(S)-6-Amino-2-{2-[(S)-2-amino-3-(3H-imidazol-4-yl)-propionylamino]-acetylamino}-hexanoic acid | 62024-08-2

• 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)-6-Amino-2-{2-[(S)-2-amino-3-(3H-imidazol-4-yl)-propionylamino]-acetylamino}-hexanoic acid
• 英文别名: L-Lysine, N2-(N-L-histidylglycyl)-；(2S)-6-amino-2-[[2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]acetyl]amino]hexanoic acid
• CAS: 62024-08-2
• 化学式: C₁₄H₂₄N₆O₄
• 分子量: 340.382
• InChiKey: NQKRILCJYCASDV-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.4
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  176
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 二甲基硫 、 三氟甲磺酸 、 三氟乙酸 作用下， 以 various solvent(s) 为溶剂， 以84%的产率得到(S)-6-Amino-2-{2-[(S)-2-amino-3-(3H-imidazol-4-yl)-propionylamino]-acetylamino}-hexanoic acid
  参考文献：
  名称：

  The synthesis and immunosuppressive activities of steroid–urotoxin linkers

  摘要：

  The urotoxins (Glu-Asp-Gly-OH, His-Gly-Glu-OH, His-Gly-Lys-OH, and His-Gly-Lys-NHNH2) were introduced into the convenient sites of hydrocortisone and prednisolone via the amidation or condensation reactions to form the corresponding linkers 7a-d, 8a-d, 9a,b, and 10a,b in acceptable yields. The bioassays such as prolongation of heterotopic transplanted cardiac tissue survival in vivo, inhibitory effects on phagocytosis of mouse peritoneal macrophages and concanavalin (ConA) or lipopolysaccharide (LPS) induced proliferation of mouse spleen lymphocytes in vitro show that at the comparable concentrations the immuno suppressive activities of the steroid-urotoxin linkers 7a-d, 8a-d, 9a,b, and 10a,b were higher than that of hydrocortisone, prednisolone, and the urotoxins alone, as well as significantly higher than that of the mixture of hydrocortisone and urotoxins or prednisolone and urotoxins. The so-called 'permissive action' may be responsible for the enhancement of the mentioned bioactivities of the steroid-urotoxin linkers 7a-d, 8a-d, 9a,b, and 10a,b. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.06.012

文献信息

• ANTI-OXIDATIVE AND ANTI-INFLAMMATORY METAL:PEPTIDE COMPLEXES AND USES THEREOF
  申请人：PROCYTE CORPORATION

  公开号：EP0514460A1

  公开（公告）日：1992-11-25
• USE OF COPPER(II) CONTAINING COMPOUNDS TO ACCELERATE WOUND HEALING
  申请人：PROCYTE CORPORATION

  公开号：EP0522004A1

  公开（公告）日：1993-01-13
• L-lysyl-glycyl-L-histidine and therapeutic agent for wound healing containing the same
  申请人：HOECHST JAPAN LIMITED

  公开号：EP0684259B1

  公开（公告）日：1999-11-17
• US5118665A
  申请人：——

  公开号：US5118665A

  公开（公告）日：1992-06-02
• US5164367A
  申请人：——

  公开号：US5164367A

  公开（公告）日：1992-11-17