5-(4-bromohexyloxy)phenyl-10,15,20-tri(4-chloro)phenylporphyrin | 1130637-71-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 5-(4-bromohexyloxy)phenyl-10,15,20-tri(4-chloro)phenylporphyrin
• CAS: 1130637-71-6
• 化学式: C₅₀H₃₈BrCl₃N₄O
• 分子量: 897.141
• InChiKey: ICRAPDBDODGYFJ-JXNHMKLYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.62
• 重原子数：
  59.0
• 可旋转键数：
  11.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.59
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-(4-bromohexyloxy)phenyl-10,15,20-tri(4-chloro)phenylporphyrin 、 fluorescein free acid 在 potassium fluoride 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以53.6%的产率得到5-(4-fluoresceinhexyloxy)phenyl-10,15,20-tri(4-chloro)phenylporphyrin
  参考文献：
  名称：

  DNA-binding and photocleavage of fluorescein-porphyrinatozinc complexes

  摘要：

  Three fluorescein-porphyrinatozinc(II) complexes, Zn(Fl-HPTTP) (1) (Fl-HPTTP = 5-(4-fluoresceinhexyloxy) phenyl-10,15,20-tritolylporphyrin), Zn(Fl-HPTPP) (2) (Fl-HPTPP = 5-(4-fluoresceinhexyloxy) phenyl-10,15,20-triphenylporphyrin), and Zn(Fl-HPTCPP) (3) (Fl-HPTCPP 5-(4-fluoresceinhexyloxy) phenyl-10,15,20-tri(4-chloro) phenylporphyrin), have been synthesized and characterized by elemental analysis, IR, UV-Vis, ES-MS, and H-1 NMR. The DNA-binding behaviors of these complexes with calf-thymus DNA (ct-DNA) were investigated by UV-Vis absorption titration, fluorescence spectra, viscosity measurements, thermal denaturation, and circular dichroism. The results suggest that 1, 2, and 3 interact with ct-DNA by intercalation and the DNA-binding affinities of these fluorescein-porphyrinatozinc(II) complexes may be closely associated with electronic effects of the substituent group introduced on the porphyrin ring of the ligands. The DNA-binding affinity (K-b values) follows the order 1 > 2 > 3. In addition, their photocleavage reactions with pBR322 supercoiled plasmid DNA were investigated by gel electrophoresis experiments. All complexes exhibit significant DNA cleavage activity. The cleavage ability of the fluorescein-porphyrinatozinc(II) complexes follows the order 1 > 2 > 3, in parallel to the magnitude of their intrinsic binding constants.

  DOI：

  10.1080/00958972.2012.681381