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On-resin peptide ligation via C-terminus benzyl ester

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Abstract Here, we report a new approach of on-resin peptide ligation using C-terminal benzyl ester as the stabilized precursor of thioester, which enables both N-terminal elongation and C-terminal peptide ligation… Click to show full abstract

Abstract Here, we report a new approach of on-resin peptide ligation using C-terminal benzyl ester as the stabilized precursor of thioester, which enables both N-terminal elongation and C-terminal peptide ligation on a Rink Amide resin. On-resin native chemical ligation and auxiliary-assisted peptide ligation were successfully achieved. This method is compatible to both protected and unprotected peptide fragments and has potential application in poor water-soluble peptide ligation.

Keywords: resin peptide; peptide ligation; benzyl ester; ligation

Journal Title: Chinese Chemical Letters
Year Published: 2018

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