N,N'-bis[[4-(3-ferrocenecarboamidopropyl)piperazin-1-yl]propyl]-naphthalene-1,4,5,8-tetracarboxylic acid diimide | 209473-66-5

• 英文名称: N,N'-bis[[4-(3-ferrocenecarboamidopropyl)piperazin-1-yl]propyl]-naphthalene-1,4,5,8-tetracarboxylic acid diimide
• 英文别名: N,N-bis[3-[4-(3-ferrocenecarboxaminopropyl)piperazinyl] propyl]naphthalene-1,4,5,8-tetracarboxylic acid
• CAS: 209473-66-5
• 化学式: C₅₆H₆₄Fe₂N₈O₆
• 分子量: 1056.87
• InChiKey: KUYAMZGXYFKXMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  ferrocene carboxylic acid N-hydroxysuccinimide ester 、 N,N’-bis[[4-(3-aminopropyl)piperazinyl]propyl]naphthalene-1,4,5,8-tetracarboxylic acid diimide 以 not given 为溶剂， 以25%的产率得到N,N'-bis[[4-(3-ferrocenecarboamidopropyl)piperazin-1-yl]propyl]-naphthalene-1,4,5,8-tetracarboxylic acid diimide
  参考文献：
  名称：

  Electrochemically active threading intercalator with high double stranded DNA selectivity

  摘要：

  一种以二茂铁为端基的萘二亚胺穿线插层剂可以区分双链 DNA 和单链 DNA，因为它们的解离率不同。

  DOI：

  10.1039/a801539b

文献信息

• Intercalator suitable for electrochemical detection of double strand DNAs and a process for preparing thereof
  申请人：Mitocon Ltd.

  公开号：US06809201B2

  公开（公告）日：2004-10-26

  The present invention relates to the compound of formula (I) useful as an intercalator in electrochemical detection of double-stranded DNAs, and a method for preparation thereof:

  本发明涉及一种化合物，其化学式为（I），可作为双链DNA电化学检测中的插入剂，并提供了其制备方法：
• Linker effect of ferrocenylnaphthalene diimide ligands in the interaction with double stranded DNA
  作者：Shinobu Sato、Shigeori Takenaka

  DOI：10.1016/j.jorganchem.2008.01.011

  日期：2008.4

  Ferrocenylnaphthalene diimide ligands 1-7 were synthesized by joining a piperazino or N-methylamino linker of the naphthalene diimide skeleton with ferrocenecarboxylic, ferroceneacetic, or ferrocenepropionic parts. Their interaction with double stranded DNA (dsDNA) was studied kinetically and electrochemically. Association rate constants of these ligands were found to correlate with their intramolecular stacking ability between the ferrocene and naphthalene diimide planes: ligands which can adopt a stacked conformation in buffer solution were unfavorable in the association with dsDNA, resulting in a smaller association rate constant. Dissociation rate constants of these ligands carrying the bulky piperazino linker were smaller than that of those carrying an N-methylamino one. Binding constants were dictated by the balance of these two factors. These ligands were applied to the electrochemical detection of the amount of dsDNA on the electrode. Ligand 6 having the highest affinity for dsDNA gave rise to the largest current increase upon dsDNA formation in the electrochemical hybridization assay. (C) 2008 Elsevier B.V. All rights reserved.