4-氨基-3-乙炔基苯甲酸 | 1260796-10-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-氨基-3-乙炔基苯甲酸
• 英文名称: 4-amino-3-ethynylbenzoic acid
• CAS: 1260796-10-8
• 化学式: C₉H₇NO₂
• mdl: MFCD11036450
• 分子量: 161.16
• InChiKey: PUWJKDDCTXOCBQ-UHFFFAOYSA-N

物化性质

• 沸点：
  364.4±37.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(9-(2-(chlorocarbonyl)phenyl)-6-(diethylamino)-3H-xanthen-3-ylidene)-N-ethylethanaminium chloride 、 4-氨基-3-乙炔基苯甲酸 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 53.5h， 生成 6-(4-(4-(3',6'-bis(diethylamino)-3-oxospiro[isoindoline-1,9'-xanthen]-2-yl)-3-ethynylbenzoyl)piperazin-1-yl)-2-(2-(dimethylamino)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
  参考文献：
  名称：

  Ground-State Elevation Approach To Suppress Side Reactions in Gold-Sensing Systems Based on Alkyne Activation

  摘要：

  A novel approach to suppress the side reactions observed in the reaction-based gold-sensing systems based on the alkyne activation is disclosed. By elevating steric strain around the reaction site, the gold ion promoted ring-opening process in rhodamine-lactam probes is significantly accelerated, which also leads to suppression of those possible side reactions. As a result, the probes show very high sensitivity in addition to excellent selectivity toward gold species. Furthermore, bioimaging of gold species in live cells was demonstrated with a FRET version.

  DOI：

  10.1021/ol5001389
• 作为产物：
  描述：

  4-amino-3-[2-(trimethylsilyl)ethynyl]benzoic acid 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 4-氨基-3-乙炔基苯甲酸
  参考文献：
  名称：

  Ground-State Elevation Approach To Suppress Side Reactions in Gold-Sensing Systems Based on Alkyne Activation

  摘要：

  A novel approach to suppress the side reactions observed in the reaction-based gold-sensing systems based on the alkyne activation is disclosed. By elevating steric strain around the reaction site, the gold ion promoted ring-opening process in rhodamine-lactam probes is significantly accelerated, which also leads to suppression of those possible side reactions. As a result, the probes show very high sensitivity in addition to excellent selectivity toward gold species. Furthermore, bioimaging of gold species in live cells was demonstrated with a FRET version.

  DOI：

  10.1021/ol5001389

文献信息

• Ground-State Elevation Approach To Suppress Side Reactions in Gold-Sensing Systems Based on Alkyne Activation
  作者：Hyewon Seo、Mi Eun Jun、Koteeswari Ranganathan、Kyung-Ha Lee、Kyong-Tai Kim、Woocherl Lim、Young Min Rhee、Kyo Han Ahn

  DOI：10.1021/ol5001389

  日期：2014.3.7

  A novel approach to suppress the side reactions observed in the reaction-based gold-sensing systems based on the alkyne activation is disclosed. By elevating steric strain around the reaction site, the gold ion promoted ring-opening process in rhodamine-lactam probes is significantly accelerated, which also leads to suppression of those possible side reactions. As a result, the probes show very high sensitivity in addition to excellent selectivity toward gold species. Furthermore, bioimaging of gold species in live cells was demonstrated with a FRET version.