Application of L-threonine aldolase-catalyzed reaction for the preparation of a peptidic mimetic of RNA: A leading compound of vero-toxin inhibitors

Article abstract of DOI:10.1016/S0040-4039(98)01567-6

A peptidic mimetic of RNA having a guanine-adenine-guanine code as a base sequence was prepared as a leading compound of Vero-toxin inhibitors. The synthesized hexapeptide is composed from two γ-guanyl-β-hydroxy-α-L- amino acids and one γ-adenyl-β-hydroxy-α-L-amino acid, which were prepared by using L-threonine aldolase-catalyzed reaction, in addition to three glycines. On designing this peptide, the β-hydroxyl groups in the novel α- amino acids are compared to the 2'-hydroxyl groups of RNA, and glycine was chosen as the mimic of the phosphate groups in the RNA backbone.