Fmoc-(S,E)-dgL-OH | 1319724-57-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: Fmoc-(S,E)-dgL-OH
• 英文别名: (S,E)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-methylhept-2-enoic acid；(S,E)-4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-methylhept-2-enoic acid
• CAS: 1319724-57-6
• 化学式: C₂₃H₂₅NO₄
• 分子量: 379.456
• InChiKey: UASGDTASZJHBHV-LPQFERQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  75.63
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  N-(tert-butyloxycarbonyl)-(E)-(4S)-4-amino-6-methylhept-2-enoic acid 在 sodium carbonate 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 0.5h， 生成 Fmoc-(S,E)-dgL-OH
  参考文献：
  名称：

  Self-Assembly to Function: Design, Synthesis, and Broad Spectrum Antimicrobial Properties of Short Hybrid E-Vinylogous Lipopeptides

  摘要：

  Nonribosomal E-vinylogous gamma-amino acids are widely present in many peptide natural products and have been exploited as inhibitors for serine and cysteine proteases. Here, we are reporting the broad spectrum antimicrobial properties and self-assembled nanostructures of various hybrid lipopeptides composed of 1:1 alternating alpha-and E-vinylogous residues. Analysis of the results revealed that self-assembled nanostructures also play a significant role in the antimicrobial and hemolytic activities. In contrast to the alpha-peptide counterparts, vinylogous hybrid peptides displayed excellent antimicrobial properties against various bacterial and fungal strains. Peptides that adopted nanofiber structures displayed less hemolytic activity, while peptides that adopted nanoneedle structures displayed the highest hemolytic activity.

  DOI：

  10.1021/jm400884w

文献信息

• Structural features and molecular aggregations of designed triple-stranded β-sheets in single crystals
  作者：Anupam Bandyopadhyay、Rajkumar Misra、Hosahudya N. Gopi

  DOI：10.1039/c6cc00127k

  日期：——

  Design, synthesis and single crystal conformations of hybrid triple-stranded [small beta]-sheets composed of E-vinylogous residues are reported. Restricting conformational flexibility of [small beta]-strands through the insertion of carbon-carbon double bonds at facing...

  报道了由E-葡萄酒残基组成的杂合三链β-小薄片的设计，合成和单晶构象。通过在表面处插入碳-碳双键来限制小β链的构象柔韧性。
• Synthesis and Structural Investigations of Functionalizable Hybrid β-Hairpin
  作者：Anupam Bandyopadhyay、Sachitanand M. Mali、Pooja Lunawat、K. Muruga Poopathi Raja、Hosahudya N. Gopi

  DOI：10.1021/ol201840p

  日期：2011.9.2

  The solution and solid state conformations of a designed beta-hairpin containing functionalizable alpha,beta-unsaturated gamma-amino acids at the antiparallel beta-strands and a single step transformation to its saturated gamma-peptide analogue are studied.