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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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Publication details

The article was received on 28 Jun 2004, accepted on 01 Sep 2004 and first published on 20 Sep 2004


Article type: Paper
DOI: 10.1039/B409698C
Citation: Org. Biomol. Chem., 2004,2, 2925-2931

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    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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