2,2'-(ethane-1,2-diylbis(oxy))bis(N-(pyridine-2-ylmethyl)aniline) | 1260103-17-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,2'-(ethane-1,2-diylbis(oxy))bis(N-(pyridine-2-ylmethyl)aniline)
• CAS: 1260103-17-0
• 化学式: C₂₆H₂₆N₄O₂
• 分子量: 426.518
• InChiKey: MRDMTKJNNCRRCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.16
• 重原子数：
  32.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  68.3
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2,2'-(ethane-1,2-diylbis(oxy))bis(N-(pyridine-2-ylmethyl)aniline) 在 硫酸 、 硝酸 、 溶剂黄146 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.5h， 生成 C₃₈H₃₄N₈O₆
  参考文献：
  名称：

  A Fluorescent Chemosensor for Hg²⁺ and Cd²⁺ Ions in Aqueous Medium under Physiological pH and Its Applications in Imaging Living Cells

  摘要：

  A new BODIPY derivative with 2,2'-(ethane-1,2-diylbis(oxy))bis(N,N-bis(pyridine-2-ylmethyl)aniline unit as the metal receptor has been designed and synthesized. The dye selectively detects either Cd2+ or Hg2+ ions in the presence of hosts of other biologically important and environmentally relevant metal ions in aqueous medium at physiological pH. Binding of metal ions causes a change in the emission behavior of the dye from weakly fluorescent to highly fluorescent. Confocal microscopic experiments validate that the dye can be used to identify changes in either Hg2+ or Cd2+ levels in living cells.

  DOI：

  10.1021/acs.inorgchem.5b00106
• 作为产物：
  描述：

  硝苯酚 在 palladium 10% on activated carbon 、 potassium carbonate 、 一水合肼 作用下， 以 甲醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 27.0h， 生成 2,2'-(ethane-1,2-diylbis(oxy))bis(N-(pyridine-2-ylmethyl)aniline)
  参考文献：
  名称：

  A Fluorescent Chemosensor for Hg²⁺ and Cd²⁺ Ions in Aqueous Medium under Physiological pH and Its Applications in Imaging Living Cells

  摘要：

  A new BODIPY derivative with 2,2'-(ethane-1,2-diylbis(oxy))bis(N,N-bis(pyridine-2-ylmethyl)aniline unit as the metal receptor has been designed and synthesized. The dye selectively detects either Cd2+ or Hg2+ ions in the presence of hosts of other biologically important and environmentally relevant metal ions in aqueous medium at physiological pH. Binding of metal ions causes a change in the emission behavior of the dye from weakly fluorescent to highly fluorescent. Confocal microscopic experiments validate that the dye can be used to identify changes in either Hg2+ or Cd2+ levels in living cells.

  DOI：

  10.1021/acs.inorgchem.5b00106

文献信息

• Discrimination between Hard Metals with Soft Ligand Donor Atoms: An On-Fluorescence Probe for Manganese(II)
  作者：Jian Liang、James W. Canary

  DOI：10.1002/anie.201002853

  日期：2010.10.11

  A backwards strategy for achieving Mn2+/Ca2+ selectivity was demonstrated: Instead of optimizing binding of Mn2+, the bapta ligand (upper structure in scheme) was modified by changing O to N donors to discourage association by unwanted competitor Ca2+. Attachment of a fluorophore gave a Mn2+‐selective on‐fluorescent probe for use in live cell imaging.

  展示了实现 Mn 2+ /Ca 2+选择性的反向策略：通过将 O 供体更改为 N 供体来修改 bapta 配体（方案中的上部结构）以阻止不需要的竞争者 Ca 2 的结合，而不是优化 Mn 2+ 的结合+。荧光团的附着提供了用于活细胞成像的 Mn 2+选择性荧光探针。