Monofunctionally trans-diammine platinum(II)-modified peptide nucleic acid oligomers: a new generation of potential antisense drugs |
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Authors: | Schmidt Kathrin S Boudvillain Marc Schwartz Annie van der Marel Gijs A van Boom Jacques H Reedijk Jan Lippert Bernhard |
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Affiliation: | Fachbereich Chemie, Universit?t Dortmund Otto-Hahn-Strasse 6, 44227 Dortmund, Germany. |
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Abstract: | A solid-phase approach is described that provides facile access to monofunctionally trans-PtII-modified PNA oligomers of arbitrary sequence for potential use both in antigene and antisense strategies. The approach includes the synthesis of a platinated building block 1 and its subsequent incorporation into three different PNA oligomers 5-7 by solid-phase synthesis. In a model cross-linking reaction one of the latter is found to recognize sequence-specifically a target oligonucleotide 8 and to cross-link to it. The resulting structure is the trans-PtII-cross-linked PNA/DNA duplex 9 as revealed by mass spectrometry in combination with a Maxam-Gilbert sequencing experiment. |
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