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Diketopyrrolopyrrole J‐Aggregates Formed by Self‐Organization with DNA
Author(s) -
Tsuto Koji,
Nakamura Mitsunobu,
Takada Tadao,
Yamana Kazushige
Publication year - 2014
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201402063
Subject(s) - cyclen , circular dichroism , chromophore , dna , thymine , chemistry , size exclusion chromatography , oligonucleotide , crystallography , titration , combinatorial chemistry , stereochemistry , photochemistry , biochemistry , organic chemistry , enzyme
Bis(2‐thienyl)diketopyrrolopyrrole with two Zn II ‐cyclens (ZnCyc‐DPP) was designed and synthesized to evaluate the selective binding of Zn II ‐cyclen with thymine base in single‐strand DNA as a tool for the construction of a highly ordered multichromophore system on DNAs. Through UV/Vis titrations, gel filtration chromatography, and circular dichroism spectroscopy, ZnCyc‐DPP formed J‐type DPP aggregates with oligo‐dT n DNAs. The DPP aggregates absorbed on a gold electrode exhibited good photocurrent responses. The present results show that binding Zn II ‐cyclen–chromophore conjugates and thymine bases together is a powerful tool for preparing DNA‐templated multichromophoric systems with specific functions.