dimethyl 2,2'-((((4-formylphenyl)azanediyl)bis(ethane-2,1-diyl))bis(sulfanediyl))diacetate | 1202206-37-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dimethyl 2,2'-((((4-formylphenyl)azanediyl)bis(ethane-2,1-diyl))bis(sulfanediyl))diacetate
• CAS: 1202206-37-8
• 化学式: C₁₇H₂₃NO₅S₂
• 分子量: 385.505
• InChiKey: WCWKOBVIIQVYQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.12
• 重原子数：
  25.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  72.91
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2,4-二甲基吡咯 、 dimethyl 2,2'-((((4-formylphenyl)azanediyl)bis(ethane-2,1-diyl))bis(sulfanediyl))diacetate 在 三氟乙酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以38%的产率得到10-(4-(bis(2-((2-methoxy-2-oxoethyl)thio)ethyl)amino)phenyl)-5,5-difluoro-1,3,7,9-tetramethyl-3H-5l5-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-3-ide
  参考文献：
  名称：

  A Turn-On Fluorescent Sensor for Detecting Nickel in Living Cells

  摘要：

  We present the synthesis and properties of Nickelsensor-1 (NS1), a new water-soluble, turn-on fluorescent sensor that is capable of selectively responding to Ni2+ in aqueous solution and in living cells. NS1 combines a BODIPY chromophore and a mixed N/O/S receptor to provide good selectivity for Ni2+ over a range of biologically abundant metal ions in aqueous solution. In addition to these characteristics, confocal microscopy experiments further show that NS1 can be delivered into living cells and report changes in intracellular Ni2+ levels in a respiratory cell model.

  DOI：

  10.1021/ja906500m
• 作为产物：
  描述：

  dimethyl 2,2'-(((phenylazanediyl)bis(ethane-2,1-diyl))bis(sulfanediyl))diacetate 在 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到dimethyl 2,2'-((((4-formylphenyl)azanediyl)bis(ethane-2,1-diyl))bis(sulfanediyl))diacetate
  参考文献：
  名称：

  A Turn-On Fluorescent Sensor for Detecting Nickel in Living Cells

  摘要：

  We present the synthesis and properties of Nickelsensor-1 (NS1), a new water-soluble, turn-on fluorescent sensor that is capable of selectively responding to Ni2+ in aqueous solution and in living cells. NS1 combines a BODIPY chromophore and a mixed N/O/S receptor to provide good selectivity for Ni2+ over a range of biologically abundant metal ions in aqueous solution. In addition to these characteristics, confocal microscopy experiments further show that NS1 can be delivered into living cells and report changes in intracellular Ni2+ levels in a respiratory cell model.

  DOI：

  10.1021/ja906500m

文献信息

• A highly selective and sensitive BODIPY-based colourimetric and turn-on fluorescent sensor for Hg²⁺ions
  作者：Xiong-Jie Jiang、Cheok-Lam Wong、Pui-Chi Lo、Dennis K. P. Ng

  DOI：10.1039/c1dt11546d

  日期：——

  A series of monostyryl boron dipyrromethenes appended with an NO4, NO2S2, N3O4, or N3O2S2-type ligand have been prepared and characterised. While the UV-Vis spectra of the former three compounds in CH3CN/H2O (2 : 3 v/v) do not respond towards a wide range of metal ions, the derivative with an N3O2S2-ligand exhibits a highly selective and sensitive spectral response towards Hg2+ ions. The absorption band is blue-shifted by 40 nm due to inhibition of the intramolecular charge transfer process upon metal complexation. The fluorescence is also turned on giving a strong emission band at 572 nm. The colour changes can be easily detected by the naked eye. The results suggest that this compound serves as a promising colourimetric and fluorescent sensor for Hg2+ ions in this mixed aqueous medium.

  我们制备了一系列附加有 NO4、NO2S2、N3O4 或 N3O2S2- 型配体的单苯乙烯基硼二吡咯烷酮，并对其进行了表征。前三种化合物在 CH3CN/H2O（2:3 v/v）中的紫外可见光谱对多种金属离子没有反应，而带有 S2 配体的衍生物则对 Hg2+ 离子表现出高度选择性和灵敏的光谱反应。由于金属络合时分子内电荷转移过程受到抑制，吸收带蓝移了 40 纳米。同时，荧光也被打开，在 572 纳米处产生一个强发射带。肉眼很容易检测到颜色的变化。结果表明，这种化合物是一种很有前途的混合水介质中 Hg2+ 离子的比色和荧光传感器。