The synthesis of novel functionalized fullerene derivatives containing DNA minor groove binders is reported. In order to construct sequence-specific probes for DNA photomodification, the compounds were attached to a triple helix forming oligonucleotide, and the formation of triplexes was monitored. The triplex formation was demonstrated, but the presence of fullerene moieties gives rise to a high degree of instability. Molecular modeling studies on these supramolecular structures provided useful information for the current study and for future developments.

Synthesis and Molecular Modeling Studies of Fullerene-Trimethoxyindole-Oligonucleotide Conjugates as Possible Probes for Studying Photochemical Reactions in DNA Triple Helices

DA ROS, TATIANA;SPALLUTO, GIAMPIERO;PRATO, MAURIZIO
2002

Abstract

The synthesis of novel functionalized fullerene derivatives containing DNA minor groove binders is reported. In order to construct sequence-specific probes for DNA photomodification, the compounds were attached to a triple helix forming oligonucleotide, and the formation of triplexes was monitored. The triplex formation was demonstrated, but the presence of fullerene moieties gives rise to a high degree of instability. Molecular modeling studies on these supramolecular structures provided useful information for the current study and for future developments.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11368/1693517
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