Abstract

Under ambient conditions the disassembly of self-duplexes of Py A-modified oligodeoxyadenylates (i.e., chromophore-guided DNA assemblies) through intercalative binding of coralyne units to pyrene-modified adenine (Py A) bases was carried out. The coralyne units, intercalated site-selectively on the 3' sides of the Py A units, are stabilized through π-π stacking interactions. This competitive intercalation destabilizes the stacking interactions of pairs of Py A units, resulting in dissociation of the self-duplexes. This behavior, which is opposite to that of coralyne-induced self-duplex formation of natural oligodeoxyadenylates, was exploited to prepare new types of DNA modules that can be switched between two different duplex states.

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