Process improvement in amino acid N-carboxyanhydride synthesis by N-carbamoyl amino acid nitrosation.
Amino acid N-carboxyanhydrides (NCA), convenient monomer for polypeptide synthesis, are easily prepared in high purity as the result of N-carbamoyl amino acids (CAA) nitrosation by gaseous NOx (4:1 NO + O2 mixture, or NOCl) in toluene. Removal of polar side products is then efficiently carried out during subsequent work-up and crystallisation so that the resulting NCA obtained in good yield is suitable for controlled, primary amine-initiated polymerisation.
Lagrille
Olivier
O
Institut des Biomolécules Max Mousseron, UMR 5247, CNRS, Université Montpellier 1, Université Montpellier 2, Montpellier, France.
Danger
Grégoire
G
Boiteau
Laurent
L
Rossi
Jean-Christophe
JC
Taillades
Jacques
J
D000596:Amino Acids / Q000737:chemistry*; D000812:Anhydrides / Q000138:chemical synthesis*; D015538:Nitrosation
D000596:Amino Acids; D000812:Anhydrides