N,N-dimethyl-4-(1-(pyren-1-yl)-1H-1,2,3-triazol-4-yl)benzenamine | 1274355-72-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: N,N-dimethyl-4-(1-(pyren-1-yl)-1H-1,2,3-triazol-4-yl)benzenamine
• 英文别名: N,N-dimethyl-4-(1-pyren-1-yltriazol-4-yl)aniline
• CAS: 1274355-72-4
• 化学式: C₂₆H₂₀N₄
• 分子量: 388.472
• InChiKey: BIJXWOQZIHPVEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  34
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-氨基芘 在 copper(II) sulfate 、 sodium ascorbate 、 sodium nitrite 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 0.42h， 生成 N,N-dimethyl-4-(1-(pyren-1-yl)-1H-1,2,3-triazol-4-yl)benzenamine
  参考文献：
  名称：

  使用智能荧光发光探针三唑基yr（TNDMB Py）对Cu 2+离子进行荧光检测

  摘要：

  我们报告了使用荧光发光探针三唑基yr（TNDMB Py）对Cu 2+离子的检测。因此，该探针显示出单体和受激准分子发射的显着荧光增强，以及2：1的探针-Cu 2+络合物，具有高选择性，高稳定性常数和低检测限。准分子的形成也基于DFT计算得到了合理化。我们的探针还能够以高缔合常数检测水性介质中SDS胶束包裹的Cu 2+离子，因此显示出其实用性。因此，我们的探针可用作有效的Cu 2+离子选择性荧光发光探针，并可能在化学和生物系统中得到应用。

  DOI：

  10.1016/j.tetlet.2012.08.074

文献信息

• Installation/Modulation of the Emission Response via Click Reaction
  作者：Subhendu Sekhar Bag、Rajen Kundu

  DOI：10.1021/jo200231k

  日期：2011.5.6

  We have demonstrated the installation of a fluorescence property into a nonfluorescent precursor and modulation of an emission response of a pyrene fluorophore via click reaction. The synthesized fluorophores show different solvatochromicity and/or intramolecular charge transfer (ICT) feature as is revealed from the UV-visible, fluorescence photophysical properties of these fluorophores, and DFT/TDDFT calculation. We observed that some of the synthesized fluorophores showed purely ICT character while emission from some of them arose from the LE state. A structureless and solvent polarity-sensitive dual emission behavior was observed for one of the triazolylpyrene fluorophores that contains an electron-donating -NMe(2) substituent (fluorophore, 7a). Conversely, triazolylpyrene with an electron-withdrawing -CN group (fluorophore, 7b) showed a solvent polarity-independent vibronic emission. The effect of ICT on the photophysical properties of these fluorophores was studied by fluorescence emission spectra and DFT/TDDFT calculations. Fluorescence lifetime's were also measured in different solvents. All of our findings revealed the delicate interplay of structure and emission properties and thus having broader general utility. As the CT to LE intensity ratio can be employed as a sensing index, the dual emissive fluorophore can be utilized in designing the molecular recognition system too. We envisage that our investigation is of importance for the development of new fluorophores with predetermined photophysical properties that may find a wide range of applications in chemistry, biology, and material sciences.
• Sensing of biomolecules and label-free discrimination of DNA containing a triple T–C/T–G mismatch pair with a fluorescence light-up probe, triazolylpyrene (TNDMBPy)
  作者：Subhendu Sekhar Bag、Rajen Kundu、Subhashis Jana

  DOI：10.1016/j.tetlet.2013.03.029

  日期：2013.5

  Binding to the minor groove of calf-thymus DNA (ct-DNA) and strong binding in hydrophobic pocket of bovine serum albumin (BSA), switched-on the fluorescence of smart fluorescent probe, triazolylpyrene (Py-TNDMB). Also, a novel label-free strategy was adopted to detect DNA base mismatch via the generation of distinct fluorescence signal at visible region utilizing the same probe (c) 2013 Elsevier Ltd. All rights reserved.
• Fluorometric sensing of Cu2+ ion with smart fluorescence light-up probe, triazolylpyrene (TNDMBPy)
  作者：Subhendu Sekhar Bag、Rajen Kundu、Sangita Talukdar

  DOI：10.1016/j.tetlet.2012.08.074

  日期：2012.10

  detection of Cu2+ ion with fluorescence light-up probe, triazolylpyrene (TNDMBPy). Thus, the probe showed a remarkable fluorescence enhancement of both of the monomer and excimer emissions and a 2:1 probe–Cu2+ complexation with high selectivity, high stability constant and low detection limit. Formation of the excimer was also rationalized on the basis of DFT calculation. Our probe is also capable of

  我们报告了使用荧光发光探针三唑基yr（TNDMB Py）对Cu 2+离子的检测。因此，该探针显示出单体和受激准分子发射的显着荧光增强，以及2：1的探针-Cu 2+络合物，具有高选择性，高稳定性常数和低检测限。准分子的形成也基于DFT计算得到了合理化。我们的探针还能够以高缔合常数检测水性介质中SDS胶束包裹的Cu 2+离子，因此显示出其实用性。因此，我们的探针可用作有效的Cu 2+离子选择性荧光发光探针，并可能在化学和生物系统中得到应用。