96049-52-4Relevant academic research and scientific papers
Exploration of an imide capture/N,N-acyl shift sequence for asparagine native peptide bond formation
Mhidia, Reda,Boll, Emmanuelle,Fécourt, Fabien,Ermolenko, Mikhail,Ollivier, Nathalie,Sasaki, Kaname,Crich, David,Delpech, Bernard,Melnyk, Oleg
, p. 3479 - 3485 (2013/07/05)
Imide capture of a C-terminal peptidylazide with a side-chain thioacid derivative of an N-terminally protected aspartyl peptide leads to the formation of an imide bond bringing the two peptide ends into close proximity. Unmasking of the Nα protecting group and intramolecular acyl migration results in the formation of a native peptide bond to asparagine.
Assembly/disassembly of drug conjugates using imide ligation
Mhidia, Reda,Beziere, Nicolas,Blanpain, Annick,Pommery, Nicole,Melnyk, Oleg
supporting information; experimental part, p. 3982 - 3985 (2010/11/02)
A strategy is described that allows the easy assembly and controlled disassembly of drug conjugates. Imide ligation, that is, the reaction of a peptide thioacid with an azidoformate, is used for conjugate assembly. The imide bond participates also with an endopeptidase-triggered cyclization-based disassembly mechanism.
