2-[2-[2-[(1-Hydroxypyren-2-yl)methylideneamino]ethylamino]ethyliminomethyl]pyren-1-ol | 1560702-58-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 2-[2-[2-[(1-Hydroxypyren-2-yl)methylideneamino]ethylamino]ethyliminomethyl]pyren-1-ol
• CAS: 1560702-58-0
• 化学式: C₃₈H₂₉N₃O₂
• 分子量: 559.667
• InChiKey: AQYYNMCWLNODLQ-UHFFFAOYSA-N

物化性质

• 熔点：
  203 °C
• 沸点：
  826.3±65.0 °C(predicted)
• 密度：
  1.32±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  43
• 可旋转键数：
  8
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  77.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[2-[2-[(1-Hydroxypyren-2-yl)methylideneamino]ethylamino]ethyliminomethyl]pyren-1-ol 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以41.7%的产率得到
  参考文献：
  名称：

  Control strategy of displacement processes to sense biothiols via fluorescent changes

  摘要：

  Two different bis-pyrene derivatives BP-1 and BP-2 were synthesized, which showed efficient fluorescent quenching by Cu2+. The addition of biothiols, such as GSH, Cys, and Hcy, restored their fluorescent emissions. Differences in the affinities of BP-1 and BP-2 for Cu2+ were successfully applied to the different detection limits and the linear detection range of biothiols. An NH moiety and a sulfur atom in the linker were the only differences between BP-1 and BP-2. Since BP-1 bound Cu2+ more tightly than BP-2, BP-1-Cu2+ required more GSH, Cys, and Hcy equivalents to restore the fluorescent emission. In contrast, only two equivalents of biothiols restored the original emission of BP-2-Cu2+. As a proof-of-concept, we demonstrated that molecular recognition chemistry and host-gest chemistry, more specifically the modulation of metal ion recognition, can be successfully applied to biothiol detection, especially over different concentration ranges. BP-1 showed a fluorescent quenching effect in living cells upon the addition of Cu2+ and BP-1-Cu2+ was also successfully applied to imaging biothiols in living cells.

  DOI：

  10.1016/j.dyepig.2019.107871
• 作为产物：
  描述：

  1-溴芘 在 aluminum (III) chloride 、 copper(l) iodide 、 正丁基锂 、 四甲基乙二胺 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 78.0h， 生成 2-[2-[2-[(1-Hydroxypyren-2-yl)methylideneamino]ethylamino]ethyliminomethyl]pyren-1-ol
  参考文献：
  名称：

  A bispyrene derivative as a selective fluorescent probe for RNA

  摘要：

  合成了一种新型的双芘化合物，可在生理pH下通过激聚发射“开启”来选择性地检测RNA。

  DOI：

  10.1039/c3cc49430f