ZnPcH12SPy4 | 1393719-38-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: ZnPcH12SPy4
• CAS: 1393719-38-4
• 化学式: C₅₂H₂₈N₁₂S₄Zn
• 分子量: 1014.53
• InChiKey: QROJWSJYINHEEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  ZnPcH12SPy4 、 碘甲烷 以 N,N-二甲基甲酰胺 为溶剂， 以100%的产率得到ZnPcH12(SPyMe)4
  参考文献：
  名称：

  Phthalocyanine Thio-Pyridinium Derivatives as Antibacterial Photosensitizers†

  摘要：

  ABSTRACTThis study describes the synthesis of three new tetra‐ and octa‐thio‐pyridinium phthalocyanine derivatives. PSs 3a and 4a were prepared from the tetramerization of phthalonitriles 1 and 2, respectively, whereas PS 5 was prepared from the nucleophilic substitution of the 8 beta fluor atoms of hexadecafluorophthalocyaninatozinc(II) by mercaptopyridine, followed by cationization. The recombinant bioluminescent Escherichia coli strain was used to assess, in real time, the photoinactivation efficiency of these cationic phthalocyanines, under white and red light. The cellular localization and uptake were also determined to assess the potential of the new phthalocyanines as antibacterial agents. Derivative 3a was the most effective PS, causing a 5 logs reduction in bioluminescence after 30 min of irradiation under white or red lights. The photoinactivation efficiency of the phthalocyanine 4a was similar (5 logs reduction in bioluminescence) to that of 3a when irradiated with white light, but the efficiency of inactivation was reduced (2.1 logs reduction in bioluminescence) under red light. The tetra‐substituted phthalocyanine 3a also generates high amounts of singlet oxygen, does not aggregate in PBS and is highly fluorescent, which makes it an effective PS and a promising fluorescent labeling.

  DOI：

  10.1111/j.1751-1097.2012.01113.x
• 作为产物：
  描述：

  4-pyridylsulfanyl phthalonitrile 在 N,N-二甲基乙醇胺 、 zinc diacetate 作用下， 反应 15.0h， 以82%的产率得到ZnPcH12SPy4
  参考文献：
  名称：

  Phthalocyanine Thio-Pyridinium Derivatives as Antibacterial Photosensitizers†

  摘要：

  ABSTRACTThis study describes the synthesis of three new tetra‐ and octa‐thio‐pyridinium phthalocyanine derivatives. PSs 3a and 4a were prepared from the tetramerization of phthalonitriles 1 and 2, respectively, whereas PS 5 was prepared from the nucleophilic substitution of the 8 beta fluor atoms of hexadecafluorophthalocyaninatozinc(II) by mercaptopyridine, followed by cationization. The recombinant bioluminescent Escherichia coli strain was used to assess, in real time, the photoinactivation efficiency of these cationic phthalocyanines, under white and red light. The cellular localization and uptake were also determined to assess the potential of the new phthalocyanines as antibacterial agents. Derivative 3a was the most effective PS, causing a 5 logs reduction in bioluminescence after 30 min of irradiation under white or red lights. The photoinactivation efficiency of the phthalocyanine 4a was similar (5 logs reduction in bioluminescence) to that of 3a when irradiated with white light, but the efficiency of inactivation was reduced (2.1 logs reduction in bioluminescence) under red light. The tetra‐substituted phthalocyanine 3a also generates high amounts of singlet oxygen, does not aggregate in PBS and is highly fluorescent, which makes it an effective PS and a promising fluorescent labeling.

  DOI：

  10.1111/j.1751-1097.2012.01113.x