3-({4-[(tert-butoxycarbonyl)amino]butyl}[(9H-fluoren-9-ylmethoxy)carbonyl]amino)propanoic acid | 1392101-23-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 3-({4-[(tert-butoxycarbonyl)amino]butyl}[(9H-fluoren-9-ylmethoxy)carbonyl]amino)propanoic acid
• 英文别名: 3-[9H-fluoren-9-ylmethoxycarbonyl-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]amino]propanoic acid
• CAS: 1392101-23-3
• 化学式: C₂₇H₃₄N₂O₆
• 分子量: 482.577
• InChiKey: YHAFMBIOTKQDGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  N-叔丁氧羰基-1,4-丁二胺 在 甲醇 、 三乙胺 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 88.5h， 生成 3-({4-[(tert-butoxycarbonyl)amino]butyl}[(9H-fluoren-9-ylmethoxy)carbonyl]amino)propanoic acid
  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.