Issue 20, 2011

Interaction of DNA and a series of aromatic donor–viologen acceptor molecules with and without the presence of CB[8]

Abstract

A series of 1-ethyl-1′-arylmethyl-4,4′-bipyridinium compounds is synthesized, where the aryl is phenyl (BEV), 2-naphthyl (NEV), 2-anthracenyl (AEV) or 1-pyrenyl (PEV). Among them, PEV and AEV can bind with calf thymus DNA mainly through intercalation and groove-binding modes, and both of them can be observed to photocleave plasmid pBR 322 DNA significantly under irradiation with a xenon arc lamp. After inclusion of cucurbit[8]uril (CB[8]), all of the aromatic donor–viologen acceptor compounds exhibit efficient DNA photocleavage ability. The reason is that CB[8] can inhibit the intramolecular backwards electron transfer in the aromatic donor–viologen acceptor molecule, prolonging the lifetime of the charge separated excited state to some extent. These studies bring a new subject in DNA photocleavage research and a potential application of the host–guest supramolecular system.

Graphical abstract: Interaction of DNA and a series of aromatic donor–viologen acceptor molecules with and without the presence of CB[8]

Supplementary files

Article information

Article type
Paper
Submitted
25 Nov 2010
Accepted
22 Mar 2011
First published
18 Apr 2011

Phys. Chem. Chem. Phys., 2011,13, 9789-9795

Interaction of DNA and a series of aromatic donor–viologen acceptor molecules with and without the presence of CB[8]

T. Zhang, S. Sun, F. Liu, Y. Pang, J. Fan and X. Peng, Phys. Chem. Chem. Phys., 2011, 13, 9789 DOI: 10.1039/C0CP02664F

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