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Daniel J. Williamson, Dr. Martin A. Fascione, Dr. Michael E. Webb and Dr. W. Bruce Turnbull Efficient N-Terminal Labeling of Proteins by Use of Sortase Angewandte Chemie International Edition 51

Article first published online: 13 AUG 2012 | DOI: 10.1002/anie.201204538

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“Sorting out” N-terminal labeling: The reversibility of transpeptidase reactions makes protein N-terminal labeling challenging. Depsipeptide substrates for sortase A release alcohol by-products, which are poor nucleophiles for the reverse reaction, during ligation. Proteins with an unhindered N-terminal glycine residue can be labeled efficiently with only a minimal excess of the labeling reagent (see scheme).

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