1994•Tetrahedron LettersOpen access
Fluoroolefin peptide isosteres - tools for controlling peptide conformations
Livia G. Boros, Bart De Corte, Rayomand Gimi, John T. Welch, Yang‐Chang Wu, Robert E. Handschumacher
Open full text 79 citations
Abstract
Fluoroolefin dipeptide isosteres were synthesized applying the Peterson reaction as a novel method for fluoroolefination. The dipeptide isosteres were elaborated to provide the conformationally constrained analogs (1-(R), 1-(S) and 2-(R), 2-(S)) of the Suc-Ala-Gly-Pro-Phe-pNA tetrapeptide, a synthetic substate of cyclophilin.