871022-83-2Relevant academic research and scientific papers
Amine capture strategy for peptide bond formation by means of quinolinium thioester salts
Leleu, Stephane,Penhoat, Mael,Bouet, Alexis,Dupas, Georges,Papamicael, Cyril,Marsais, Francis,Levacher, Vincent
, p. 15668 - 15669 (2007/10/03)
A new and unprecedented exploitation of quinolinium thioester salts 2 in peptide bond formation is reported. These synthetic tools were assessed during the preparation of a number of dipeptides 3a-f obtained in good yields with complete stereochemical integrity. A sequential mechanism related to a prior amine capture strategy is well-established. Additionally, a tripeptide 3g was prepared according to a "safety-catch" approach, thus demonstrating the important potential of these new synthetic tools in the design of new safety-catch linkers exploitable in Solid-Phase Peptide Synthesis (SPPS). Copyright
