tert-butyl {N-[2-(N-9-fluorenylmethyoxycarbonylamino)ethyl]-N-[(8-hydroxyquinolin-5-yl)acetyl]amino}acetate | 1403379-30-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: tert-butyl {N-[2-(N-9-fluorenylmethyoxycarbonylamino)ethyl]-N-[(8-hydroxyquinolin-5-yl)acetyl]amino}acetate
• CAS: 1403379-30-5
• 化学式: C₃₄H₃₅N₃O₆
• 分子量: 581.668
• InChiKey: CLCIOXMZMFXMDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.19
• 重原子数：
  43.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  118.06
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  tert-butyl {N-[2-(N-9-fluorenylmethyoxycarbonylamino)ethyl]-N-[(8-hydroxyquinolin-5-yl)acetyl]amino}acetate 在 哌啶 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以57%的产率得到tert-butyl {N-[2-aminoethyl]-N-[(8-hydroxyquinolin-5-yl)acetyl]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
• 作为产物：
  描述：

  5-carboxymethyl-8-hydroxyquinoline hydrochloride 、 tert-butyl N-(2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}ethyl)glycinate 在 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 为溶剂， 反应 48.0h， 以64%的产率得到tert-butyl {N-[2-(N-9-fluorenylmethyoxycarbonylamino)ethyl]-N-[(8-hydroxyquinolin-5-yl)acetyl]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