Investigation of the triazolinedione (TAD) reaction with tryptophan as a direct route to copolypeptide conjugation and cross-linking. Issue 43 (25th October 2017)

• Record Type: Journal Article
• Authors: Hanay, S. B.; Brougham, D. F.; Dias, A. A.; Heise, A.
• Is Part Of: Polymer chemistry. Volume 8:Issue 43(2017)
• Page Start: 6594
• Page End: 6597
• Publication Date: 2017-10-25
• Subjects: Polymers -- Periodicals; Macromolecules -- Periodicals; Polymerization -- Periodicals; 547.705
• DOI: 10.1039/c7py01477e
• Languages: English
• ISSNs: 1759-9954

Abstract

Abstract : The TAD reaction with tryptophan permits the modification of polypeptides omitting protection/deprotection routes or the use on non-natural amino acids. Abstract : The reaction of tryptophan containing N -carboxyanhydride (NCA) derived polypeptides with triazolinedione (TAD) is demonstrated. This click-like reaction is fast, selective and permits polypeptide conjugation utilising a natural amino acid. It thereby omits the need for synthesis of non-natural amino acid derivatives or protection/deprotection strategies. Its feasibility is demonstrated for the synthesis of polypeptide gels and films using difunctional TAD derivatives such as novel PEG-bis-TAD.