Ac-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-NH2 | 1392101-20-0

• 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: Ac-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-NH2
• 英文别名: (3S)-3-acetamido-7-amino-N-[(2S)-4-[[(3S)-7-amino-1-[[(2S)-4-[[(3S)-7-amino-1-[[(2S)-4-[[(3S)-7-amino-1-[[(2S)-4-[[(3S)-7-amino-1-[[(2S)-4-[[(3S)-7-amino-1-[[(2S)-4-[[(3S)-7-amino-1-[[(2S)-4-[[(3S)-7-amino-1-[[(2S)-4-amino-4-oxo-1-phenylbutan-2-yl]amino]-1-oxoheptan-3-yl]amino]-4-oxo-1-phenylbutan-2-yl]amino]-1-oxoheptan-3-yl]amino]-4-oxo-1-phenylbutan-2-yl]amino]-1-oxoheptan-3-yl]amino]-4-oxo-1-phenylbutan-2-yl]amino]-1-oxoheptan-3-yl]amino]-4-oxo-1-phenylbutan-2-yl]amino]-1-oxoheptan-3-yl]amino]-4-oxo-1-phenylbutan-2-yl]amino]-1-oxoheptan-3-yl]amino]-4-oxo-1-phenylbutan-2-yl]amino]-1-oxoheptan-3-yl]amino]-4-oxo-1-phenylbutan-2-yl]heptanamide
• CAS: 1392101-20-0
• 化学式: C₁₃₈H₂₀₅N₂₅O₁₇
• 分子量: 2486.3
• InChiKey: QSFCFYKBONFUDP-HWQSQCOESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 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：
  717
• 氢给体数：
  25
• 氢受体数：
  25

反应信息

• 作为产物：
  描述：

  乙酸酐 、 Fmoc-L-beta-高苯丙氨酸 、 NΒ-芴甲氧羰基-NΩ-叔丁氧羰基-L-Β-高赖氨酸 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24%的产率得到Ac-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-bAla(3S-BuNH2)-bAla(3S-Bn)-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.