10-[3-(3-amino-propionylamino)-propyl]-1,4,7,10-tetraaza-cyclododecane-1,4,7-tricarboxylic acid tri-tert-butyl ester | 848761-24-0

• 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: 10-[3-(3-amino-propionylamino)-propyl]-1,4,7,10-tetraaza-cyclododecane-1,4,7-tricarboxylic acid tri-tert-butyl ester
• 英文别名: tri-t-butyl 10-[3-(β-alanylamino)propyl]-1,4,7,10-tetraazacyclododecane-1,4,7-tricarboxylate
• CAS: 848761-24-0
• 化学式: C₂₉H₅₆N₆O₇
• 分子量: 600.8
• InChiKey: YWZDPBPWOVPVRO-UHFFFAOYSA-N

物化性质

• 沸点：
  705.0±60.0 °C(Predicted)
• 密度：
  1.088±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  42.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  146.98
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  10-[3-(3-amino-propionylamino)-propyl]-1,4,7,10-tetraaza-cyclododecane-1,4,7-tricarboxylic acid tri-tert-butyl ester 在 caesium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 10-{3-[3-(3-cyclohexylamino-quinoxalin-2-ylamino)-propionylamino]-propyl}-1,4,7,10-tetraaza-cyclododecane-1,4,7-tricarboxylic acid tri-tert-butyl ester
  参考文献：
  名称：

  Peptide-cleaving agents for human islet amyloid polypeptide containing substrate recognition site based on quinoxaline: Cleavage efficiency enhanced by lowering substrate concentration

  摘要：

  Oligomers of human islet amyloid polypeptide (h-IAPP) are believed to be the pathogenic species for type 2 diabetes mellitus. Peptide-cleaving agents selective for oligomers of h-IAPP were synthesized by using quinoxaline derivatives as recognition sites attached to the Co(III) complex of cyclen in this study. When the initial concentration of h-IAPP was lowered from 4.0 to 0.20 mu M, cleavage yield of the new agents was enhanced by 3 times reaching 16-22 mol %. This shows that the agents would have significant activities at subnano molar concentrations if the concentration of h-IAPP is lowered to the in vivo values. This further indicates that the peptide-cleaving agents prepared previously in this laboratory possess sufficiently high activity for application as a new therapeutic option for Alzheimer's disease, type 2 diabetes mellitus, and Parkinson's disease. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.008
• 作为产物：
  描述：

  1-(N-benzyloxycarbonyl-aminopropyl)-4,7,10-tri(t-butoxycarbonyl)-1,4,7,10-tetraazacyclododecane 在 palladium on activated charcoal 氢气 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 49.0h， 生成 10-[3-(3-amino-propionylamino)-propyl]-1,4,7,10-tetraaza-cyclododecane-1,4,7-tricarboxylic acid tri-tert-butyl ester
  参考文献：
  名称：

  Peptide-Cleaving Catalyst Selective for Peptide Deformylase

  摘要：

  A peptide-cleaving catalyst selective for peptide deformylase (PDF) was obtained from a library containing about 15 000 catalyst candidates. The catalyst cleaved the polypeptide backbone of PDF at Gln(152)-Arg(153). Docking simulations suggested multiple modes of interactions in the complex formed between the catalyst and PDF.

  DOI：

  10.1021/ja044043h

文献信息

• CLEAVAGE AGENT SELECTIVELY ACTING ON SOLUBLE ASSEMBLY OF AMYLOIDOGENIC PEPTIDE OR PROTEIN
  申请人：Suh Jung Hun

  公开号：US20100036122A1

  公开（公告）日：2010-02-11

  The present invention relates to a cleavage agent and a cleavage method selectively acting on soluble assembly of amyloidogenic peptide or protein.

  这项发明涉及一种裂解剂和一种选择性作用于可溶性淀粉样肽或蛋白质组装体的裂解方法。
• WO2008/51017
  申请人：——

  公开号：——

  公开（公告）日：——
• Cleavage Agents for Soluble Oligomers of Amyloid β Peptides
  作者：Junghun Suh、Sang Ho Yoo、Min Gyum Kim、Keunhong Jeong、Jae Young Ahn、Myoung-soon Kim、Pil Seok Chae、Tae Yeon Lee、Jaehwa Lee、Jeongkuk Lee、Yun Ah Jang、Eun Hwa Ko

  DOI：10.1002/anie.200702399

  日期：2007.9.17