Monomeric and heterodimeric triple helical DNA mimics.

The construction of artificial triple helical structures with oligonucleotides containing non-nucleosidic phenanthrenes and pyrenes is described. The polyaromatic building blocks, which are used as connectors between the Hoogsteen strand and the Watson-Crick hairpin, lead to a significant stabilization of intramolecular triple helices. Description of the relative orientation of pyrene building blocks is rendered possible by the observation of exciton coupling in the circular dichroism spectra. In addition, the formation of heterodimeric triple helical constructs is explored. Again, the polyaromatic residues are found to have a positive effect on the stability of these structures. The results are important for the design and construction of nucleic-acid-based, triple helical architectures. Furthermore, they will help in the development of analogues of biologically important, naturally occurring triplex structures.