2-[(1E,3E,5E)-6-(acetyl-4-hydroxyanilino)-1,3,5-hexatrienyl]-1,3,3-trimethyl-3H-indolium iodide polystyrene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[(1E,3E,5E)-6-(acetyl-4-hydroxyanilino)-1,3,5-hexatrienyl]-1,3,3-trimethyl-3H-indolium iodide polystyrene
• 英文别名: acetyl-phenyl-[6-(1,1,3-trimethylbenzo[e]indol-2-ylidene)hexa-2,4-dienylidene]azanium;iodide
• 化学式: C₂₆H₂₈N₂O₂Pol*I
• 分子量: 548.5
• InChiKey: ALQMKIAMUPWKBJ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  23.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[(1E,3E,5E)-6-(acetyl-4-hydroxyanilino)-1,3,5-hexatrienyl]-1,3,3-trimethyl-3H-indolium iodide polystyrene 、 N-(6-iodohexyl)-1,1,2-trimethyl-1H-benz[e]indolium iodide 在 N,N-二异丙基乙胺 作用下， 反应 3.0h， 以19%的产率得到1,1-dimethyl-N-(6-iodohexyl)-2-[7-(N,1,1-trimethyl-1,3-dihydrobenz[e]indol-2-ylidene)-1,3,5-heptatrienyl]-1H-benz[e]indolium iodide
  参考文献：
  名称：

  Fluorinated squaraine as near-IR label with improved properties for the labeling of oligonucleotides

  摘要：

  A new squaraine dye with fluorinated benzothiazole rings was synthesized. This new label possesses improved photophysical properties and chemical stability as compared to the corresponding non-fluorinated and the dicyanosquaraines. These squaraines were used for the labeling of a series of oligonucleotides with various sequences, lengths, and chemistries. The conjugates involving the fluorinated squaraine possess the best properties: emission wavelength >670 nm, high quantum yields (0.27-0.39). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.029
• 作为产物：
  描述：

  乙酸酐 、 1,2,3,3-四甲基-3H-吲哚鎓碘化物 、 glutaconaldehyde dianilide monohydrochloride 在 溶剂黄146 作用下， 反应 2.5h， 生成 2-[(1E,3E,5E)-6-(acetyl-4-hydroxyanilino)-1,3,5-hexatrienyl]-1,3,3-trimethyl-3H-indolium iodide polystyrene
  参考文献：
  名称：

  Catch and release microwave mediated synthesis of cyanine dyes

  摘要：

  通过微波和固相方法的结合，可以轻松合成覆盖整个颜色范围的不对称功能化花青染料（合成量达100毫克）。

  DOI：

  10.1039/b820719b

文献信息

• Catch and release microwave mediated synthesis of cyanine dyes
  作者：Maria Lopalco、Eftychia N. Koini、Jin Ku Cho、Mark Bradley

  DOI：10.1039/b820719b

  日期：——

  Unsymmetrical functionalised cyanine dyes, covering the whole colour range, were readily synthesised (in 100 mg amounts) by a combination of microwave and solid-phase methodologies.

  通过微波和固相方法的结合，可以轻松合成覆盖整个颜色范围的不对称功能化花青染料（合成量达100毫克）。
• Fluorinated squaraine as near-IR label with improved properties for the labeling of oligonucleotides
  作者：Brice-Loïc Renard、Yves Aubert、Ulysse Asseline

  DOI：10.1016/j.tetlet.2009.02.029

  日期：2009.4

  A new squaraine dye with fluorinated benzothiazole rings was synthesized. This new label possesses improved photophysical properties and chemical stability as compared to the corresponding non-fluorinated and the dicyanosquaraines. These squaraines were used for the labeling of a series of oligonucleotides with various sequences, lengths, and chemistries. The conjugates involving the fluorinated squaraine possess the best properties: emission wavelength >670 nm, high quantum yields (0.27-0.39). (C) 2009 Elsevier Ltd. All rights reserved.