(S)-2-amino-5-((R)-1-carboxy-3-methylbutylamino)-5-oxopentanoic acid

• 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)-2-amino-5-((R)-1-carboxy-3-methylbutylamino)-5-oxopentanoic acid
• 英文别名: D-Leu-γ-L-Glu；(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-4-methylpentanoic acid
• 化学式: C₁₁H₂₀N₂O₅
• 分子量: 260.29
• InChiKey: MYFMARDICOWMQP-JGVFFNPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  130
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  D-亮氨酸 在 甲醇 、 氯化亚砜 、 N,N-二异丙基乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 、 三氟乙酸 、 sodium hydroxide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 生成 (S)-2-amino-5-((R)-1-carboxy-3-methylbutylamino)-5-oxopentanoic acid
  参考文献：
  名称：

  γ-Glutamyl-dipeptides: Easy tools to rapidly probe the stereoelectronic properties of the ionotropic glutamate receptor binding pocket

  摘要：

  gamma-Glutamyl-dipeptides, built by condensing the distal carboxylate of L-Glu (or D-Glu) onto a series of differently functionalized amino acids, were prepared and used as tools for rapidly probing the stereo electronic properties of iGluRs, searching for subtype-selective ligands. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2016.11.025

文献信息

• TEMPLATE-FIXED PEPTIDOMIMETICS WITH CCR10 ANTAGONISTIC ACTIVITY
  申请人：Jung Francoise

  公开号：US20120283168A1

  公开（公告）日：2012-11-08

  Novel template-fixed β-hairpin peptidomimetics of the general formula (I) wherein the single elements T or P are α-amino acid residues connected in either direction which, depending on their positions in the chain, are as defined in the description and the claims, and salts thereof, have the property to antagonize the receptor CCR10. They can be used as medicaments to treat or prevent diseases or conditions in the area of dermatological and cutaneous disorders, inflammation, allergic disorders, respiratory diseases, diseases of the gastro-intestinal tract, ophthalmic diseases, haematology and cancer. These β-hairpin peptidomimetics can be manufactured by a process which is based on a mixed solid- and solution phase synthetic strategy.

  具有以下一般式(I)的小说模板固定β-发夹仿生肽，其中单个元素T或P是α-氨基酸残基，可以连接在任何方向上，具体取决于它们在链中的位置，如描述和索赔中所定义，及其盐，具有拮抗受体CCR10的特性。它们可用作药物，用于治疗或预防皮肤病和皮肤疾病、炎症、过敏性疾病、呼吸道疾病、胃肠道疾病、眼科疾病、血液学和癌症等领域。这些β-发夹仿生肽可以通过基于混合固相和溶液相合成策略的过程制备。
• US8754038B2
  申请人：——

  公开号：US8754038B2

  公开（公告）日：2014-06-17
• γ-Glutamyl-dipeptides: Easy tools to rapidly probe the stereoelectronic properties of the ionotropic glutamate receptor binding pocket
  作者：Lucia Tamborini、Veronica Nicosia、Paola Conti、Federica Dall'Oglio、Carlo De Micheli、Birgitte Nielsen、Anders A. Jensen、Darryl S. Pickering、Andrea Pinto

  DOI：10.1016/j.tet.2016.11.025

  日期：2016.12

  gamma-Glutamyl-dipeptides, built by condensing the distal carboxylate of L-Glu (or D-Glu) onto a series of differently functionalized amino acids, were prepared and used as tools for rapidly probing the stereo electronic properties of iGluRs, searching for subtype-selective ligands. (C) 2016 Elsevier Ltd. All rights reserved.