The results complement our previous work that had demonstrated that cyclohexanyl-PNAs favor binding with cRNA compared with cDNA and imply that the biophysical and structural properties of PNAs can be directed by introduction of the right rigidity in PNA backbone devoid of chirality. This may be a structural consequence of the sterically rigid gem-dimethyl group, imposing a pre-organized conformation favorable for complex formation with cDNA. They show a higher binding to DNA relative to that with isosequential RNA. The PNA oligomers synthesized from the monomers 6 and 12) effected remarkable stabilization of homothyminePNA 2:homoadenine DNA/RNA triplexes and mixed base sequence duplexes with target cDNA or RNA. The design and facile synthesis of sterically constrained new analogs of PNA having gem-dimethyl substitutions on glycine ( dmg-PNA-T) is presented.
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