(9H-fluoren-9-yl)methyl ((6S,9S,12S)-9-((R)-1-(tert-butoxy)ethyl)-1-imino-20,20-dimethyl-12-((4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl)-7,10,18-trioxo-1-((2,2,5,7,8-pentamethylchromane)-6-sulfonamido)-19-oxa-2,8,11,17-tetraazahenicosan-6-yl)carbamate | 1565803-89-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (9H-fluoren-9-yl)methyl ((6S,9S,12S)-9-((R)-1-(tert-butoxy)ethyl)-1-imino-20,20-dimethyl-12-((4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl)-7,10,18-trioxo-1-((2,2,5,7,8-pentamethylchromane)-6-sulfonamido)-19-oxa-2,8,11,17-tetraazahenicosan-6-yl)carbamate
• CAS: 1565803-89-5
• 化学式: C₆₄H₈₄N₈O₁₃S
• 分子量: 1205.48
• InChiKey: RJNQNTWOPIBBIZ-UQCPJCTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.13
• 重原子数：
  86.0
• 可旋转键数：
  22.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  294.68
• 氢给体数：
  8.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  (9H-fluoren-9-yl)methyl ((6S,9S,12S)-9-((R)-1-(tert-butoxy)ethyl)-1-imino-20,20-dimethyl-12-((4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl)-7,10,18-trioxo-1-((2,2,5,7,8-pentamethylchromane)-6-sulfonamido)-19-oxa-2,8,11,17-tetraazahenicosan-6-yl)carbamate 在 哌啶 、 1-羟基苯并三唑 、 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 为溶剂， 反应 2.5h， 生成
  参考文献：
  名称：

  Design and synthesis of peptide-MCA substrates for a novel assay of histone methyltransferases and their inhibitors

  摘要：

  Histone methyltransferases (HMTs) play an important role in controlling gene expression through site-specific methylation of lysines in core and linker histones within chromatin. As the typical HMTs, G9a and Set7/9 have been intensively studied that G9a is specific to the methylation at H3K9 and H3K27 and represses transcription, while Set7/9 methylates at H3K4. In this report we prepared various peptide-MCAs (4-methylcoumaryl-7-amides) related to histone tail and protein-substrates such as p53 and estrogen receptor-alpha. The fluorogenic substrates are applied for the assay of HMTs and an inhibitor, for example. The most sensitive and specific MCA-substrates to G9a and Set7/9 are discovered. The peptide-MCAs corresponding to the methylation sequences are promising for screening of HMT inhibitors. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.01.011
• 作为产物：
  描述：

  tert-butyl (S)-(5-amino-6-((4-methyl-2-oxo-2H-chromen-7-yl)-amino)-6-oxohexyl) carbamate 在 哌啶 、 1-羟基苯并三唑 、 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 为溶剂， 反应 4.5h， 生成 (9H-fluoren-9-yl)methyl ((6S,9S,12S)-9-((R)-1-(tert-butoxy)ethyl)-1-imino-20,20-dimethyl-12-((4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl)-7,10,18-trioxo-1-((2,2,5,7,8-pentamethylchromane)-6-sulfonamido)-19-oxa-2,8,11,17-tetraazahenicosan-6-yl)carbamate
  参考文献：
  名称：

  Design and synthesis of peptide-MCA substrates for a novel assay of histone methyltransferases and their inhibitors

  摘要：

  Histone methyltransferases (HMTs) play an important role in controlling gene expression through site-specific methylation of lysines in core and linker histones within chromatin. As the typical HMTs, G9a and Set7/9 have been intensively studied that G9a is specific to the methylation at H3K9 and H3K27 and represses transcription, while Set7/9 methylates at H3K4. In this report we prepared various peptide-MCAs (4-methylcoumaryl-7-amides) related to histone tail and protein-substrates such as p53 and estrogen receptor-alpha. The fluorogenic substrates are applied for the assay of HMTs and an inhibitor, for example. The most sensitive and specific MCA-substrates to G9a and Set7/9 are discovered. The peptide-MCAs corresponding to the methylation sequences are promising for screening of HMT inhibitors. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.01.011