tetra(tert-butyl)2,2′,2′′,2′′′-[4-(methoxycarbonyl)pyridine-2,6-diyl]bis(methylenenitrilo)-tetrakis acetate | 935476-80-5

• 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: tetra(tert-butyl)2,2′,2′′,2′′′-[4-(methoxycarbonyl)pyridine-2,6-diyl]bis(methylenenitrilo)-tetrakis acetate
• 英文别名: Methyl 2,6-bis[[bis[2-(1,1-dimethylethoxy)-2-oxoethyl]amino]methyl]-4-pyridinecarboxylate；methyl 2,6-bis[[bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]methyl]pyridine-4-carboxylate
• CAS: 935476-80-5
• 化学式: C₃₃H₅₃N₃O₁₀
• 分子量: 651.798
• InChiKey: CKTYGOAYKKQZEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  46.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  150.87
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  tetra(tert-butyl)2,2′,2′′,2′′′-[4-(methoxycarbonyl)pyridine-2,6-diyl]bis(methylenenitrilo)-tetrakis acetate 在 lithium hydroxide 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 水 为溶剂， 反应 44.0h， 生成
  参考文献：
  名称：

  Synthesis of a coumarin-based europium complex for bioanalyte labeling

  摘要：

  A coumarin-based curopium chelate ready-to-use for analyte labeling and homogeneous time-resolved fluorescence measurements has been designed. Compound 1 displays three functional elements: an azide reactive spacer arm, a coumarin sensitizer, and a seven-coordinate europium complex. That complex can be excited at 370 nm by inexpensive UV-LEDs as a light excitation source. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.010
• 作为产物：
  描述：

  异烟酸甲酯 在 硫酸 、 sodium iodide ammonium peroxydisulfate 、 sodium carbonate 、 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 36.0h， 生成 tetra(tert-butyl)2,2′,2′′,2′′′-[4-(methoxycarbonyl)pyridine-2,6-diyl]bis(methylenenitrilo)-tetrakis acetate
  参考文献：
  名称：

  Synthesis of a coumarin-based europium complex for bioanalyte labeling

  摘要：

  A coumarin-based curopium chelate ready-to-use for analyte labeling and homogeneous time-resolved fluorescence measurements has been designed. Compound 1 displays three functional elements: an azide reactive spacer arm, a coumarin sensitizer, and a seven-coordinate europium complex. That complex can be excited at 370 nm by inexpensive UV-LEDs as a light excitation source. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.010

文献信息

• Extending the Range of Distances Accessible by 19F Electron–Nuclear Double Resonance in Proteins Using High-Spin Gd(III) Labels
  作者：Alexey Bogdanov、Veronica Frydman、Manas Seal、Leonid Rapatskiy、Alexander Schnegg、Wenkai Zhu、Mark Iron、Angela M. Gronenborn、Daniella Goldfarb

  DOI：10.1021/jacs.3c13745

  日期：2024.3.6

  Fluorine electron-nuclear double resonance (19F ENDOR) has recently emerged as a valuable tool in structural biology for distance determination between F atoms and a paramagnetic center, either intrinsic or conjugated to a biomolecule via spin labeling. Such measurements allow access to distances too short to be measured by double electron–electron resonance (DEER). To further extend the accessible

  氟电子核双共振（ 19 F ENDOR）最近已成为结构生物学中的一种有价值的工具，用于确定 F 原子与顺磁中心之间的距离，无论是固有的还是通过自旋标记与生物分子共轭。这种测量可以到达双电子-电子共振（DEER）无法测量的距离。为了进一步扩大可到达的距离范围，我们利用 Gd(III) 的高自旋特性，重点关注中心跃迁 (|−1/2⟩ ↔ |+1/2⟩) 以外的跃迁，这些跃迁在高磁场和低温。这将光谱分辨率提高到约。 7倍，从而将19 F ENDOR的远距离极限提高了近2倍。我们首先在传统中心跃迁测量中具有高分辨率19 F 光谱的含氟 Gd(III) 配合物模型上证明了这一点，并显示了实验光谱与理论预测之间的定量一致性。然后，我们在用19 F 和 Gd(III) 标记的两种蛋白质上验证了我们的方法，其中 Gd-F 距离太长，在中心跃迁处测量时无法产生高分辨率的19 F ENDOR 双峰。通过关注 |−5/2⟩
• Lanthanide(III) complexes of pyridine–tetraacetic acid-glycoconjugates: Synthesis and luminescence studies of mono and divalent derivatives
  作者：Sébastien G. Gouin、Mélissa Roger、Nadine Leygue、David Deniaud、Karine Julienne、Eric Benoist、Claude Picard、José Kovensky、Chantal Galaup

  DOI：10.1016/j.bmcl.2012.03.003

  日期：2012.4

  A potent lanthanide chelate, fulfilling the requirements for the development of MRI contrast agents or luminescent probes, was armed with alkyne groups. We then implemented a click methodology to graft the bifunctional ligand to azide-containing glucoside and maltoside scaffolds. The resulting hydrophilic glycoconjugates retained the ligand binding capacity for Eu3+ or Tb3+ ion as evidenced by the number of bound water molecules to the lanthanide ion. Divalent Eu3+ and Tb3+ complexes were shown to double the brightness of the emitted fluorescent signal compared to its monovalent derivatives. Designing multivalent lanthanide luminescent probes would enable the fluorescent signal of labeled biomolecules to be enhanced. (C) 2012 Elsevier Ltd. All rights reserved.