Journal
ORGANIC LETTERS
Volume 15, Issue 21, Pages 5516-5519Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol402678a
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Native chemical ligation of C-terminal peptidyl prolyl alkylthioesters with N-terminal cysteinyl peptides usually exhibits poor kinetic rates compared to other C-terminal amino acid residues. It is shown here that the reaction is accompanied by the formation of a deletion side product which is minimized by using a bis(2-sulfanylethyl)amido (SEA) thioester surrogate at a mildly acidic pH.
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