((R)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetylamino)-acetic acid | 289055-33-0

• 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: ((R)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetylamino)-acetic acid
• 英文别名: Boc-(D)-Chg-Gly-OH；2-[[(2R)-2-cyclohexyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]acetic acid
• CAS: 289055-33-0
• 化学式: C₁₅H₂₆N₂O₅
• 分子量: 314.382
• InChiKey: DLUWOVIHDHDZAR-GFCCVEGCSA-N

物化性质

• 沸点：
  546.5±35.0 °C(Predicted)
• 密度：
  1.162±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ((R)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetylamino)-acetic acid 在 吡啶 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Integrating Fragment Assembly and Biophysical Methods in the Chemical Advancement of Small-Molecule Antagonists of IL-2:  An Approach for Inhibiting Protein−Protein Interactions

  摘要：

  Fragment assembly has shown promise for discovering small-molecule antagonists for difficult targets, including protein-protein interactions. Here, we describe a process for identifying a 60 nM inhibitor of the interleukin-2 (IL-2)/IL-2 receptor (IL-2Ralpha) interaction. By use of fragment-based approaches, a compound with millimolar affinity was evolved to a hit series with low micromolar activity, and these compounds were optimized into a lead series with nanomolar affinity. Fragment assembly was useful not only for hit identification, but also for lead optimization. Throughout the discovery process, biophysical methods and structural biology demonstrated that compounds bound reversibly to IL-2 at the IL-2 receptor binding site.

  DOI：

  10.1021/jm049967u
• 作为产物：
  描述：

  Boc-D-环己基甘氨酸 在 lithium hydroxide 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 ((R)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetylamino)-acetic acid
  参考文献：
  名称：

  Integrating Fragment Assembly and Biophysical Methods in the Chemical Advancement of Small-Molecule Antagonists of IL-2:  An Approach for Inhibiting Protein−Protein Interactions

  摘要：

  Fragment assembly has shown promise for discovering small-molecule antagonists for difficult targets, including protein-protein interactions. Here, we describe a process for identifying a 60 nM inhibitor of the interleukin-2 (IL-2)/IL-2 receptor (IL-2Ralpha) interaction. By use of fragment-based approaches, a compound with millimolar affinity was evolved to a hit series with low micromolar activity, and these compounds were optimized into a lead series with nanomolar affinity. Fragment assembly was useful not only for hit identification, but also for lead optimization. Throughout the discovery process, biophysical methods and structural biology demonstrated that compounds bound reversibly to IL-2 at the IL-2 receptor binding site.

  DOI：

  10.1021/jm049967u

文献信息

• Oligopeptide derivatives for the electrochemical measurement of protease activity
  申请人：Pentapharm AG

  公开号：US06495336B1

  公开（公告）日：2002-12-17

  The invention relates to oligopeptide derivatives whose C-terminal amino acid is arginine which is linked to the remainder of an electroactive aniline or aminoquinoline derivative by an amide bond. The oligopeptide derivatives are split by enzymes of the class of peptide hydrolases, especially proteinases and their inhibitors, of the coagulation system, the fibrinolytic system and the complement system. These oligopeptide derivatives serve as substrates for quantitatively determining such enzymes, especially thrombin, in complex sample liquids, especially capillary blood. This determination is carried out by measuring the increase in the water-soluble amperogenic aniline or aminoquinoline compound. The oligopeptide derivatives and their salts can be produced according to usual methods in peptide chemistry.

  本发明涉及一种寡肽衍生物，其C-末端氨基酸为精氨酸，通过酰胺键与电活性苯胺或氨基喹啉衍生物的剩余部分连接。这些寡肽衍生物被肽水解酶类，特别是凝血系统、纤溶系统和补体系统的蛋白酶及其抑制剂裂解。这些寡肽衍生物可用作底物，以定量测定这些酶，特别是凝血酶，在复杂的样品液体中，特别是毛细血管血液中。通过测量水溶性的安普洛原性苯胺或氨基喹啉化合物的增加来进行这种测定。这些寡肽衍生物及其盐可以按照肽化学中的常规方法制备。