Fmoc-aeg(py)-aeg(tpy)-OtBu | 1228700-27-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: Fmoc-aeg(py)-aeg(tpy)-OtBu
• 英文别名: tert-butyl 2-[[2-(2,6-dipyridin-2-ylpyridin-4-yl)acetyl]-[2-[[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl-(2-pyridin-4-ylacetyl)amino]acetyl]amino]ethyl]amino]acetate
• CAS: 1228700-27-3
• 化学式: C₅₁H₅₂N₈O₇
• 分子量: 889.023
• InChiKey: WZMHAMBNPQMLKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  66
• 可旋转键数：
  21
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  186
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  Fmoc-aeg(py)-OH 、 aeg-(tpy)-OtBu 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 48.25h， 以41%的产率得到Fmoc-aeg(py)-aeg(tpy)-OtBu
  参考文献：
  名称：

  Cu^II Cross-Linked Antiparallel Dipeptide Duplexes Using Heterofunctional Ligand-Substituted Aminoethylglycine

  摘要：

  Two artificial dipeptides containing both a pendant monodentate (pyridine (py)) and tridentate (terpyridine (tpy) or phenyl terpyridine (phi-tpy)) ligand on an aminoethylglycine (aeg) backbone have been synthesized. These oligopeptides are fully characterized by one and two-dimensional NMR spectroscopy, mass spectrometry, and elemental analysis. The ligands were chosen because they coordinate Cu2+ to form [Cu(py)(tpy)](2+) complexes; when bound to the dipeptide scaffold, Cu2+ chelation cross-links the strands to form double-stranded duplex structures with an antiparallel arrangement. Using spectrophotometric titrations, we observe coordination of one Cu2+ metal per dipeptide strand. Mass spectrometry, NMR spectroscopy, vapor pressure osmometry, and HPLC confirm that the resulting structures are the dipeptide duplex cross-linked by two metal centers.

  DOI：

  10.1021/ic100252g

文献信息

• Cu^II Cross-Linked Antiparallel Dipeptide Duplexes Using Heterofunctional Ligand-Substituted Aminoethylglycine
  作者：Matthew B. Coppock、Matthew T. Kapelewski、Hye Won Youm、Lauren A. Levine、James R. Miller、Carl P. Myers、Mary Elizabeth Williams

  DOI：10.1021/ic100252g

  日期：2010.6.7

  Two artificial dipeptides containing both a pendant monodentate (pyridine (py)) and tridentate (terpyridine (tpy) or phenyl terpyridine (phi-tpy)) ligand on an aminoethylglycine (aeg) backbone have been synthesized. These oligopeptides are fully characterized by one and two-dimensional NMR spectroscopy, mass spectrometry, and elemental analysis. The ligands were chosen because they coordinate Cu2+ to form [Cu(py)(tpy)](2+) complexes; when bound to the dipeptide scaffold, Cu2+ chelation cross-links the strands to form double-stranded duplex structures with an antiparallel arrangement. Using spectrophotometric titrations, we observe coordination of one Cu2+ metal per dipeptide strand. Mass spectrometry, NMR spectroscopy, vapor pressure osmometry, and HPLC confirm that the resulting structures are the dipeptide duplex cross-linked by two metal centers.