benzyl (S)-3-(2-aminoacetamido)-4-(((S)-14-hexadecyl-3,10-dioxo-1-phenyl-2-oxa-4,11,14-triazatriacontan-9-yl)amino)-4-oxobutanoate | 952652-96-9

• 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: benzyl (S)-3-(2-aminoacetamido)-4-(((S)-14-hexadecyl-3,10-dioxo-1-phenyl-2-oxa-4,11,14-triazatriacontan-9-yl)amino)-4-oxobutanoate
• CAS: 952652-96-9
• 化学式: C₆₁H₁₀₄N₆O₇
• 分子量: 1033.53
• InChiKey: WPSTXQVZPIZSPU-ATMVKLMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.53
• 重原子数：
  74.0
• 可旋转键数：
  49.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  181.19
• 氢给体数：
  5.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  benzyl (S)-3-(2-aminoacetamido)-4-(((S)-14-hexadecyl-3,10-dioxo-1-phenyl-2-oxa-4,11,14-triazatriacontan-9-yl)amino)-4-oxobutanoate 、 三(苄氧羰基)-L-精氨酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以44%的产率得到benzyl (10S,16S)-6-((benzyloxy)carbonyl)-10-(((benzyloxy)carbonyl)amino)-16-(((S)-14-hexadecyl-3,10-dioxo-1-phenyl-2-oxa-4,11,14-triazatriacontan-9-yl)carbamoyl)-5-imino-3,11,14-trioxo-1-phenyl-2-oxa-4,6,12,15-tetraazaoctadecan-18-oate
  参考文献：
  名称：

  Lipopeptide with a RGDK Tetrapeptide Sequence Can Selectively Target Genes to Proangiogenic α5β1 Integrin Receptor and Mouse Tumor Vasculature

  摘要：

  Integrins, the major class of alpha beta heterodimeric transmembrane glycoprotein receptors, play crucial roles in mediating tumor angiogenesis. Genetic ablation experiments combined with use of antibodies/peptide ligands for blocking either alpha(5) or beta(1), integrins have convincingly demonstrated alpha(5)beta(1) integrin to be unquestionably proangiogenic among the 24 known integrin receptors. Herein, we report on a novel RGDK-lipopeptide 1 that targets selectively alpha(5)beta(1) integrin and is capable of targeting genes to mouse tumor vasculatures.

  DOI：

  10.1021/jm800915y
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以0.2 g的产率得到benzyl (S)-3-(2-aminoacetamido)-4-(((S)-14-hexadecyl-3,10-dioxo-1-phenyl-2-oxa-4,11,14-triazatriacontan-9-yl)amino)-4-oxobutanoate
  参考文献：
  名称：

  Lipopeptide with a RGDK Tetrapeptide Sequence Can Selectively Target Genes to Proangiogenic α5β1 Integrin Receptor and Mouse Tumor Vasculature

  摘要：

  Integrins, the major class of alpha beta heterodimeric transmembrane glycoprotein receptors, play crucial roles in mediating tumor angiogenesis. Genetic ablation experiments combined with use of antibodies/peptide ligands for blocking either alpha(5) or beta(1), integrins have convincingly demonstrated alpha(5)beta(1) integrin to be unquestionably proangiogenic among the 24 known integrin receptors. Herein, we report on a novel RGDK-lipopeptide 1 that targets selectively alpha(5)beta(1) integrin and is capable of targeting genes to mouse tumor vasculatures.

  DOI：

  10.1021/jm800915y