Solution and solid-supported synthesis of 3,4,5-trisubstituted 1,2,4-triazole-based peptidomimetics.
[reaction: see text] 3,4,5-Trisubstituted 1,2,4-triazoles were synthesized in solution from various thioamides and hydrazides in smooth experimental conditions leading to peptidomimetic scaffolds. This strategy was found to be compatible with the usual peptide synthesis protecting groups. This methodology was then applied on solid support by anchoring alpha-amino acids through their amino function to an activated carbonate resin.
Laboratoire des Aminoacides, Peptides et Protéines (LAPP), UMR 5810 CNRS, Universités Montpellier I et II, Faculté de Pharmacie, 15 Avenue Charles Flahault, BP 14491, 34093 Montpellier Cédex 5, France.
Damien
D
Boeglin
Sonia
S
Cantel
Annie
A
Heitz
Jean
J
Martinez
Jean-Alain
JA
Fehrentz
D018716:Molecular Mimicry; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D014230:Triazoles / Q000737:chemistry*
D010455:Peptides; D014230:Triazoles; C045575:1,2,4-triazole