methyl (3S)-3-{[(2S)-2-{[(4-{[(2,6-dimethylphenyl)carbamoyl]amino}phenyl)acetyl]amino}-4-methylpentanoyl]amino}-4-({(2S)-3-methyl-1-oxo-1-[(2-phenylethyl)amino]butan-2-yl}amino)-4-oxobutanoate | 1372701-06-8

• 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: methyl (3S)-3-{[(2S)-2-{[(4-{[(2,6-dimethylphenyl)carbamoyl]amino}phenyl)acetyl]amino}-4-methylpentanoyl]amino}-4-({(2S)-3-methyl-1-oxo-1-[(2-phenylethyl)amino]butan-2-yl}amino)-4-oxobutanoate
• CAS: 1372701-06-8
• 化学式: C₄₁H₅₄N₆O₇
• 分子量: 742.916
• InChiKey: OGLYNNGRKDDFIP-UEMWQVMZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  54.0
• 可旋转键数：
  18.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  183.83
• 氢给体数：
  6.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl (3S)-3-{[(2S)-2-{[(4-{[(2,6-dimethylphenyl)carbamoyl]amino}phenyl)acetyl]amino}-4-methylpentanoyl]amino}-4-({(2S)-3-methyl-1-oxo-1-[(2-phenylethyl)amino]butan-2-yl}amino)-4-oxobutanoate 在 lithium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-[(4-{[(2,6-dimethylphenyl)carbamoyl]amino}phenyl)acetyl]-L-leucyl-L-α-aspartyl-N-(2-phenylethyl)-L-valinamide
  参考文献：
  名称：

  LDV peptidomimetics equipped with biotinylated spacer-arms: Synthesis and biological evaluation on CCRF-CEM cell line

  摘要：

  The tripeptide Leu-Asp-Val (LDV) is known to bind alpha(4)beta(1) integrin in leukemia cells. Here we have synthesized a LDV peptidomimetic equipped with a biotin-conjugated spacer-arm. Compound 9 acts as an inhibitor of the alpha(4)beta(1) integrin in an adhesion assay using fluorescently labeled, alpha(4)beta(1) integrin-expressing leukemia CCRF-CEM cells. Furthermore, when bound to neutravidin-coated plates, compound 9 could capture CCRF-CEM cells. Such biotin-conjugated LDV peptidomimetic may thus represent a novel tool for biotechnological applications using avidin interaction for leukapheresis or leukemia cell targeting. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.078
• 作为产物：
  描述：

  L-缬氨酸苄酯对甲苯磺酸盐 在 (1-cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylaminomorpholinocarbenium hexafluorophosphate 、 palladium 10% on activated carbon 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 氢气 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 methyl (3S)-3-{[(2S)-2-{[(4-{[(2,6-dimethylphenyl)carbamoyl]amino}phenyl)acetyl]amino}-4-methylpentanoyl]amino}-4-({(2S)-3-methyl-1-oxo-1-[(2-phenylethyl)amino]butan-2-yl}amino)-4-oxobutanoate
  参考文献：
  名称：

  LDV peptidomimetics equipped with biotinylated spacer-arms: Synthesis and biological evaluation on CCRF-CEM cell line

  摘要：

  The tripeptide Leu-Asp-Val (LDV) is known to bind alpha(4)beta(1) integrin in leukemia cells. Here we have synthesized a LDV peptidomimetic equipped with a biotin-conjugated spacer-arm. Compound 9 acts as an inhibitor of the alpha(4)beta(1) integrin in an adhesion assay using fluorescently labeled, alpha(4)beta(1) integrin-expressing leukemia CCRF-CEM cells. Furthermore, when bound to neutravidin-coated plates, compound 9 could capture CCRF-CEM cells. Such biotin-conjugated LDV peptidomimetic may thus represent a novel tool for biotechnological applications using avidin interaction for leukapheresis or leukemia cell targeting. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.078