Toward fully synthetic glycoproteins by ultimately convergent routes: A solution to a long-standing problem Journal Article

  


Authors: Warren, J. D.; Miller, J. S.; Keding, S. J.; Danishefsky, S. J.
Article Title: Toward fully synthetic glycoproteins by ultimately convergent routes: A solution to a long-standing problem
Abstract: A method is disclosed for the convergent synthesis of multiply glycosylated peptides. The approach centers on a convergent technique for generating masked, complex glycopeptide-containing C-terminal acyl donors. Activation of the latent donor in situ and use directly in segment coupling with a second peptide bearing a complex carbohydrate produces a completely unprotected, bifunctional glycopeptide. The system demonstrates a minimum level of hydrolysis and epimerization at the C-terminal amino acid residue of the acyl donor during fully convergent segment coupling and is therefore a powerful tool for the synthesis of glycoproteins. Copyright © 2004 American Chemical Society.
Keywords: protein conformation; mass spectrometry; erythropoietin; amino acid sequence; molecular sequence data; glycosylation; models, molecular; polysaccharides; liquid chromatography; hydrolysis; glycoproteins; glycoprotein; reaction analysis; dissociation; carbohydrate sequence; peptide synthesis; proton nuclear magnetic resonance; acylation; carbohydrate conformation; reduction; glycoprotein synthesis; epimerization; disulfide bond; carbohydrate synthesis; article
Journal Title: Journal of the American Chemical Society
Volume: 126
Issue: 21
ISSN: 0002-7863
Publisher: American Chemical Society  
Date Published: 2004-06-02
Start Page: 6576
End Page: 6578
Language: English
DOI: 10.1021/ja0491836
PROVIDER: scopus
PUBMED: 15161285
DOI/URL:

http://www.scopus.com/inward/record.url?eid=2-s2.0-2542548800&partnerID=40&md5=a8eec66e4c130ebd92712c91dc922ae1
Notes: J. Am. Chem. Soc. -- Cited By (since 1996):152 -- Export Date: 16 June 2014 -- CODEN: JACSA -- Source: Scopus
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MSK Authors
  1. Justin S Miller
    6 Miller
  2. Stacy J Keding
    9 Keding
  3. Samuel J Danishefsky
    539 Danishefsky
  4. James D Warren
    8 Warren
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