Issue 1, 2016

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

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

Supplementary files

Article information

Article type
Paper
Submitted
10 Aug 2015
Accepted
18 Sep 2015
First published
22 Sep 2015
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2016,14, 149-157

Author version available

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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