Tert-butyl 2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[[2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]ethylamino]-2-oxoethyl]amino]acetyl]amino]ethyl]amino]acetate | 1403379-32-7

• 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: Tert-butyl 2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[[2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]ethylamino]-2-oxoethyl]amino]acetyl]amino]ethyl]amino]acetate
• 英文别名: tert-butyl 2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[[2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]ethylamino]-2-oxoethyl]amino]acetyl]amino]ethyl]amino]acetate
• CAS: 1403379-32-7
• 化学式: C₅₃H₆₀N₈O₁₂
• 分子量: 1001.11
• InChiKey: QUZQPMXYKIZEKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  73
• 可旋转键数：
  24
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  271
• 氢给体数：
  5
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  Tert-butyl 2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[[2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]ethylamino]-2-oxoethyl]amino]acetyl]amino]ethyl]amino]acetate 、 zinc diacetate 以 甲醇 为溶剂， 以85%的产率得到
  参考文献：
  名称：

  Cooperative Assembly of Zn Cross-Linked Artificial Tripeptides with Pendant Hydroxyquinoline Ligands

  摘要：

  An artificial peptide with three pendant hydroxyquinoline (hq) ligands on a palindromic backbone was designed and used to form multimetallic assemblies. Reaction of the tripeptide with zinc acetate led to a highly fluorescent tripeptide duplex with three Zn(II) coordinative cross-links. The binding process was monitored using spectrophotometric absorbance and emission titrations; NMR spectroscopy and mass spectrometry confirmed the identity and stoichiometry of the product structure. Titrations monitoring duplex formation of the zinc-tripeptide structure had a sigmoidal shape, equilibrium constant larger than the monomeric analogue, and a Hill coefficient >1, all of which indicate positive cooperativity. Photophysical characterization of the quantum yield, excited state lifetime, and polarization anisotropy are compared with the monometallic zinc-hq analogue. A higher than expected quantum yield for the trimetallic complex suggests a structure in which the central chromophore is shielded from solvent by it-stacking with neighboring Zn(II) complexes.

  DOI：

  10.1021/ic3004504
• 作为产物：
  描述：

  tert-butyl N-(2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}ethyl)glycinate 在 哌啶 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 145.0h， 生成 Tert-butyl 2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[[2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[2-[[2-(8-hydroxyquinolin-5-yl)acetyl]-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]ethylamino]-2-oxoethyl]amino]acetyl]amino]ethyl]amino]acetate
  参考文献：
  名称：

  Cooperative Assembly of Zn Cross-Linked Artificial Tripeptides with Pendant Hydroxyquinoline Ligands

  摘要：

  An artificial peptide with three pendant hydroxyquinoline (hq) ligands on a palindromic backbone was designed and used to form multimetallic assemblies. Reaction of the tripeptide with zinc acetate led to a highly fluorescent tripeptide duplex with three Zn(II) coordinative cross-links. The binding process was monitored using spectrophotometric absorbance and emission titrations; NMR spectroscopy and mass spectrometry confirmed the identity and stoichiometry of the product structure. Titrations monitoring duplex formation of the zinc-tripeptide structure had a sigmoidal shape, equilibrium constant larger than the monomeric analogue, and a Hill coefficient >1, all of which indicate positive cooperativity. Photophysical characterization of the quantum yield, excited state lifetime, and polarization anisotropy are compared with the monometallic zinc-hq analogue. A higher than expected quantum yield for the trimetallic complex suggests a structure in which the central chromophore is shielded from solvent by it-stacking with neighboring Zn(II) complexes.

  DOI：

  10.1021/ic3004504

文献信息

• Cooperative Assembly of Zn Cross-Linked Artificial Tripeptides with Pendant Hydroxyquinoline Ligands
  作者：Meng Zhang、Joy A. Gallagher、Matthew B. Coppock、Lisa M. Pantzar、Mary Elizabeth Williams

  DOI：10.1021/ic3004504

  日期：2012.11.5

  An artificial peptide with three pendant hydroxyquinoline (hq) ligands on a palindromic backbone was designed and used to form multimetallic assemblies. Reaction of the tripeptide with zinc acetate led to a highly fluorescent tripeptide duplex with three Zn(II) coordinative cross-links. The binding process was monitored using spectrophotometric absorbance and emission titrations; NMR spectroscopy and mass spectrometry confirmed the identity and stoichiometry of the product structure. Titrations monitoring duplex formation of the zinc-tripeptide structure had a sigmoidal shape, equilibrium constant larger than the monomeric analogue, and a Hill coefficient >1, all of which indicate positive cooperativity. Photophysical characterization of the quantum yield, excited state lifetime, and polarization anisotropy are compared with the monometallic zinc-hq analogue. A higher than expected quantum yield for the trimetallic complex suggests a structure in which the central chromophore is shielded from solvent by it-stacking with neighboring Zn(II) complexes.