Glyco-SeS: Selenenylsulfide-Mediated Protein Glycoconjugation-A New Strategy in Post-Translational Modification

Glyco-SeS: Selenenylsulfide-Mediated Protein Glycoconjugation-A New Strategy in Post-Translational Modification

Site‐selective glycosylation by SeS‐mediated ligation has led to the efficient formation of a wide variety of conjugates 1 without the need for a large excess of the carbohydrate reagent. By this convergent method it was possible to introduce a heptasaccharide glycan selectively, and to perform a m...

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Veröffentlicht in:Angewandte Chemie International Edition 2004-02, Vol.43 (7), p.828-833
Hauptverfasser: Gamblin, David P., Garnier, Philippe, van Kasteren, Sander, Oldham, Neil J., Fairbanks, Antony J., Davis, Benjamin G.
Format: Artikel
Sprache:eng
Schlagworte:
Acetylation
Carbohydrate Metabolism
carbohydrates
Carbohydrates - chemistry
Glycoconjugates - chemistry
Glycoconjugates - metabolism
glycoproteins
Glycosylation
Models, Molecular
Molecular Structure
Organoselenium Compounds - chemistry
protein modifications
Protein Processing, Post-Translational
Proteins - chemistry
Proteins - metabolism
selenium
Selenium - chemistry
Spectrometry, Mass, Electrospray Ionization
Sulfides - chemistry
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Zusammenfassung:Site‐selective glycosylation by SeS‐mediated ligation has led to the efficient formation of a wide variety of conjugates 1 without the need for a large excess of the carbohydrate reagent. By this convergent method it was possible to introduce a heptasaccharide glycan selectively, and to perform a multiple site‐selective chemical glycosylation of protein. A chemically Cys‐glycosylated glycoprotein was elaborated enzymatically.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200352975