Synthesis of DNA-Sequence-Selective Hairpin Polyamide Platinum Complexes

Two DNA-sequence-selective hairpin polyamide platinum(II) complexes, containing pyrrole and imidazole heterocyclic rings, have been synthesised by different methods. A six-ring complex, selective for (A/T)GGG(A/T) DNA sequences, was made by using solid-phase synthesis, whilst an eight-ring complex,...

Full description

Saved in:
Bibliographic Details
Main Author: Taleb, Robin (author)
Other Authors: Jaramillo, David (author), Wheate, Nial (author), Aldrich-Wright, Janice (author)
Format: article
Published: 2007
Online Access:http://hdl.handle.net/10725/3496
http://dx.doi.org/10.1002/chem.200601486
http://onlinelibrary.wiley.com/doi/10.1002/chem.200601486/full
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Two DNA-sequence-selective hairpin polyamide platinum(II) complexes, containing pyrrole and imidazole heterocyclic rings, have been synthesised by different methods. A six-ring complex, selective for (A/T)GGG(A/T) DNA sequences, was made by using solid-phase synthesis, whilst an eight-ring complex, selective for (A/T)CCTG(A/T) DNA sequences, was made by utilising standard wet chemistry. Solid-phase synthesis resulted in a significantly higher yield, required less purification and is more efficient than the wet synthesis; as such, it is the preferred method for further work. The metal complexes were characterised by 1H and 195Pt NMR spectroscopy and ESI mass spectrometry. The two compounds provide a foundation for the synthesis of more complex molecules containing multiple hairpins and/or platinum groups.