N,N-bis(tert-butoxycarbonylmethyl)-2-(2-pyridylmethoxy)aniline | 1141226-23-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N-bis(tert-butoxycarbonylmethyl)-2-(2-pyridylmethoxy)aniline
• CAS: 1141226-23-4
• 化学式: C₂₄H₃₂N₂O₅
• 分子量: 428.528
• InChiKey: XKPBWBVDFUFCEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  77.96
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N,N-bis(tert-butoxycarbonylmethyl)-2-(2-pyridylmethoxy)aniline 在 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以77%的产率得到4-(N,N-bis(tert-butoxycarbonylmethyl)amino)-3-(2-pyridylmethoxy)benzaldehyde
  参考文献：
  名称：

  Development of ratiometric fluorescent probe for zinc ion based on indole fluorophore

  摘要：

  A water-soluble ratiometric fluorescent probe ZID-1 has been developed on the basis of an internal charge transfer (ICT) mechanism. Upon complexation with Zn2+ under physiological conditions, ZID-1 exhibits a significant blue shift of 77 nm in the emission spectrum. The fluorescent behavior of ZID-1 suggests that the pyridyl group incorporated into the fluorophore coordinates the metal ion as the fourth 2 ligand and affords an appropriate binding affinity (K-d = 17.1 nM) for the intracellular imaging of Zn2+. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.026
• 作为产物：
  描述：

  [tert-butoxycarbonylmethyl-(2-hydroxy-phenyl)-amino]-acetic acid tert-butyl ester 、 2-氯甲基吡啶盐酸盐 在 sodium hydride 、 potassium iodide 作用下， 以 四氢呋喃 为溶剂， 以22%的产率得到N,N-bis(tert-butoxycarbonylmethyl)-2-(2-pyridylmethoxy)aniline
  参考文献：
  名称：

  Development of ratiometric fluorescent probe for zinc ion based on indole fluorophore

  摘要：

  A water-soluble ratiometric fluorescent probe ZID-1 has been developed on the basis of an internal charge transfer (ICT) mechanism. Upon complexation with Zn2+ under physiological conditions, ZID-1 exhibits a significant blue shift of 77 nm in the emission spectrum. The fluorescent behavior of ZID-1 suggests that the pyridyl group incorporated into the fluorophore coordinates the metal ion as the fourth 2 ligand and affords an appropriate binding affinity (K-d = 17.1 nM) for the intracellular imaging of Zn2+. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.026

文献信息

• Development of a Cholesterol-Conjugated Fluorescent Sensor for Site-Specific Detection of Zinc Ion at the Plasma Membrane
  作者：Shohei Iyoshi、Masayasu Taki、Yukio Yamamoto

  DOI：10.1021/ol201746p

  日期：2011.9.2

  A cholesterol-conjugated fluorescence Zn2+ sensor based on the fluorescein platform was designed and synthesized. The cholesterol moiety is essential for localizing the Zn2+ sensor to the cell membrane, allowing the sensor to probe changes in the Zn2+ concentration in a localized area of the cell.