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

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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

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Publication details

The article was received on 31 Aug 2017, accepted on 11 Oct 2017 and first published on 17 Oct 2017


Article type: Communication
DOI: 10.1039/C7PY01477E
Citation: Polym. Chem., 2017,8, 6594-6597

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    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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