A strategy for a convergent synthesis of N-linked glycopeptides on a solid support Journal Article


Authors: Roberge, J. Y.; Beebe, X.; Danishefsky, S. J.
Article Title: A strategy for a convergent synthesis of N-linked glycopeptides on a solid support
Abstract: Oligosaccharides and glycopeptides are of considerable importance in molecular biology and pharmacology. However, their synthesis is complicated by the large number of different linking sites between each saccharide unit, the need for stereochemical control, the chemical sensitivity of the glycopeptide bonds, and the need to harmonize diverse protecting groups. Here, an efficient solid-phase synthesis of three N-linked glycopeptides based on glycal assembly is presented. The peptide domain can be extended while the ensemble remains bound to the polymer. The glycopeptides synthesized here are among the largest N-linked glycopeptides ever accessed by either solution- or solid-phase synthesis.
Keywords: amino acid sequence; molecular sequence data; protein purification; peptides; magnetic resonance spectroscopy; nuclear magnetic resonance; polymer; carbohydrate sequence; glycopeptide; glycopeptides; stereochemistry; oligosaccharide; carbohydrate conformation; oligosaccharides; carbohydrate synthesis; priority journal; article; column chromatography; support, non-u.s. gov't; support, u.s. gov't, p.h.s.
Journal Title: Science
Volume: 269
Issue: 5221
ISSN: 0036-8075
Publisher: American Association for the Advancement of Science  
Date Published: 1995-07-14
Start Page: 202
End Page: 204
Language: English
DOI: 10.1126/science.7618080
PUBMED: 7618080
PROVIDER: scopus
DOI/URL:
Notes: Article -- Export Date: 28 August 2018 -- Source: Scopus
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