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Issue 1, 2016
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Increased duplex stabilization in porphyrin-LNA zipper arrays with structure dependent exciton coupling

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Abstract

Porphyrins were attached to LNA uridine building blocks via rigid 5-acetylene or more flexible propargyl-amide linkers and incorporated into DNA strands. The systems show a greatly increased thermodynamic stability when using as little as three porphyrins in a zipper arrangement. Thermodynamic analysis reveals clustering of the strands into more ordered duplexes with both greater negative ΔΔS and ΔΔH values, and less ordered duplexes with small positive ΔΔS differences, depending on the combination of linkers used. The exciton coupling between the porphyrins is dependent on the flanking DNA sequence in the single stranded form, and on the nature of the linker between the nucleobase and the porphyrin in the double stranded form; it is, however, also strongly influenced by intermolecular interactions. This system is suitable for the formation of stable helical chromophore arrays with sequence and structure dependent exciton coupling.

Graphical abstract: Increased duplex stabilization in porphyrin-LNA zipper arrays with structure dependent exciton coupling

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Publication details

The article was received on 10 Aug 2015, accepted on 18 Sep 2015 and first published on 22 Sep 2015


Article type: Paper
DOI: 10.1039/C5OB01681A
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Org. Biomol. Chem., 2016,14, 149-157
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    Increased duplex stabilization in porphyrin-LNA zipper arrays with structure dependent exciton coupling

    D. G. Singleton, R. Hussain, G. Siligardi, P. Kumar, P. J. Hrdlicka, N. Berova and E. Stulz, Org. Biomol. Chem., 2016, 14, 149
    DOI: 10.1039/C5OB01681A

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