(S)-2-{(2S,3S)-2-[(S)-2-((S)-2-{(S)-2-Acetylamino-3-[4-(4,4-dimethoxy-3-oxo-butyl)-phenyl]-propionylamino}-4-carboxy-butyrylamino)-4-carboxy-butyrylamino]-3-methyl-pentanoylamino}-pentanedioic acid | 182617-59-0

• 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: (S)-2-{(2S,3S)-2-[(S)-2-((S)-2-{(S)-2-Acetylamino-3-[4-(4,4-dimethoxy-3-oxo-butyl)-phenyl]-propionylamino}-4-carboxy-butyrylamino)-4-carboxy-butyrylamino]-3-methyl-pentanoylamino}-pentanedioic acid
• CAS: 182617-59-0
• 化学式: C₃₈H₅₅N₅O₁₆
• 分子量: 837.879
• InChiKey: JFGSMTXLEGGYKD-FQMLQRGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.48
• 重原子数：
  59.0
• 可旋转键数：
  29.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  330.23
• 氢给体数：
  9.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (S)-2-{(2S,3S)-2-[(S)-2-((S)-2-{(S)-2-Acetylamino-3-[4-(4,4-dimethoxy-3-oxo-butyl)-phenyl]-propionylamino}-4-carboxy-butyrylamino)-4-carboxy-butyrylamino]-3-methyl-pentanoylamino}-pentanedioic acid 在 甲酸 作用下， 以61%的产率得到(S)-2-{(2S,3S)-2-[(S)-2-((S)-2-{(S)-2-Acetylamino-3-[4-(3,4-dioxo-butyl)-phenyl]-propionylamino}-4-carboxy-butyrylamino)-4-carboxy-butyrylamino]-3-methyl-pentanoylamino}-pentanedioic acid
  参考文献：
  名称：

  α-Dicarbonyls as “non-charged” arginine-directed affinity labels. Novel synthetic routes to α-dicarbonyl analogs of the PP60c-src SH2 domain-targeted phosphopeptide Ac-Tyr(OPO3H2)-Glu-Glu-Ile-Glu

  摘要：

  The phosphopeptide 1 is a potent inhibitor of pp60(c-src) SH2 domain mediated phosphoprotein interactions (IC50 less than or equal to 0.5 mu M), hut lacks cell permeability. The syntheses of its less charged analogs 2 and 3 are described, in which the arginine-binding phosphate group has been substituted with uncharged alpha-dicarbonyl moieties. The chemistry described here may be of general use for the synthesis of other alpha-dicarbonyl compounds. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00349-6
• 作为产物：
  描述：

  在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 生成 (S)-2-{(2S,3S)-2-[(S)-2-((S)-2-{(S)-2-Acetylamino-3-[4-(4,4-dimethoxy-3-oxo-butyl)-phenyl]-propionylamino}-4-carboxy-butyrylamino)-4-carboxy-butyrylamino]-3-methyl-pentanoylamino}-pentanedioic acid
  参考文献：
  名称：

  α-Dicarbonyls as “non-charged” arginine-directed affinity labels. Novel synthetic routes to α-dicarbonyl analogs of the PP60c-src SH2 domain-targeted phosphopeptide Ac-Tyr(OPO3H2)-Glu-Glu-Ile-Glu

  摘要：

  The phosphopeptide 1 is a potent inhibitor of pp60(c-src) SH2 domain mediated phosphoprotein interactions (IC50 less than or equal to 0.5 mu M), hut lacks cell permeability. The syntheses of its less charged analogs 2 and 3 are described, in which the arginine-binding phosphate group has been substituted with uncharged alpha-dicarbonyl moieties. The chemistry described here may be of general use for the synthesis of other alpha-dicarbonyl compounds. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00349-6