4-(tert-butoxycarbonyl)amino-1-(2-propynyl)pyrrole-2-carboxylic acid | 1038394-07-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-(tert-butoxycarbonyl)amino-1-(2-propynyl)pyrrole-2-carboxylic acid
• CAS: 1038394-07-8
• 化学式: C₁₃H₁₆N₂O₄
• 分子量: 264.281
• InChiKey: ZYTAPSMEOAENQC-UHFFFAOYSA-N

物化性质

• 沸点：
  384.5±37.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

反应信息

• 作为反应物：
  描述：

  4-(tert-butoxycarbonyl)amino-1-(2-propynyl)pyrrole-2-carboxylic acid 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 4.0h， 生成 4-amino-1-prop-2-ynylpyrrole-2-carboxylic acid
  参考文献：
  名称：

  Detection of triplet repeat sequences in the double-stranded DNA using pyrene-functionalized pyrrole–imidazole polyamides with rigid linkers

  摘要：

  Methods for sequence-specific detection in double-stranded DNA (dsDNA) are becoming increasingly useful and important as diagnostic and imaging tools. Recently, we designed and synthesized pyrrole (Py)-imidazole (Im) polyamides possessing two pyrene moieties, 1, which showed an increased excimer emission in the presence of (CAG)(12)-containing oligodeoxynucleotides (ODN) 1 and 2. In this study, we synthesized bis-pyrenyl Py-Im polyamides with rigid linkers 2, 3, and 4 to improve their fluorescence properties. Among the conjugates, 2 showed a marked increase in excimer emission, which was dependent on the concentration of the target ODN and the number of CAG repeats in the dsDNA. Unlike conjugate 1, which has flexible linkers, the excimer emission intensity of 2 was retained at over 85%, even after 4 h. Py-Im polyamides have the potential to be important diagnostic molecules for detecting genetic differences between individuals. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.04.060
• 作为产物：
  描述：

  在 lithium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 4.0h， 以1.75 g的产率得到4-(tert-butoxycarbonyl)amino-1-(2-propynyl)pyrrole-2-carboxylic acid
  参考文献：
  名称：

  Detection of triplet repeat sequences in the double-stranded DNA using pyrene-functionalized pyrrole–imidazole polyamides with rigid linkers

  摘要：

  Methods for sequence-specific detection in double-stranded DNA (dsDNA) are becoming increasingly useful and important as diagnostic and imaging tools. Recently, we designed and synthesized pyrrole (Py)-imidazole (Im) polyamides possessing two pyrene moieties, 1, which showed an increased excimer emission in the presence of (CAG)(12)-containing oligodeoxynucleotides (ODN) 1 and 2. In this study, we synthesized bis-pyrenyl Py-Im polyamides with rigid linkers 2, 3, and 4 to improve their fluorescence properties. Among the conjugates, 2 showed a marked increase in excimer emission, which was dependent on the concentration of the target ODN and the number of CAG repeats in the dsDNA. Unlike conjugate 1, which has flexible linkers, the excimer emission intensity of 2 was retained at over 85%, even after 4 h. Py-Im polyamides have the potential to be important diagnostic molecules for detecting genetic differences between individuals. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.04.060