4-fluoresceincarboxaldehyde

• 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-fluoresceincarboxaldehyde
• 英文别名: 2-(5-formyl-6-hydroxy-3-oxo-3H-xanthen-9-yl)-benzoic acid；fluorescein monoaldehyde；fluorescein-5-carbaldehyde；2-(4-formyl-3-hydroxy-6-oxoxanthen-9-yl)benzoic acid
• 化学式: C₂₁H₁₂O₆
• 分子量: 360.323
• InChiKey: BKHSDZHADQLSKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.78
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104.81
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-fluoresceincarboxaldehyde 在 O₄S^(2-)*O₄S^(2-)*2Na⁽¹⁺⁾ 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 22.0h， 生成 2-(6-hydroxy-5-(((6-(carboxymethoxy)-2-methylquinolin-8-yl)amino)methyl)-3-oxo-3H-xanthen-9-yl)benzoic acid
  参考文献：
  名称：

  使用基于Cu（II）的荧光探针直接按比例检测一氧化氮

  摘要：

  我们报告了第一批基于Cu（II）的荧光传感器，用于一氧化氮的比例检测。这两种探针通过羟基香豆素和荧光素生色团之间的能量转移进行操作，包含聚脯氨酸或哌嗪作为刚性间隔基，并在与一氧化氮直接反应时引起快速和选择性的比例响应。

  DOI：

  10.1039/c7tb02666h
• 作为产物：
  描述：

  fluorescein free acid 在 sodium hydroxide 作用下， 以 氯仿 为溶剂， 生成 4-fluoresceincarboxaldehyde
  参考文献：
  名称：

  A fluorescent sensor bearing nitroolefin moiety for the detection of thiols and its biological imaging

  摘要：

  A fluorescein-based sensor bearing nitroolefin moiety for the detection of thiols was prepared. Upon addition of thiols, such as cysteine (Cys), homocysteine (Hcy) and glutathione, the solution containing sensor showed an increase of absorption intensity at 497 nm with a slight blue-shift as well as the enhancement in fluorescence intensity at 520 nm. The fluorescence enhancement and absorption change are attributed to the Michael addition of thiols to the double bond of nitroolefin moiety in sensor. The probe displays a fast response to Cys with the rate constant (k(obs)) of 2.3 min(-1) and the detection limit to Cys was evaluated to be 0.2 mu M. The confocal microscopy experiments demonstrate that this sensor is potential for the imaging of thiols in living cells. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.07.013

文献信息

• FLUORESCENCE QUENCHING IMMUNOASSAY
  申请人：IDEXX Laboratories, Inc.

  公开号：US20220082501A1

  公开（公告）日：2022-03-17

  The present invention relates to a method and reagents for determining the presence of or the amount of an analyte in a sample.

  本发明涉及一种用于确定样品中分析物存在或数量的方法和试剂。
• Turn-on fluorescent probe with visible light excitation for labeling of hexahistidine tagged protein
  作者：Mie Kamoto、Naoki Umezawa、Nobuki Kato、Tsunehiko Higuchi

  DOI：10.1016/j.bmcl.2009.02.084

  日期：2009.4

  We report here the development of a novel fluorescein-based probe which shows selective fluorescence enhancement on binding to a hexahistidine-tagged protein. No fluorescence change was observed with untagged protein. This probe is excitable with visible light and is considered to be suitable for use in biological applications.

  我们在这里报告了一种新型的基于荧光素的探针的开发，该探针在结合到六组氨酸标签的蛋白质上显示出选择性的荧光增强。未标记的蛋白未观察到荧光变化。该探针可被可见光激发，并被认为适用于生物应用。
• Enhanced G-Quadruplex DNA Stabilization and Telomerase Inhibition by Novel Fluorescein Derived Salen and Salphen Based Ni(II) and Pd(II) Complexes
  作者：Asfa Ali、Mohini Kamra、Soma Roy、K. Muniyappa、Santanu Bhattacharya

  DOI：10.1021/acs.bioconjchem.6b00433

  日期：2017.2.15

  Metal based salen complexes have been considered as an important scaffold toward targeting of DNA structures. In the present work, we have synthesized nickel(II) and palladium(II) salen and salphen complexes by using readily available fluorescein as the backbone to provide an extended aromatic surface. The metal complexes exhibit affinity toward the human telomeric G-quadruplex DNA with promising inhibition

  基于金属的塞伦配合物已经被认为是靶向DNA结构的重要支架。在目前的工作中，我们已经通过使用容易获得的荧光素作为骨架提供扩展的芳族表面，合成了镍（II）和钯（II）萨伦和赛尔芬络合物。金属配合物表现出对人端粒G-四链体DNA的亲和力，并有望抑制端粒酶活性。这通过它们在长期细胞增殖测定中的效率来确定，该测定在金属络合物存在下显示出显着的癌细胞毒性。共聚焦显微镜显示细胞内在化，然后定位在核和线粒体中。在细胞周期的亚G1期有大量种群显示细胞通过凋亡途径死亡。
• Dual-Mode Optical Sensing of Histamine at Nanomolar Concentrations in Complex Biological Fluids and Living Cells
  作者：Nilanjan Dey、Asfa Ali、Santosh Podder、Shamik Majumdar、Dipankar Nandi、Santanu Bhattacharya

  DOI：10.1002/chem.201702208

  日期：2017.9.4

  the estimation of histamine in complex biological milieu such as human blood serum and urine samples. Furthermore, the dose‐dependent cellular uptake of histamine and de novo synthesis (by thapsigargin treatment) was visualized in RAW 264.7, a mouse macrophage cell line. We have also developed portable paper strips for rapid, on‐site detection of histamine without involving costly instruments.

  一种易于合成的基于荧光素的发光染料已用于在pH值为7.0的纳摩尔浓度下对组胺进行双模式检测。对组胺的特异性反应是通过咪唑催化的“亚胺形成”反应实现的。该方案随后应用于估计复杂生物环境（例如人血清和尿液样本）中的组胺。此外，在小鼠巨噬细胞系RAW 264.7中可以观察到组胺的剂量依赖性细胞吸收和从头合成（通过毒胡萝卜素处理）。我们还开发了便携式纸带，可快速现场检测组胺，而无需使用昂贵的仪器。
• A new fluorescent chemosensor for highly selective and sensitive detection of inorganic phosphate (Pi) in aqueous solution and living cells
  作者：Qingtao Meng、Yue Wang、Ming Yang、Run Zhang、Renjie Wang、Zhiqiang Zhang

  DOI：10.1039/c5ra08712k

  日期：——

  A new fluorescein-based chemosensor, FP-Fe³⁺, was developed for the detection of inorganic phosphate (Pi) in aqueous solution and living cells.

  为检测水溶液和活细胞中的无机磷酸盐 (Pi)，开发了一种新型荧光素化学传感器 FP-Fe3+。