Issue 3, 2014

More than one non-canonical phosphodiester bond in the G-tract: formation of unusual parallel G-quadruplex structures

Abstract

In this article, we report an investigation, based on NMR and CD spectroscopic and electrophoretic techniques, of 5′TGGGGT3′ analogues containing two or three 3′-3′ or 5′-5′ inversion sites in the G-run, namely 5′TG3′-3′G5′-5′GGT3′ (Q350), 5′TG3′-3′GG5′-5′GT3′ (Q305), 5′TGG3′-3′G5′-5′GT3′ (Q035), 5′TG3′-3′G5′-5′G3′-3′GT5′ (Q353) and 3′TG5′-5′G3′-3′G5′-5′GT3′ (Q535). Although the sequences investigated contain either no or only one natural 3′-5′ linkage in the G-tract, all modified oligodeoxyribonucleotides (ODNs) have been shown to form stable tetramolecular quadruplex structures. The ability of the 3′-3′ or 5′-5′ inversion sites to affect the glycosidic conformation of guanosines and, consequently, base stacking, has also been investigated. The results of this study allow us to propose some generalizations concerning strand arrangements and the glycosidic conformational preference of residues adjacent to inverted polarity sites. These rules could be of general interest in the design of modified quadruplex structures, in view of their application as G-wires and modified aptamers.

Graphical abstract: More than one non-canonical phosphodiester bond in the G-tract: formation of unusual parallel G-quadruplex structures

Supplementary files

Article information

Article type
Paper
Submitted
21 Aug 2013
Accepted
18 Oct 2013
First published
28 Oct 2013

Org. Biomol. Chem., 2014,12, 534-540

More than one non-canonical phosphodiester bond in the G-tract: formation of unusual parallel G-quadruplex structures

A. Virgilio, V. Esposito, L. Mayol and A. Galeone, Org. Biomol. Chem., 2014, 12, 534 DOI: 10.1039/C3OB41712C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements