的探针该荧光探针具有高选择性和高灵敏度，可用于检测金离子。本发明的金离子荧光探针，其为如式Ⅰ所示的4,5-二联氨吡啶基荧光素衍生物，其制备方法包括以下步骤：将4,5-荧光素双醛和肼基吡啶在乙醇溶液中反应，生成的二联氨吡啶基荧光素衍生物即为金离子荧光探针。
• Sensors, and methods of making and using the same
  申请人：——

  公开号：US20040224420A1

  公开（公告）日：2004-11-11

  The present invention is directed, in part, to sensors for detecting metal ions, and methods of making and using the same.

  本发明部分涉及用于检测金属离子的传感器，以及制备和使用它们的方法。
• Dual optical Hg2+-selective sensing through FRET system of fluorescein and rhodamine B fluorophores
  作者：Nantanit Wanichacheva、Oranual Hanmeng、Sasiwimon Kraithong、Kanjarat Sukrat

  DOI：10.1016/j.jphotochem.2014.01.003

  日期：2014.3

  A "naked-eye" indicator and fluorescent chemosensor based on fluorescein connected to two rhodamine B fluorophores by hydrazide moieties, RF1, was designed and synthesized for highly sensitive and selective detection of Hg2+. The sensor system operated through the FRET process from the fluorescein energy donor to the ring-opened rhodamine B acceptors. The binding to Hg2+ was observed through both fluorescence enhancement and a chromogenic change (from colorless to pink). The sensor is shown to discriminate various foreign metal ions, particularly Ag+, Pb2+ and Cu2+, as well as Li+, Na+, Mg2+, Cd2+, K+, Al3+, Fe3+, Ca2+, Ba2+ and Zn2+, with a detection limit of 2.02 x 10(-8) M or 4 ppb toward Hg2+. (C) 2014 Elsevier B.V. All rights reserved.