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Tuning of protease resistance in oligopeptides through N-alkylation

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Abstract

N-Methylation of amino acids is an effective way to create protease resistance in both natural and synthetic peptides. However, alkyl substituents other than N-methyl have not been extensively studied. Here, we prepare and examine a series of N-substituted peptides in which the size and length of the alkyl group is modulated. These design insights provide a unique and modular handle for tuning proteolysis in oligopeptides.

Graphical abstract: Tuning of protease resistance in oligopeptides through N-alkylation

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Publication details

The article was received on 01 Jun 2018, accepted on 30 Jul 2018 and first published on 10 Aug 2018


Article type: Communication
DOI: 10.1039/C8CC04407D
Citation: Chem. Commun., 2018, Advance Article
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    Tuning of protease resistance in oligopeptides through N-alkylation

    R. Kaminker, A. Anastasaki, W. R. Gutekunst, Y. Luo, S. Lee and C. J. Hawker, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C8CC04407D

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