Ac-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-NH2 | 1392101-17-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: Ac-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-NH2
• 英文别名: 3-[3-[3-[3-[3-[3-[3-[3-[3-[3-[3-[3-[3-[3-[3-[3-[acetyl(4-aminobutyl)amino]propanoyl-benzylamino]propanoyl-(4-aminobutyl)amino]propanoyl-benzylamino]propanoyl-(4-aminobutyl)amino]propanoyl-benzylamino]propanoyl-(4-aminobutyl)amino]propanoyl-benzylamino]propanoyl-(4-aminobutyl)amino]propanoyl-benzylamino]propanoyl-(4-aminobutyl)amino]propanoyl-benzylamino]propanoyl-(4-aminobutyl)amino]propanoyl-benzylamino]propanoyl-(4-aminobutyl)amino]propanoyl-benzylamino]propanamide
• CAS: 1392101-17-5
• 化学式: C₁₃₈H₂₀₅N₂₅O₁₇
• 分子量: 2486.3
• InChiKey: BRBABJPPMNJZSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  180
• 可旋转键数：
  96
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  576
• 氢给体数：
  9
• 氢受体数：
  25

反应信息

• 作为产物：
  描述：

  3-({4-[(tert-butoxycarbonyl)amino]butyl}[(9H-fluoren-9-ylmethoxy)carbonyl]amino)propanoic acid 、 3-((((9H-fluoren-9-yl)methoxy)carbonyl)(benzyl)amino)propanoic acid 、 乙酸酐 在 哌啶 、 N-羟基-7-氮杂苯并三氮唑 、 N,N'-二异丙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 以22%的产率得到Ac-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-N(BuNH2)bAla-N(Bn)bAla-NH2
  参考文献：
  名称：

  Antimicrobial Activity of Peptidomimetics against Multidrug-Resistant Escherichia coli: A Comparative Study of Different Backbones

  摘要：

  Novel remedies in the battle against multidrug-resistant bacterial strains are urgently needed, and one obvious approach involves antimicrobial peptides and mimics hereof. The impact of alpha- and beta-peptoid as well as beta(3)-amino acid modifications on the activity profile against beta-lactamase-producing Escherichia coli was assessed by testing an array comprising different types of cationic peptidomimetics obtained by a general monomer-based solid-phase synthesis protocol. Most of the peptidomimetics possessed high to moderate activity toward multidrug-resistant E. coli as opposed to the corresponding inactive peptides. Nevertheless, differences in hemolytic activities indicate that a careful choice of backbone design constitutes a significant parameter in the search for effective cationic antimicrobial peptidomimetics targeting specific bacteria.

  DOI：

  10.1021/jm300820a

文献信息

• Antimicrobial Activity of Peptidomimetics against Multidrug-Resistant Escherichia coli: A Comparative Study of Different Backbones
  作者：Rasmus D. Jahnsen、Niels Frimodt-Møller、Henrik Franzyk

  DOI：10.1021/jm300820a

  日期：2012.8.23

  Novel remedies in the battle against multidrug-resistant bacterial strains are urgently needed, and one obvious approach involves antimicrobial peptides and mimics hereof. The impact of alpha- and beta-peptoid as well as beta(3)-amino acid modifications on the activity profile against beta-lactamase-producing Escherichia coli was assessed by testing an array comprising different types of cationic peptidomimetics obtained by a general monomer-based solid-phase synthesis protocol. Most of the peptidomimetics possessed high to moderate activity toward multidrug-resistant E. coli as opposed to the corresponding inactive peptides. Nevertheless, differences in hemolytic activities indicate that a careful choice of backbone design constitutes a significant parameter in the search for effective cationic antimicrobial peptidomimetics targeting specific bacteria.