trans-4-pyridine | 90133-94-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: trans-4-pyridine
• 英文别名: (E)-N,N-dibutyl-4-(2-(pyridine-4-yl)vinyl)aniline；trans-4-[p-(di-n-butylamino)styryl]pyridine；N,N-dibutyl-4-[(E)-2-pyridin-4-ylethenyl]aniline
• CAS: 90133-94-1
• 化学式: C₂₁H₂₈N₂
• 分子量: 308.467
• InChiKey: MQWUQRYSJALOKP-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-4-pyridine 在 吡啶 、 氯磷酸二甲酯 作用下， 反应 18.0h， 生成 1-[γ-hydroxypropyl]-trans-4-[p-(di-n-butylamino)styryl]pyridinium phosphate
  参考文献：
  名称：

  Enzyme-Induced Staining of Biomembranes with Voltage-Sensitive Fluorescent Dyes

  摘要：

  We consider the physicochemical basis for enzyme-induced staining of cell membranes by fluorescent voltage-sensitive dyes, a method that may lead to selective labeling of genetically encoded nerve cells in brain for studies of neuronal signal processing. The approach relies on the induction of membrane binding by enzymatic conversion of a water-soluble precursor dye. We synthesized an amphiphilic hemicyanine dye with and without an additional phosphate appendix at its polar headgroup. The fluorescence of these dyes is negligible in water but high when bound to lipid membranes. By fluorescence titration with lipid vesicles it was shown that the phosphate group lowers the partition coefficient from water to membrane by more than an order of magnitude. By isothermal titration calorimetry, we showed that the dye phosphate was a substrate for a water-soluble alkaline phosphatase following Michaelis-Menten kinetics. In a suspension of lipid vesicles, the enzyme reaction led to a fluorescence increase due to enhanced membrane binding of the product dye in accord with the Michaelis-Menten kinetics of the reaction and the partition coefficients of substrate and product. We successfully tested the staining method by fluorescence microscopy with individual giant lipid vesicles and with individual red blood cells. In both systems, the membrane fluorescence due to bound hemicyanine was enhanced by an order of magnitude, proving the feasibility of enzyme-induced staining with voltage-sensitive dyes.

  DOI：

  10.1021/jp036811h
• 作为产物：
  描述：

  4-乙烯基吡啶 、 4-溴-N,N-二丁基苯胺 在 palladium diacetate 三(邻甲基苯基)磷 作用下， 以 三乙胺 为溶剂， 反应 72.0h， 以86%的产率得到trans-4-pyridine
  参考文献：
  名称：

  Charge-shift probes of membrane potential. Synthesis

  摘要：

  DOI：

  10.1021/jo00188a006

文献信息

• Polarity-dependent Photophysical Properties of Hemicyanine Dyes and Their Application in 2-Photon Microscopy Biological Imaging
  作者：Yuta Kimura、Atsuya Momotake、Noriko Takahashi、Haruo Kasai、Tatsuo Arai

  DOI：10.1246/cl.2012.528

  日期：2012.5.5

  Two fluorescent hemicyanine type compounds, 1 and 2 have been developed for membrane staining, and their photophysical properties were investigated in various solvents. The demonstrated 2-photon-microscopy-biological-imaging application indicates the usefulness of 1 as a fluorescent probe.

  两种半菁型荧光化合物1和2被开发用于膜染色，并在多种溶剂中研究了它们的光物理性质。所展示的双光子显微镜生物成像应用表明1作为荧光探针的实用性。
• Amphiphilic polyenic push–pull chromophores for nonlinear optical applications
  作者：Valérie Alain、Mireille Blanchard-Desce、Isabelle Ledoux-Rak、Joseph Zyss

  DOI：10.1039/a908717f

  日期：——

  Amphiphilic cationic polyenic push–pull chromophores which offer interesting supramolecular possibilities for second harmonic generation have been synthesised and their optical non-linearities studied for the first time by electric field induced second harmonic (EFISH) generation in solution.

  两亲阳离子多烯推拉发色团为二次谐波的产生提供了有趣的超分子可能性，我们合成了这种发色团，并首次在溶液中通过电场诱导二次谐波（EFISH）的产生对其光学非线性进行了研究。
• Encapsulation of Pd(OAc)2 catalyst in an ionic liquid phase confined in silica gels. Application to Heck–Mizoroki reaction
  作者：Sabrina Volland、Marina Gruit、Thomas Régnier、Lydie Viau、Olivier Lavastre、André Vioux

  DOI：10.1039/b902909e

  日期：——

  Ionogels encapsulating Pd(OAc)2 were successfully used as catalysts in Heck–Mizoroki coupling reactions. Reaction rates were compared to homogeneous systems showing no significant difference. Leaching tests showed that catalysis actually took place in the ionic liquid phase confined within the silica matrix. The absence of leaching of palladium, the trapping of salt by-product in ionogels and the ability to produce convenient ready-to-use catalyst doses open interesting potential applications.

  包裹钯（OAc）2 的离子凝胶被成功用作 HeckâMizoroki 偶联反应的催化剂。与均相体系相比，反应速率没有明显差异。浸出测试表明，催化作用实际上发生在硅基质内的离子液体相中。钯不被浸出、离子凝胶中盐类副产物的截留以及方便生产即用型催化剂剂量的能力都为其带来了有趣的潜在应用。
• Selective staining of biomembranes using voltage-sensitive dyes
  申请人：Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V.

  公开号：EP1553396A2

  公开（公告）日：2005-07-13

  The present invention relates to a method for staining membranes, in particular, a method for selective staining of cells using voltage-sensitive dyes.

  本发明涉及一种对膜进行染色的方法，特别是使用电压敏感染料对细胞进行选择性染色的方法。
• HASSNER, A.;BIRNBAUM, D.;LOEW, L. M., J. ORG. CHEM., 1984, 49, N 14, 2546-2551
  作者：HASSNER, A.、BIRNBAUM, D.、LOEW, L. M.

  DOI：——

  日期：——