Issue 6, 2015

A short, rigid linker between pyrene and guanidiniocarbonyl-pyrrole induced a new set of spectroscopic responses to the ds-DNA secondary structure

Abstract

A novel pyrene-guanidiniocarbonyl-pyrrole dye, characterised by a short, rigid linker between the two chromophores, interacts strongly with ds-DNA but only negligibly with ds-RNA. Under neutral conditions the dye shows strong selectivity toward AT-DNA (with respect to GC-DNA). Binding is accompanied by a specific ICD band at 350 nm and fluorescence quenching for all DNAs/RNAs studied. At pH 5 the affinity of the dye is reversed, now favouring GC-DNA over AT-DNA. A strong emission increase for AT-DNA is observed but with quenching for GC-DNA.

Graphical abstract: A short, rigid linker between pyrene and guanidiniocarbonyl-pyrrole induced a new set of spectroscopic responses to the ds-DNA secondary structure

Supplementary files

Article information

Article type
Communication
Submitted
10 Eki 2014
Accepted
02 Ara 2014
First published
02 Ara 2014
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2015,13, 1629-1633

Author version available

A short, rigid linker between pyrene and guanidiniocarbonyl-pyrrole induced a new set of spectroscopic responses to the ds-DNA secondary structure

M. Radić Stojković, P. Piotrowski, C. Schmuck and I. Piantanida, Org. Biomol. Chem., 2015, 13, 1629 DOI: 10.1039/C4OB02169J

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