Ac-LNLGG-OH | 1070966-47-0

• 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: Ac-LNLGG-OH
• 英文别名: Ac-Leu-Asn-Leu-Gly-Gly-OH；2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-4-amino-4-oxobutanoyl]amino]-4-methylpentanoyl]amino]acetyl]amino]acetic acid
• CAS: 1070966-47-0
• 化学式: C₂₂H₃₈N₆O₈
• 分子量: 514.579
• InChiKey: MUZWYEBZEMRVDP-JYJNAYRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  36
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  226
• 氢给体数：
  7
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N-(3-氨基丙基)-4-(1H-吲唑-3-基)苯甲酰胺 、 Ac-LNLGG-OH 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 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以61%的产率得到(2S)-2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-N-[(2S)-1-[[2-[[2-[3-[[4-(1H-indazol-3-yl)benzoyl]amino]propylamino]-2-oxoethyl]amino]-2-oxoethyl]amino]-4-methyl-1-oxopentan-2-yl]butanediamide
  参考文献：
  名称：

  Development of Paramagnetic Probes for Molecular Recognition Studies in Protein Kinases

  摘要：

  We report on the synthesis and evaluation of an indazole-spin-labeled compound that was designed as an effective chemical probe for second site screening against the protein kinase JNK using NMR-based techniques. We demonstrate the utility of the derived compound in detecting and characterizing binding events at the protein kinase docking site. In addition, we report on the NMR-based design and synthesis of a bidentate compound spanning both the ATP site and the docking site. We show that the resulting compound has nanomolar affinity for JNK despite the relatively weak affinities of the individual fragments that constitute it. The approach demonstrates that targeting the docking site of protein kinases represents a valuable yet unexplored avenue to obtain potent kinase inhibitors with increased selectivity.

  DOI：

  10.1021/jm800068w

文献信息

• Development of Paramagnetic Probes for Molecular Recognition Studies in Protein Kinases
  作者：Jesus Vazquez、Surya K. De、Li-Hsing Chen、Megan Riel-Mehan、Aras Emdadi、Jason Cellitti、John L. Stebbins、Michele F. Rega、Maurizio Pellecchia

  DOI：10.1021/jm800068w

  日期：2008.6.1

  We report on the synthesis and evaluation of an indazole-spin-labeled compound that was designed as an effective chemical probe for second site screening against the protein kinase JNK using NMR-based techniques. We demonstrate the utility of the derived compound in detecting and characterizing binding events at the protein kinase docking site. In addition, we report on the NMR-based design and synthesis of a bidentate compound spanning both the ATP site and the docking site. We show that the resulting compound has nanomolar affinity for JNK despite the relatively weak affinities of the individual fragments that constitute it. The approach demonstrates that targeting the docking site of protein kinases represents a valuable yet unexplored avenue to obtain potent kinase inhibitors with increased selectivity.