Issue 43, 2017

Investigation of the triazolinedione (TAD) reaction with tryptophan as a direct route to copolypeptide conjugation and cross-linking

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.

Graphical abstract: Investigation of the triazolinedione (TAD) reaction with tryptophan as a direct route to copolypeptide conjugation and cross-linking

Supplementary files

Article information

Article type
Communication
Submitted
31 Aug 2017
Accepted
11 Oct 2017
First published
17 Oct 2017

Polym. Chem., 2017,8, 6594-6597

Investigation of the triazolinedione (TAD) reaction with tryptophan as a direct route to copolypeptide conjugation and cross-linking

S. B. Hanay, D. F. Brougham, A. A. Dias and A. Heise, Polym. Chem., 2017, 8, 6594 DOI: 10.1039/C7PY01477E

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