Studies on 2-Aziridinecarboxylic Acid. VII. Formation of Dehydroamino Acid PeptidesviaIsomerization of Peptides Containing 2-Aziridinecarboxylic Acid by Tertiary Amines
The reaction of Z–Gly–Azy–Gly–OBzl with amines was studied. With primary amines, the 1-acyl group (Z–Gly) of the aziridine peptide mainly migrated to the reactant amine with cleaving of the amide bond between glycine and aziridine, whereas aniline and diethylamine gave diaminopropionic acid derivatives via the ring opening reaction.
Studies on 2-Aziridinecarboxylic Acid. V. Formation of Dehydroamino Acid Containing Peptides<i>via</i>the Isomerization by NaI of 2-Aziridinecarboxylic Acid Containing Peptides
The 2-aziridinecarboxylic acid residue in peptides was isomerized with NaI in an acetone solution into the corresponding dehydroalanine or dehydro-2-aminobutyric acid derivatives, but not into the corresponding 2-oxazoline derivatives.