Issue 73, 2014

A lipophilic “fully-anti” dodecamer from a (5′S)-5′,8-cyclo-2′-deoxyguanosine

Abstract

The self-assembly of a lipophilic derivative of (5′S)-5′,8-cyclo-2′-deoxyguanosine, a mutagenic product formed by hydroxyl radical attack against DNA, has been investigated. This derivative forms, with high fidelity, a dodecameric complex composed of three stacked G-quartets in the presence of strontium picrate. This is the first example of a fully-anti lipophilic G-quadruplex.

Graphical abstract: A lipophilic “fully-anti” dodecamer from a (5′S)-5′,8-cyclo-2′-deoxyguanosine

Supplementary files

Article information

Article type
Communication
Submitted
04 Jun 2014
Accepted
24 Jul 2014
First published
24 Jul 2014

Chem. Commun., 2014,50, 10722-10725

Author version available

A lipophilic “fully-anti” dodecamer from a (5′S)-5′,8-cyclo-2′-deoxyguanosine

S. Pieraccini, M. A. Terzidis, E. J. Baldassarri, G. Fragneto, P. Mariani, S. Masiero and C. Chatgilialoglu, Chem. Commun., 2014, 50, 10722 DOI: 10.1039/C4CC04275A

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