(E)-2-(3-(4-(diethylamino)styryl)-5,5-dimethylcyclohex-2-en-1-ylidene)malononitrile

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (E)-2-(3-(4-(diethylamino)styryl)-5,5-dimethylcyclohex-2-en-1-ylidene)malononitrile
• 英文别名: 2-[3-[(E)-2-[4-(diethylamino)phenyl]ethenyl]-5,5-dimethylcyclohex-2-en-1-ylidene]propanedinitrile
• 化学式: C₂₃H₂₇N₃
• 分子量: 345.487
• InChiKey: YFGUCPRYIMMWOJ-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异佛尔酮 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 50.0h， 生成 (E)-2-(3-(4-(diethylamino)styryl)-5,5-dimethylcyclohex-2-en-1-ylidene)malononitrile
  参考文献：
  名称：

  合理设计结晶诱导发射探针来检测活细胞中的无定形蛋白聚集

  摘要：

  与淀粉样蛋白聚集体不同，没有明确结构的无定形蛋白聚集体一直难以在复杂的细胞环境中靶向和检测。在这项研究中，我们合理地设计了来自聚集诱导发射探针（AIEgens）的无定形蛋白聚集传感器。利用二氰基异佛尔酮作为 AIEgen 支架模型，我们首先将 AIEgens 的荧光敏化到模拟无定形聚集蛋白内部的非极性和粘性环境。我们确定了一个普遍适用的部分（二甲氨基亚苯基）用于选择性结合和荧光增强。吸电子基团的调节调整了发射波长，同时保留了选择性检测。最后，我们利用优化的探针对蛋白质稳态网络调节下的聚集蛋白质组进行系统成像。总的来说，我们提出了一种合理的方法来开发 AIEgens 的无定形蛋白聚集传感器，具有可控的灵敏度、光谱覆盖范围和细胞性能。

  DOI：

  10.1002/anie.202103674

文献信息

• A new synthetic approach for nonlinear optical chromophores possessing enhanced thermal stability
  作者：Ching-Fong Shu、Wen-Jen Tsai、Alex K-Y. Jen

  DOI：10.1016/0040-4039(96)01550-x

  日期：1996.9

  A synthetic strategy for NLO chromophores containing cyclic-locked, conjugated triene segment has been developed. The incorporation of the ethylenic bonds into a 6-membered ring resulted in enhanced thermal stabilities of chromophores.

  已开发出一种用于合成NLO发色团的方法，该发色团包含环状锁定的共轭三烯链段。将烯键结合到6-元环中导致发色团的热稳定性增强。
• Near-Infrared Solid-State Emitters Based on Isophorone: Synthesis, Crystal Structure and Spectroscopic Properties.
  作者：Julien Massin、Wissam Dayoub、Jean-Christophe Mulatier、Christophe Aronica、Yann Bretonnière、Chantal Andraud

  DOI：10.1021/cm102165r

  日期：2011.2.8

  A series of near-infrared solid-state emitters based on the dicyanoisophorone electron acceptor group was synthesized. The solid-state spectroscopic properties were studied by UV-visible absorption spectroscopy and fluorescence spectroscopy and analyzed in light of the single crystal structures obtained by X-ray diffraction. This series of push-pull dipolar fluorophores differing only by the substituent groups on the donor end display interesting solid-state emission properties on crystal with an emission in the near-infrared ranging from 710 to 790 nm. The origin of the emission depends on the nature of the substituent groups that influence the crystal packing and trigger the formation of long chain of emitting aggregates.
• Isophorone- and pyran-containing NLO-chromophores: a comparative study
  作者：Raquel Andreu、Santiago Franco、Elena Galán、Javier Garín、Natalia Martínez de Baroja、Cristina Momblona、Jesús Orduna、Raquel Alicante、Belén Villacampa

  DOI：10.1016/j.tetlet.2010.05.033

  日期：2010.7

  A series of merocyanines containing isophorone or pyran rings in the spacer have been synthesized. For a given pair of donor and acceptor groups, the isophorone derivatives show higher second-order optical nonlinearities, but lower thermal stabilities. The first NLO-chromophores endowed with a dihydropyran fragment in the spacer have also been prepared and studied. (C) 2010 Elsevier Ltd. All rights reserved.
• Two reasonably designed polarity-viscosity sensitive fluorescent probes with large Stokes shift for lighting up lipid droplets in cells
  作者：Chen Han、Zhi-Hao Zhang、Lin Wang、Xiao-Qian Chen、Jianbo Qu、Keyin Liu、Jian-Yong Wang

  DOI：10.1016/j.jphotochem.2021.113656

  日期：2022.3