(S)-N-{2-[2-(2,2-dimethyl-5-oxo[1,3]dioxolan-4-yl)acetyl]4-hydroxyphenyl}-4-(pyren-1-yl)butyramide | 929006-16-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: (S)-N-{2-[2-(2,2-dimethyl-5-oxo[1,3]dioxolan-4-yl)acetyl]4-hydroxyphenyl}-4-(pyren-1-yl)butyramide
• CAS: 929006-16-6
• 化学式: C₃₃H₂₉NO₆
• 分子量: 535.596
• InChiKey: LQURSILYGGOQPI-NDEPHWFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  40.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  101.93
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-N-{2-[2-(2,2-dimethyl-5-oxo[1,3]dioxolan-4-yl)acetyl]4-hydroxyphenyl}-4-(pyren-1-yl)butyramide 在 三氟乙酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 16.0h， 以72%的产率得到(2S)-2-hydroxy-4-[5-hydroxy-2-(4-pyren-1-ylbutanoylamino)phenyl]-4-oxobutanoic acid
  参考文献：
  名称：

  Synthesis of fluorescent molecular probes specific for the receptor of blepharismone, a mating-inducing pheromone of the ciliate Blepharisma japonicum

  摘要：

  Blepharismone (gamone 2) is a mating-inducing pheromone of the ciliate Blepharisma japonicum. N-Pyrenylbutyryl-blepharismone and N-biphenylacetyl-blepharismone, which are fluorescent derivatives of blepharismone, were synthesized as molecular probes for the gamone 2 receptor. Further, we proved that they have inhibitory activities against the blepharismone-induced monotypic pairing of B. japonicum. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2006.12.021
• 作为产物：
  描述：

  1-芘丁酸 在 吡啶 、 草酰氯 、 氟化氢吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.75h， 生成 (S)-N-{2-[2-(2,2-dimethyl-5-oxo[1,3]dioxolan-4-yl)acetyl]4-hydroxyphenyl}-4-(pyren-1-yl)butyramide
  参考文献：
  名称：

  Synthesis of fluorescent molecular probes specific for the receptor of blepharismone, a mating-inducing pheromone of the ciliate Blepharisma japonicum

  摘要：

  Blepharismone (gamone 2) is a mating-inducing pheromone of the ciliate Blepharisma japonicum. N-Pyrenylbutyryl-blepharismone and N-biphenylacetyl-blepharismone, which are fluorescent derivatives of blepharismone, were synthesized as molecular probes for the gamone 2 receptor. Further, we proved that they have inhibitory activities against the blepharismone-induced monotypic pairing of B. japonicum. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2006.12.021