N,N'-bis[3-(3-ferrocenepropioamidopropyl)methylaminopropyl]-naphthalene-1,4,5,8-tetracarboxylic acid diimide | 871036-18-9

• 英文名称: N,N'-bis[3-(3-ferrocenepropioamidopropyl)methylaminopropyl]-naphthalene-1,4,5,8-tetracarboxylic acid diimide
• CAS: 871036-18-9
• 化学式: C₅₄H₆₂Fe₂N₆O₆
• 分子量: 1002.82
• InChiKey: NUPMRMYNQYTJNA-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  ferrocenepropionic acid N-hydroxysuccinimide ester 、 N,N'-bis[3-(3-aminopropyl)methylaminonpropyl]-naphthalene-1,4,5,8-tetracarboxylic acid diimide 在 triethylamine 作用下， 以 氯仿 为溶剂， 以70%的产率得到N,N'-bis[3-(3-ferrocenepropioamidopropyl)methylaminopropyl]-naphthalene-1,4,5,8-tetracarboxylic acid diimide
  参考文献：
  名称：

  Linker effect of ferrocenylnaphthalene diimide ligands in the interaction with double stranded DNA

  摘要：

  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.

  DOI：

  10.1016/j.jorganchem.2008.01.011