4.6 Article

Sugar-assisted ligation for the synthesis of glycopeptides

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 13, Issue 20, Pages 5670-5675

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200700330

Keywords

amine capture strategy; chemical ligation; glycopeptides; glycoproteins; removable auxiliarys

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Chemical synthesis of glycoproteins from readily available materials is a powerful method for obtaining a pure product with full control of its atomic structure. Sugar-assisted ligation (SAL) is an emerging approach that allows the synthesis of a large glycopeptide from two unprotected fragments. Contrary to other ligation methods that are limited to the use of a cysteine residue or depend on external auxiliary, SAL takes advantage of the existing sugars in glycopeptides to promote proximity between the two peptides to facilitate an amide bond formation.

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