3-[2-Carboxyethyl-[2-(2,5-dioxopyrrol-1-yl)ethyl]amino]propanoic acid;4-methylbenzenesulfonic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[2-Carboxyethyl-[2-(2,5-dioxopyrrol-1-yl)ethyl]amino]propanoic acid;4-methylbenzenesulfonic acid
• 英文别名: 3-[2-carboxyethyl-[2-(2,5-dioxopyrrol-1-yl)ethyl]amino]propanoic acid;4-methylbenzenesulfonic acid
• 化学式: 4C₇H₈O₃S*3C₁₂H₁₆N₂O₆
• 分子量: 1541.63
• InChiKey: HINGCLBFGJBZRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  178
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (S)-2-((S)-2-氨基-3-苯基丙酰胺基)-N-(4-(羟甲基)苯基)-6-(((4-甲氧基苯基)二苯基甲基)氨基)己酰胺 、 3-[2-Carboxyethyl-[2-(2,5-dioxopyrrol-1-yl)ethyl]amino]propanoic acid;4-methylbenzenesulfonic acid 在 N-羟基丁二酰亚胺 、 N,N'-二环己基碳二亚胺 作用下， 以 乙二醇二甲醚 为溶剂， 生成
  参考文献：
  名称：

  Doxorubicin immunoconjugates containing bivalent, lysosomally-Cleavable dipeptide linkages

  摘要：

  Bivalent doxorubicin (DOX)-dipeptides (16a-c) were prepared and conjugated to the monoclonal antibody BR96. The dipeptides are cleaved by lysosomal proteases following internalization of the resulting immunoconjugates. Conjugate 18b demonstrated antigen-specific in vitro tumor cell killing activity (IC50 = 0.2 muM) that was equipotent to DOX with a near doubling of drug molecules/MAb. Size exclusion chromatography showed 18b to be a noncovalent dimer that was formed immediately upon conjugation. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00194-4
• 作为产物：
  描述：

  N-Carbobenzyloxy-N',N'-bis-(t-butoxycarbonylethyl)-ethylenediamine 在 palladium on activated charcoal 三甲基氯硅烷 、 氢气 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 3-[2-Carboxyethyl-[2-(2,5-dioxopyrrol-1-yl)ethyl]amino]propanoic acid;4-methylbenzenesulfonic acid
  参考文献：
  名称：

  Doxorubicin immunoconjugates containing bivalent, lysosomally-Cleavable dipeptide linkages

  摘要：

  Bivalent doxorubicin (DOX)-dipeptides (16a-c) were prepared and conjugated to the monoclonal antibody BR96. The dipeptides are cleaved by lysosomal proteases following internalization of the resulting immunoconjugates. Conjugate 18b demonstrated antigen-specific in vitro tumor cell killing activity (IC50 = 0.2 muM) that was equipotent to DOX with a near doubling of drug molecules/MAb. Size exclusion chromatography showed 18b to be a noncovalent dimer that was formed immediately upon conjugation. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00194-4