The synthesis of a chiral peptide nucleic acid (PNA), which is composed of
N-aminoethyl-cis-4-nucleobase-L-proline units, was described. The chiral PN
A monomers containing all four nucleobases (A., T, C and G) were steroselec
tively prepared. The x-ray diffraction data from a single crystal confirmed
the configuration of a key intermediate. Binding activity of the oligomers
with their complementary DNA targets was also investigated.