Pseudo-Prolines in Peptide Synthesis: Direct Insertion of Serine and Threonine Derived Oxazolidines in Dipeptides
Dipeptides containing serine and threonine derived oxazolidines are prepared by reacting side chain unprotected dipeptides containing C-terminal Thr or Ser with dimethoxypropane.The resulting building blocks can be coupled in Fmoc-based solid phase peptide synthesis enhancing peptide solvation by its secondary structure disrupting potential.The present procedure may be considered as a first step towards a reversible modification of structural and functional properties of bioactive peptides and proteins.
Solid phase synthesis of ω-aspartic thioacid containing peptides
The Fmoc-based solid phase synthesis of unprotected ω-aspartic thioacid containing peptides is demonstrated. The method involves the novel use of a silyl ester as a carboxylate surrogate for mild peptide bond formation in the presence of a reactive ω-aspa
Joseph, Ryan,Morales Padilla, Moises,Garner, Philip