Exploring neoglycoprotein assembly through native chemical ligation using neoglycopeptide thioesters prepared via N-->S acyl transfer

Org Biomol Chem. 2010 Mar 21;8(6):1351-60. doi: 10.1039/b920535g. Epub 2010 Jan 22.

Abstract

Sugars and simplified oligosaccharide "mimics" can be joined with protein fragments at pre-defined sites using reliable chemical reactions such as thiol alkylation and Cu(I) catalysed azide/acetylene ligation (click chemistry). These fragments have the potential to be assembled into neoglycoprotein therapeutics using native chemical ligation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Biomimetic Materials / chemical synthesis
  • Biomimetic Materials / chemistry
  • Glycopeptides / chemistry*
  • Glycoproteins / chemistry*
  • Models, Molecular
  • Molecular Sequence Data
  • Nitrogen / chemistry*
  • Oligosaccharides / chemistry
  • Protein Conformation
  • Substrate Specificity
  • Sulfur / chemistry*

Substances

  • Glycopeptides
  • Glycoproteins
  • Oligosaccharides
  • Sulfur
  • Nitrogen