4-hydroxy-4-(4-(3-quinolinylethynyl)phenyl)butan-2-one | 1522416-87-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-hydroxy-4-(4-(3-quinolinylethynyl)phenyl)butan-2-one
• 英文别名: 4-Hydroxy-4-[4-(2-quinolin-3-ylethynyl)phenyl]butan-2-one；4-hydroxy-4-[4-(2-quinolin-3-ylethynyl)phenyl]butan-2-one
• CAS: 1522416-87-0
• 化学式: C₂₁H₁₇NO₂
• 分子量: 315.371
• InChiKey: QVEZPQQTLNTGGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-(3-quinolinylethynyl)benzaldehyde 、 丙酮 在 四氢吡咯 、 水 作用下， 反应 0.5h， 以63%的产率得到4-hydroxy-4-(4-(3-quinolinylethynyl)phenyl)butan-2-one
  参考文献：
  名称：

  Fluorogenic probes for aldol reactions: tuning of fluorescence using π-conjugation systems

  摘要：

  Fluorogenic aldehydes or probes for monitoring of the progress of aldol reactions have been developed. Fluorescence of benzaldehydes conjugated with aryl groups via a double or triple bond and of their aldol products was evaluated in aqueous solutions. Based on the fluorescence, fluorogenic aldol reaction substrates and retro-aldol reaction substrates were identified. Use of the probe system with optimal fluorescence properties for aldol reactions was demonstrated in assays with purified protein catalysts and with overproduced crude protein catalysts in cell lysates. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.10.122

文献信息

• Fluorogenic probes for aldol reactions: tuning of fluorescence using π-conjugation systems
  作者：Isamu Katsuyama、Pandurang V. Chouthaiwale、Hiroyuki Akama、Hai-Lei Cui、Fujie Tanaka

  DOI：10.1016/j.tetlet.2013.10.122

  日期：2014.1

  Fluorogenic aldehydes or probes for monitoring of the progress of aldol reactions have been developed. Fluorescence of benzaldehydes conjugated with aryl groups via a double or triple bond and of their aldol products was evaluated in aqueous solutions. Based on the fluorescence, fluorogenic aldol reaction substrates and retro-aldol reaction substrates were identified. Use of the probe system with optimal fluorescence properties for aldol reactions was demonstrated in assays with purified protein catalysts and with overproduced crude protein catalysts in cell lysates. (C) 2013 Elsevier Ltd. All rights reserved.