Boc-dmaPhe-Ala2-pyrAla-Glu(OBzl)4-OBzl | 132645-49-9

• 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: Boc-dmaPhe-Ala2-pyrAla-Glu(OBzl)4-OBzl
• CAS: 132645-49-9
• 化学式: C₉₆H₁₀₅N₉O₁₉
• 分子量: 1688.94
• InChiKey: PAPHUBNOPZNHNK-LZWDSCBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  124.0
• 可旋转键数：
  43.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  376.77
• 氢给体数：
  8.0
• 氢受体数：
  20.0

反应信息

• 作为产物：
  描述：

  HCl*pyrAla-Glu(OBzl)4-OBzl 、 Boc-dmaPhe-Ala2-OH 在 N-甲基吗啉 、 氯甲酸异丁酯 作用下， 生成 Boc-dmaPhe-Ala2-pyrAla-Glu(OBzl)4-OBzl
  参考文献：
  名称：

  Photoinduced electron transfer in a single .alpha.-helical polypeptide chain: evidence of a through-space mechanism

  摘要：

  alpha-Helical polypeptides containing a single pair of L-p-(dimethylamino)phenylalanine and L-l-pyrenylalanine were synthesized. The distance and orientation of the (dimethylamino)phenyl (D) and pyreyl (P) group were varied by inserting different numbers (m) of L-alanine units between the two artificial aromatic amino acids. The edge-to-edge distances between D and P groups, predicted from conformational energy calculations, were 5.4 angstrom for m = 0, 9.4 angstrom for m = 1, and 5.5 angstrom for m = 2. This indicates that the D-P pair in the m = 2 polypeptide is separated by a larger number of bonds but located closer than the D-P pair in the m = 1 polypeptide. The D-P pair in the m = 0 polypeptide was arranged in a head-to-tail manner, but that in the m = 2 polypeptide had a face-to-face arrangement. The rates of photoinduced electron transfer (ET) from the D to P* group at -20-degrees-C in trimethyl phosphate solution were evaluated from the decay time of P* fluorescence to be 1.9 x 10(7) (m = 0), 6.6 x 10(5) (m = 1), and 2.1 x 10(7) s-1 (m = 2). The results show that the ET is occurring through space, and the possibility for a helical polypeptide chain as an electron mediator was excluded, at least for this relatively short distance ET. The ET rate was not very sensitive to the orientation of the donor and acceptor groups.

  DOI：

  10.1021/j100162a074