c16-AHAL3K3-CO2H | 1414891-71-6

• 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: c16-AHAL3K3-CO2H
• CAS: 1414891-71-6
• 化学式: C₆₄H₁₁₈N₁₄O₁₁
• 分子量: 1259.73
• InChiKey: XQGQEVYFDLOWFI-MHDGOMKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  89.0
• 可旋转键数：
  52.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  405.94
• 氢给体数：
  14.0
• 氢受体数：
  14.0

反应信息

• 作为产物：
  描述：

  fmoc-Lys(Boc)-Wang resin 、 Fmoc-L-亮氨酸 、 Fmoc-L-丙氨酸 、 棕榈酸 、 alkaline earth salt of/the/ methylsulfuric acid 、 alkaline earth salt of/the/ methylsulfuric acid 在 哌啶 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.92h， 生成 c16-AHAL3K3-CO2H
  参考文献：
  名称：

  Self-Assembly of Highly Ordered Peptide Amphiphile Metalloporphyrin Arrays

  摘要：

  Long fibers assembled from peptide amphiphiles capable of binding the metalloporphyrin zinc protoporphyrin IX ((PPIX)Zn) have been synthesized. Rational peptide design was employed to generate a peptide, c16-AHL(3)K(3)-CO2H, capable of forming a beta-sheet structure that propagates into larger fibrous structures. A porphyrin-binding site, a single histidine, was engineered into the peptide sequence in order to bind (PPIX)Zn to provide photophysical functionality. The resulting system indicates control from the molecular level to the macromolecular level with a high order of porphyrin organization. UV/visible and circular dichroism spectroscopies were employed to detail molecular organization, whereas electron microscopy and atomic force microscopy aided in macromolecular characterization. Preliminary picosecond transient absorption data are also reported. Reduced hemin, (PPIX)Fe-II, was also employed to highlight the material's versatility and tunability.

  DOI：

  10.1021/ja304674d