2-(5'-((((9H-fluoren-9-yl)methoxy)carbonylamino)methyl)-2,2'-bithiophen-5-yl)acetic acid | 1071842-91-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-(5'-((((9H-fluoren-9-yl)methoxy)carbonylamino)methyl)-2,2'-bithiophen-5-yl)acetic acid
• 英文别名: 2-[5-[5-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]thiophen-2-yl]thiophen-2-yl]acetic acid
• CAS: 1071842-91-5
• 化学式: C₂₆H₂₁NO₄S₂
• 分子量: 475.589
• InChiKey: RHEGGFCRBCICAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  methyl 2-(5'-((((9H-fluoren-9-yl)methoxy)carbonylamino)methyl)-2,2'-bithiophen-5-yl)acetate 在 sodium hydroxide 、 水 、 异丙醇 、 calcium chloride 作用下， 反应 24.0h， 以90%的产率得到2-(5'-((((9H-fluoren-9-yl)methoxy)carbonylamino)methyl)-2,2'-bithiophen-5-yl)acetic acid
  参考文献：
  名称：

  π-共轭寡肽的水性自组装产生的一维光电纳米结构

  摘要：

  描述了寡肽侧翼 pi 共轭分子的水性自组装成离散的一维纳米结构。这些分子的独特之处在于，pi 缀合单元已通过具有 pi 功能的合成氨基酸直接嵌入肽主链内，该氨基酸与标准的基于 Fmoc 的肽合成兼容。基于肽的分子设计在电荷筛选和自组装后加强了聚集体内的密切 pi-pi 通信，使这些纳米结构对生物环境中的光学或电子应用具有吸引力。报告了合成和组装以及新纳米材料的光谱和形态特征。

  DOI：

  10.1021/ja805491d

文献信息

• SELF-ASSEMBLING PEPTIDES BEARING ORGANIC ELECTRONIC FUNCTIONALITY AND APPLICATIONS EMPLOYING THE SAME
  申请人：Tovar John Dayton

  公开号：US20120101022A1

  公开（公告）日：2012-04-26

  The aqueous self-assembly of oligopeptide-flanked π-conjugated molecules into discrete one-dimensional nanostructures is described. Unique to these molecules is the fact that the π-conjugated unit has been directly embedded within the peptide backbone by way of a synthetic amino acid with π-functionality that is compatible with standard Fmoc-based peptide synthesis or by way of a diacid or other bis(electrophile) that can covalently cross-link peptide chains presented on a synthesis support. The peptide-based molecular designs enforce intimate π-π communication within the aggregates after charge-screening and self-assembly, making these nanostructures attractive for optical or electronic applications in biological environments. In other embodiments, a convenient method to incorporate π-electron units into peptides that assemble into amyloid-like supramolecular polymers is disclosed. Self-assembly manipulates these “electronic peptides” into delocalized sub-10 nm one dimensional (1-D) nanostructures under completely aqueous conditions.

  本文介绍了寡肽-π共轭分子在水相中自组装成离散一维纳米结构的过程。这些分子的独特之处在于，π共轭单元直接嵌入到寡肽骨架中，通过合成具有π功能的氨基酸，该氨基酸与标准的Fmoc基肽合成兼容，或通过二酸或其他双(亲电子)与合成支撑上呈现的肽链共价交联。寡肽分子的设计在电荷屏蔽和自组装后强制实现聚集体内部的亲-亲作用，使这些纳米结构在生物环境中具有光学或电子应用的吸引力。在其他实施例中，本文还揭示了一种将π电子单元方便地纳入到聚集成类淀粉样超分子聚合物的寡肽中的方法。自组装将这些“电子寡肽”操纵成分散的亚10纳米一维(1-D)纳米结构，在完全水相条件下实现。
• US9334304B2
  申请人：——

  公开号：US9334304B2

  公开（公告）日：2016-05-10
• [EN] SELF-ASSEMBLING PEPTIDES BEARING ORGANIC ELECTRONIC FUNCTIONALITY AND APPLICATIONS EMPLOYING THE SAME<br/>[FR] PEPTIDES À AUTO ASSEMBLAGE DOTÉS D'UNE FONCTIONNALITÉ ORGANO-ÉLECTRONIQUE, ET APPLICATIONS LES UTILISANT
  申请人：UNIV JOHNS HOPKINS

  公开号：WO2010115080A2

  公开（公告）日：2010-10-07

  The aqueous self-assembly of oligopeptide-flanked π-conjugated molecules into discrete one-dimensional nanostructures is described. Unique to these molecules is the fact that the π-conjugated unit has been directly embedded within the peptide backbone by way of a synthetic amino acid with π-functionality that is compatible with standard Fmoc-based peptide synthesis or by way of a diacid or other bis(electrophile) that can covalently cross-link peptide chains presented on a synthesis support. The peptide-based molecular designs enforce intimate π- π communication within the aggregates after charge-screening and self-assembly, making these nanostructures attractive for optical or electronic applications in biological environments. In other embodiments, a convenient method to incorporate π-electron units into peptides that assemble into amyloid-like supramolecular polymers is disclosed. Self-assembly manipulates these "electronic peptides" into delocalized sub-10 nm one dimensional (1-D) nanostructures under completely aqueous conditions.