[(S)-5-{(S)-2-[6-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-hexanoylamino]-3-phenyl-propionylamino}-5-(4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester | 756487-18-0

• 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)-5-{(S)-2-[6-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-hexanoylamino]-3-phenyl-propionylamino}-5-(4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester
• 英文别名: Mc-Phe-Lys(Boc)-PAB；tert-butyl N-[(5S)-5-[[(2S)-2-[6-(2,5-dioxopyrrol-1-yl)hexanoylamino]-3-phenylpropanoyl]amino]-6-[4-(hydroxymethyl)anilino]-6-oxohexyl]carbamate
• CAS: 756487-18-0
• 化学式: C₃₇H₄₉N₅O₈
• 分子量: 691.825
• InChiKey: TUPIPBYBJMCLLM-KYJUHHDHSA-N

物化性质

• 沸点：
  984.2±65.0 °C(Predicted)
• 密度：
  1.232±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.51
• 重原子数：
  50.0
• 可旋转键数：
  19.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  183.24
• 氢给体数：
  5.0
• 氢受体数：
  8.0

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  二(对硝基苯)碳酸酯 、 [(S)-5-{(S)-2-[6-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-hexanoylamino]-3-phenyl-propionylamino}-5-(4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Monoclonal antibody mediated intracellular targeting of tallysomycin S10b

  摘要：

  The potency of tallysomycin S-10b (TLM S-10b) an analogue bleomycin was enhanced by up to 875-fold when it was conjugated to the internalizing antibody BR96. Attachment to the antibody is achieved via a Cathepsin B cleavable linker. The enhancement in potency is believed to be a result of cellular uptake of the conjugate upon antigen binding followed by rapid release of the drug inside the lysosome. This method provides a novel approach for increasing the potency and therapeutic index of nominally moderately-active cytotoxic agents. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.089
• 作为产物：
  描述：

  (S)-2-((S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-phenylpropanamido)-6-(tert-butoxycarbonylamino)hexanoic acid 在 吡啶 、 二碳酸二叔丁酯 、 二乙胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 [(S)-5-{(S)-2-[6-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-hexanoylamino]-3-phenyl-propionylamino}-5-(4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Monoclonal antibody mediated intracellular targeting of tallysomycin S10b

  摘要：

  The potency of tallysomycin S-10b (TLM S-10b) an analogue bleomycin was enhanced by up to 875-fold when it was conjugated to the internalizing antibody BR96. Attachment to the antibody is achieved via a Cathepsin B cleavable linker. The enhancement in potency is believed to be a result of cellular uptake of the conjugate upon antigen binding followed by rapid release of the drug inside the lysosome. This method provides a novel approach for increasing the potency and therapeutic index of nominally moderately-active cytotoxic agents. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.089