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π-Stacked naphthalenediimide (NDI) arrays are of interest as charge-transport materials. We have designed and synthesized an NDI derivative with two Zn(II)-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(Zn(II)-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. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Citation

Mitsunobu Nakamura, Tsukasa Okaue, Tadao Takada, Kazushige Yamana. DNA-templated assembly of naphthalenediimide arrays. Chemistry (Weinheim an der Bergstrasse, Germany). 2012 Jan 2;18(1):196-201

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PMID: 22124999

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