(4Z)-4-[4-(diphenylamino)benzylidene]-2-phenyl-1,3-oxazol-5(4H)-one

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (4Z)-4-[4-(diphenylamino)benzylidene]-2-phenyl-1,3-oxazol-5(4H)-one
• 英文别名: 5(4H)-Oxazolone, 4-[[4-(diphenylamino)phenyl]methylene]-2-phenyl-；(4Z)-2-phenyl-4-[[4-(N-phenylanilino)phenyl]methylidene]-1,3-oxazol-5-one
• 化学式: C₂₈H₂₀N₂O₂
• 分子量: 416.479
• InChiKey: CWWDDPNLXBOWAG-QOMWVZHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4Z)-4-[4-(diphenylamino)benzylidene]-2-phenyl-1,3-oxazol-5(4H)-one 在 水 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 114.0h， 生成
  参考文献：
  名称：

  A self-assembled tetrapeptide that acts as a “turn-on” fluorescent sensor for Hg2+ ion

  摘要：

  The tetrapeptide (Bz-Delta Phe(p-NPh2)-L-DOPA(protected)-L-Phe-L-Phe-OMe was designed to incorporate seven phenyl rings so that it's conformation, self-assembly and application in Hg2+ ions sensing could be studied. Peptide molecules adopted an overlapping beta-turn of type III/III conformation in crystals. The peptide showed a highly selective turn-on response towards mercuric ion over other metal ions with a 10-fold enhancement in fluorescence intensity. This intensity change coupled with the selectivity of the peptide towards mercury allowed us to demonstrate simple colorimetric dip sensing of Hg2+ ions. The technique provides a highly selective and effective way to detect He ions. The peptide also self-assembled into nanospheres with diameter ranges from 100 to 500 nm. Mercuric ion coordination enabled these peptide nanospheres to aggregate into well-defined nanoparticles. The enhanced fluorescence upon Hg2+ addition demonstrates that peptide scaffolds can be exploited in the development of different selective sensors. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2018.08.043
• 作为产物：
  描述：

  马尿酸 、 4-二苯胺基苯甲醛 在 sodium acetate 、 乙酸酐 作用下， 反应 2.0h， 以50%的产率得到(4Z)-4-[4-(diphenylamino)benzylidene]-2-phenyl-1,3-oxazol-5(4H)-one
  参考文献：
  名称：

  A self-assembled tetrapeptide that acts as a “turn-on” fluorescent sensor for Hg2+ ion

  摘要：

  The tetrapeptide (Bz-Delta Phe(p-NPh2)-L-DOPA(protected)-L-Phe-L-Phe-OMe was designed to incorporate seven phenyl rings so that it's conformation, self-assembly and application in Hg2+ ions sensing could be studied. Peptide molecules adopted an overlapping beta-turn of type III/III conformation in crystals. The peptide showed a highly selective turn-on response towards mercuric ion over other metal ions with a 10-fold enhancement in fluorescence intensity. This intensity change coupled with the selectivity of the peptide towards mercury allowed us to demonstrate simple colorimetric dip sensing of Hg2+ ions. The technique provides a highly selective and effective way to detect He ions. The peptide also self-assembled into nanospheres with diameter ranges from 100 to 500 nm. Mercuric ion coordination enabled these peptide nanospheres to aggregate into well-defined nanoparticles. The enhanced fluorescence upon Hg2+ addition demonstrates that peptide scaffolds can be exploited in the development of different selective sensors. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2018.08.043

文献信息

• A self-assembled tetrapeptide that acts as a “turn-on” fluorescent sensor for Hg2+ ion
  作者：Kalpana Tomar、Gagandeep Kaur、Sandeep Verma、Gurunath Ramanathan

  DOI：10.1016/j.tetlet.2018.08.043

  日期：2018.10

  The tetrapeptide (Bz-Delta Phe(p-NPh2)-L-DOPA(protected)-L-Phe-L-Phe-OMe was designed to incorporate seven phenyl rings so that it's conformation, self-assembly and application in Hg2+ ions sensing could be studied. Peptide molecules adopted an overlapping beta-turn of type III/III conformation in crystals. The peptide showed a highly selective turn-on response towards mercuric ion over other metal ions with a 10-fold enhancement in fluorescence intensity. This intensity change coupled with the selectivity of the peptide towards mercury allowed us to demonstrate simple colorimetric dip sensing of Hg2+ ions. The technique provides a highly selective and effective way to detect He ions. The peptide also self-assembled into nanospheres with diameter ranges from 100 to 500 nm. Mercuric ion coordination enabled these peptide nanospheres to aggregate into well-defined nanoparticles. The enhanced fluorescence upon Hg2+ addition demonstrates that peptide scaffolds can be exploited in the development of different selective sensors. (C) 2018 Elsevier Ltd. All rights reserved.