N,N'-((S)-5-(((S)-1-(((S)-5-acetamido-1-amino-1-oxopentan-2-yl)amino)-6-amino-1-oxohexan-2-yl)amino)-5-oxopentane-1,4-diyl)diacetamide 2,2,2-trifluoroacetate | 1333125-15-7

• 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: N,N'-((S)-5-(((S)-1-(((S)-5-acetamido-1-amino-1-oxopentan-2-yl)amino)-6-amino-1-oxohexan-2-yl)amino)-5-oxopentane-1,4-diyl)diacetamide 2,2,2-trifluoroacetate
• CAS: 1333125-15-7
• 化学式: C₂HF₃O₂*C₂₂H₄₁N₇O₆
• 分子量: 613.635
• InChiKey: MMFPMYVVHQDSNK-YOTVLOEGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.46
• 重原子数：
  42.0
• 可旋转键数：
  18.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  251.91
• 氢给体数：
  8.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  硫光气 、 N,N'-((S)-5-(((S)-1-(((S)-5-acetamido-1-amino-1-oxopentan-2-yl)amino)-6-amino-1-oxohexan-2-yl)amino)-5-oxopentane-1,4-diyl)diacetamide 2,2,2-trifluoroacetate 在 三乙胺 作用下， 以 water-d2 、 丙酮 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  A mechanism-based potent sirtuin inhibitor containing Nε-thiocarbamoyl-lysine (TuAcK)

  摘要：

  In the current study, we have identified N-epsilon-thiocarbamoyl-lysine (TuAcK) as a general sirtuin inhibitory warhead which was shown to be able to confer potent sirtuin inhibition. This inhibition was also shown to be mechanism-based in that the TuAck residue was able to be processed by a sirtuin enzyme with the formation of a stalled S-alkylamidate intermediate. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.069
• 作为产物：
  描述：

  2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-acetamidopentanoic acid 、 乙酸酐 、 N-alpha-芴甲氧羰基-N-epsilon-叔丁氧羰基-L-赖氨酸 、 三氟乙酸 在 哌啶 、 Fmoc-Rink resin 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 以 N-甲基吗啉 、 N,N-二甲基甲酰胺 为溶剂， 生成 N,N'-((S)-5-(((S)-1-(((S)-5-acetamido-1-amino-1-oxopentan-2-yl)amino)-6-amino-1-oxohexan-2-yl)amino)-5-oxopentane-1,4-diyl)diacetamide 2,2,2-trifluoroacetate
  参考文献：
  名称：

  A mechanism-based potent sirtuin inhibitor containing Nε-thiocarbamoyl-lysine (TuAcK)

  摘要：

  In the current study, we have identified N-epsilon-thiocarbamoyl-lysine (TuAcK) as a general sirtuin inhibitory warhead which was shown to be able to confer potent sirtuin inhibition. This inhibition was also shown to be mechanism-based in that the TuAck residue was able to be processed by a sirtuin enzyme with the formation of a stalled S-alkylamidate intermediate. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.069