N-Fmoc-β-alanyl-4-aminobenzoic acid | 617712-18-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: N-Fmoc-β-alanyl-4-aminobenzoic acid
• 英文别名: 4-[3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanamido]benzoic acid；4-[3-(9H-fluoren-9-ylmethoxycarbonylamino)propanoylamino]benzoic acid
• CAS: 617712-18-2
• 化学式: C₂₅H₂₂N₂O₅
• 分子量: 430.46
• InChiKey: MUAOPPSWCKURIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Fmoc-L-亮氨酸 、 Fmoc-O-叔丁基-L-谷氨酸 、 芴甲氧羰酰基-6-氨基己酸 、 N-Fmoc-β-alanyl-4-aminobenzoic acid 、 alkaline earth salt of/the/ methylsulfuric acid 生成
  参考文献：
  名称：

  Aqueous Self-Assembly of Unsymmetric Peptide Bolaamphiphiles into Nanofibers with Hydrophilic Cores and Surfaces

  摘要：

  Unsymmetric peptide bolaamphiphiles that incorporate (l-glutamyl)3glycine at one terminus and either tetraethylene glycol or aspartic acid at the other were found to form hydrogels at low wt %, presumably by self-assembling into nanofibers presenting (l-glutamyl)3glycine at their surfaces and burying the second headgroup at their cores. Transmission electron microscopy measurements on 1 wt % gels negatively stained with phosphotungstic acid and positively stained with uranyl acetate show one-dimensional objects with diameters of 5 nm and lengths in excess of 1 mum. Circular dichroism and solid-state FTIR spectra indicate the adoption of beta-sheet structure within the nanofibers.

  DOI：

  10.1021/ja035882r
• 作为产物：
  描述：

  对氨基苯甲酸 在 吗啉 、 4-二甲氨基吡啶 、 碳酸二异丙酯 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.75h， 生成 N-Fmoc-β-alanyl-4-aminobenzoic acid
  参考文献：
  名称：

  Aqueous Self-Assembly of Unsymmetric Peptide Bolaamphiphiles into Nanofibers with Hydrophilic Cores and Surfaces

  摘要：

  Unsymmetric peptide bolaamphiphiles that incorporate (l-glutamyl)3glycine at one terminus and either tetraethylene glycol or aspartic acid at the other were found to form hydrogels at low wt %, presumably by self-assembling into nanofibers presenting (l-glutamyl)3glycine at their surfaces and burying the second headgroup at their cores. Transmission electron microscopy measurements on 1 wt % gels negatively stained with phosphotungstic acid and positively stained with uranyl acetate show one-dimensional objects with diameters of 5 nm and lengths in excess of 1 mum. Circular dichroism and solid-state FTIR spectra indicate the adoption of beta-sheet structure within the nanofibers.

  DOI：

  10.1021/ja035882r

文献信息

• [EN] PEPTIDE ROD AMPHIPHILES AND SELF-ASSEMBLY OF SAME<br/>[FR] AMPHIPHILES A BATONNETS PEPTIDIQUES ET AUTOASSEMBLAGE DE CES DERNIERS
  申请人：UNIV NORTHWESTERN

  公开号：WO2004003561A9

  公开（公告）日：2004-08-12

  [EN] Peptide rod amphiphile self-assembly and gelation is described herein. Also described is a method to incorporate the self-assembled peptide rod amphiphile gel in tissue engineering and tissue repair applications. It may also be utilized as three-dimensional scaffold for tissue engineering.
  [FR] La présente invention se rapporte à la gélification et à l'autoassemblage d'amphiphiles à bâtonnets peptidiques. On décrit également un procédé qui permet d'incorporer le gel d'amphiphiles à bâtonnets peptidiques autoassemblés dans des applications de génie tissulaire et de réparation tissulaire. On peut également l'utiliser en tant que squelette tridimensionnel pour le génie tissulaire.