9-(4-formylbenzoylamino)anhydrotetracycline trifluoroacetate | 1246853-92-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 四环素类
• 英文名称: 9-(4-formylbenzoylamino)anhydrotetracycline trifluoroacetate
• CAS: 1246853-92-8
• 化学式: C₂HF₃O₂*C₃₀H₂₇N₃O₉
• 分子量: 687.583
• InChiKey: CNYLVZKVDPQNKC-BZHFIIGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.15
• 重原子数：
  49.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  244.86
• 氢给体数：
  7.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  9-(4-formylbenzoylamino)anhydrotetracycline trifluoroacetate 、 H2NOCH2CO-DFDLDMLG-NH(CH2CH2O)3CH2CONH2 以 四氢呋喃 、 乙腈 为溶剂， 反应 20.0h， 生成
  参考文献：
  名称：

  Anhydrotetracycline–peptide conjugates as representatives for ligand-based transactivating systems

  摘要：

  Bioconjugates of anhydrotetracycline and minimal activation sequences (VP1, VP2) derived from the Herpes simplex virus protein VP16 were synthesized. Different ligation strategies were applied and the resulting molecules tested in HeLa cells expressing the reverse transactivator rtTA-S3 for activity. The data clearly demonstrate that the atc-peptide conjugates are able to penetrate the cell membrane. Furthermore, binding to and induction of rtTA-S3 were detected. Structure-activity relationships indicated that the biological activity of the atc-peptide strongly depends on the specific linker used. The N-terminally linked oxime derivative 10 proved excellent activity when the increase of luciferace activity indicated a transcriptional activation substantially exceeding the inducing properties of anhydrotetracycline. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.061
• 作为产物：
  描述：

  4-甲酰基苯甲酰氯 、 9-aminoanhydrotetracycline 、 三氟乙酸 在 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 5.0h， 以90.5 mg的产率得到9-(4-formylbenzoylamino)anhydrotetracycline trifluoroacetate
  参考文献：
  名称：

  Anhydrotetracycline–peptide conjugates as representatives for ligand-based transactivating systems

  摘要：

  Bioconjugates of anhydrotetracycline and minimal activation sequences (VP1, VP2) derived from the Herpes simplex virus protein VP16 were synthesized. Different ligation strategies were applied and the resulting molecules tested in HeLa cells expressing the reverse transactivator rtTA-S3 for activity. The data clearly demonstrate that the atc-peptide conjugates are able to penetrate the cell membrane. Furthermore, binding to and induction of rtTA-S3 were detected. Structure-activity relationships indicated that the biological activity of the atc-peptide strongly depends on the specific linker used. The N-terminally linked oxime derivative 10 proved excellent activity when the increase of luciferace activity indicated a transcriptional activation substantially exceeding the inducing properties of anhydrotetracycline. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.061