DNA-Templated Assembly of Naphthalenediimide Arrays

Authors

  • Prof. Mitsunobu Nakamura,

    Corresponding author
    1. Department of Materials Science and Chemistry, University of Hyogo, 2167 Shosha, Himeji, Hyogo 671-2280 (Japan), Fax: (+81) 792-267-4928
    2. Molecular Nanotechnology Research Center, University of Hyogo, 2167 Shosha, Himeji, Hyogo 671-2280 (Japan)
    • Department of Materials Science and Chemistry, University of Hyogo, 2167 Shosha, Himeji, Hyogo 671-2280 (Japan), Fax: (+81) 792-267-4928
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  • Tsukasa Okaue,

    1. Department of Materials Science and Chemistry, University of Hyogo, 2167 Shosha, Himeji, Hyogo 671-2280 (Japan), Fax: (+81) 792-267-4928
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  • Dr. Tadao Takada,

    1. Department of Materials Science and Chemistry, University of Hyogo, 2167 Shosha, Himeji, Hyogo 671-2280 (Japan), Fax: (+81) 792-267-4928
    2. Molecular Nanotechnology Research Center, University of Hyogo, 2167 Shosha, Himeji, Hyogo 671-2280 (Japan)
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  • Prof. Kazushige Yamana

    1. Department of Materials Science and Chemistry, University of Hyogo, 2167 Shosha, Himeji, Hyogo 671-2280 (Japan), Fax: (+81) 792-267-4928
    2. Molecular Nanotechnology Research Center, University of Hyogo, 2167 Shosha, Himeji, Hyogo 671-2280 (Japan)
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Abstract

π-Stacked naphthalenediimide (NDI) arrays are of interest as charge-transport materials. We have designed and synthesized an NDI derivative with two ZnII–cyclens that act as receptors for the thymine base in DNA. UV/Vis and CD spectroscopy, gel filtration, and molecular-modeling studies have shown that the bis(ZnII–cyclen)–NDI can be assembled in the presence of oligo-dT to form π-stacked NDI arrays. The assembly of the NDI arrays was found to be dependent on the length of the oligo-dT and the temperature. The NDI–oligo-dT assembly on a gold substrate exhibits photocurrent responses due to electron transfer through the π-stacked array.

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