Toward fully synthetic N-linked glycoproteins

Justin S. Miller, Vadim Y. Dudkin, Gholson J. Lyon, Tom W. Muir, Samuel J. Danishefsky

Research output: Contribution to journalArticle

75 Scopus citations

Abstract

Substantial quantities of fully synthetic, homogeneous, N-linked glycopeptides may be accessed by a highly convergent and flexible protocol. Only four transformations are required to generate naturally linked glycopeptides in high yield. Amination of a free glycan is followed by acylation with an asparagine residue of a peptide and Fmoc deprotection; native chemical ligation completes the puzzle to afford N-linked glycopeptides (see scheme). Fmoc=9-fluorenylmethoxycarbonyl.

Original languageEnglish (US)
Pages (from-to)431-434
Number of pages4
JournalAngewandte Chemie - International Edition
Volume42
Issue number4
DOIs
StatePublished - Jan 27 2003

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Keywords

  • Carbohydrates
  • Glycopeptides
  • Glycosylation
  • Peptides
  • Synthetic methods

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  • Cite this

    Miller, J. S., Dudkin, V. Y., Lyon, G. J., Muir, T. W., & Danishefsky, S. J. (2003). Toward fully synthetic N-linked glycoproteins. Angewandte Chemie - International Edition, 42(4), 431-434. https://doi.org/10.1002/anie.200390131