Chiral Selectivity in the Binding of [4]Helicene Derivatives to Double-Stranded DNA
Artikel i vetenskaplig tidskrift, 2013

The interaction of a series of chiral cationic [4]helicene derivatives, which differ by their substituents, with double-stranded DNA has been investigated by using a combination of spectroscopic techniques, including time-resolved fluorescence, fluorescence anisotropy, and linear dichroism. Addition of DNA to helicene solutions results to a hypochromic shift of the visible absorption bands, an increase of fluorescence quantum yield and lifetime, a slowing down of fluorescence anisotropy decay, and a linear dichroism in flow-oriented DNA, which unambiguously points to the binding of these dyes to DNA. Both helicene monomers and dimeric aggregates, which form at higher concentration, bind to DNA, the former most probably upon intercalation and the latter upon groove binding. The binding constant depends substantially on the dye substituents and is, in all cases, larger with the M than the P enantiomer, by factors ranging from 1.2 to 2.3, depending on the dye.

circular dichroism

helical structures

time-resolved spectroscopy

DNA recognition

fluorescent probes

chirality

Författare

Oksana Kel

Universite de Geneve

Alexandre Fürstenberg

Universite de Geneve

Nathalie Mehanna

Universite de Geneve

Cyril Nicolas

Universite de Geneve

Benoît Laleu

Universite de Geneve

Martin Hammarson

Chalmers, Kemi- och bioteknik, Fysikalisk kemi

Bo Albinsson

Chalmers, Kemi- och bioteknik, Fysikalisk kemi

Jerôme Lacour

Universite de Geneve

Eric Vauthey

Universite de Geneve

Chemistry - A European Journal

0947-6539 (ISSN) 1521-3765 (eISSN)

Vol. 19 22 7173-7180

Styrkeområden

Nanovetenskap och nanoteknik

Ämneskategorier

Fysikalisk kemi

DOI

10.1002/chem.201203915