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Issue 20, 2004
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Tetrapeptides induce selective recognition for G-quadruplexes when conjugated to a DNA-binding platform

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Abstract

3,6-Bis-peptide acridine and acridone conjugates have been designed and synthesised to selectively interact with G-quadruplex DNA. The ligand properties are peptide sequence dependant, the highest discrimination being obtained with the FRHR tetrapeptide (up to >50-fold specificity). Molecular modeling studies have helped us rationalise the data and suggest that human telomeric quadruplex DNA can readily accommodate tetrapeptides, and furthermore that FRHR contributes to stabilization of the complex by non-bonded interactions within the TTA loop pockets of the quadruplex. These studies indicate that targeting distinct features of a G-quadruplex with hybrid molecules is a promising strategy for discriminating between quadruplex and duplex DNA.

Graphical abstract: Tetrapeptides induce selective recognition for G-quadruplexes when conjugated to a DNA-binding platform

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Article information


Submitted
28 Jun 2004
Accepted
01 Sep 2004
First published
20 Sep 2004

Org. Biomol. Chem., 2004,2, 2925-2931
Article type
Paper

Tetrapeptides induce selective recognition for G-quadruplexes when conjugated to a DNA-binding platform

S. Ladame, J. A. Schouten, J. Stuart, J. Roldan, S. Neidle and S. Balasubramanian, Org. Biomol. Chem., 2004, 2, 2925
DOI: 10.1039/B409698C

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