Abstract

Ferrocenylnaphthalene diimide 1 can bind to double stranded DNA (dsDNA) by the threading intercalation mode and the resulting complex was stabilized further by β-cyclodextrin (CD) by forming a supramolecular complex. These complex formation processes were studied by spectroscopic, viscometric, and electrochemical means in the absence or presence of β-CD. Quantitative analysis by quartz crystal microbalance (QCM) and electrochemical experiments strongly suggested a 2:1 binding stoichiometry for β-CD to 1 threading-intercalated to the dsDNA-immobilized electrode. Owing to this supramolecular complex formation, electrochemical DNA detection based on 1 was improved considerably.

Highlights

  • Exploitation of supramolecular complex formation provides a new tool in nanotechnology [1]

  • We studied the interaction of ferrocenylnaphthalene diimide (1 for example; Scheme 1) with double stranded DNA (dsDNA) and extended it to electrochemical detection of target DNA by using a DNA probe-immobilized electrode [7, 8]

  • It was essential for ferrocenylnaphthalene diimide 1 to form a complex with dsDNA by the threading intercalation mode, where its substituents are projecting out over the major and minor grooves of DNA duplex resulting in a catenated complex

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Summary

Introduction

Exploitation of supramolecular complex formation provides a new tool in nanotechnology [1]. To study the structural effect of β-CD on the complex formation of 1 with dsDNA, circular dichroism (CD) spectra of the complex of 1 (10 μM) with calf thymus DNA (100 μM) were measured in the absence or presence of 160 μM β-CD in 10 mM MES buffer (pH 6.2) containing 1 mM EDTA and 0.1 M NaCl at 25 °C.

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