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Updated: Jul 14, 2026

Targeting Cysteine Thiols for in Vitro Site-specific Glycosylation of Recombinant Proteins
Published on: October 4, 2017
Tandem ligation at X-Cys and Gly-Gly positions via an orthogonally protected auxiliary group
Jane C Spetzler1, Thomas Hoeg-Jensen
1Novo Nordisk Park D9.1.08, DK-2760 Maaloev, Denmark.
Abstract:
4,5-dimethoxy-2-mercaptobenzylamine (Dmmb) has been protected by acetamidomethyl (Acm) and incorporated into a peptide thioester for use in tandem native chemical ligation. Upon ligation between the thioester and a Cys-peptide, Acm was removed from Dmmb using silver acetate, and a second ligation reaction was done at the Dmmb position. Dmmb removal using TFMSA-TFA effected overall tandem ligation at X-Cys and Gly-Gly.
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