Detection and identification of O-GlcNAc-modified proteins using 6-azido-6-deoxy-N-acetyl-galactosamine

Org Biomol Chem. 2019 Apr 24;17(17):4326-4334. doi: 10.1039/c9ob00516a.

Abstract

An unnatural monosaccharide with a C6-azide, Ac36AzGalNAc, has been developed as a potent and selective probe for O-GlcNAc-modified proteins. Combined with click chemistry, we demonstrate that Ac36AzGalNAc can robustly label O-GlcNAc glycosylation in a wide range of cell lines. Meanwhile, cell imaging and LC-MS/MS proteomics verify its selective activity on O-GlcNAc. More importantly, the protocol presented here provides a general methodology for tracking, capturing and identifying unnatural monosaccharide modified proteins in cells or cell lysates.

MeSH terms

  • Animals
  • Cells, Cultured
  • Galactosamine / analogs & derivatives
  • Galactosamine / chemical synthesis
  • Galactosamine / chemistry*
  • Humans
  • Mice
  • Molecular Probes / chemical synthesis
  • Molecular Probes / chemistry*
  • Molecular Structure
  • N-Acetylglucosaminyltransferases / analysis*
  • N-Acetylglucosaminyltransferases / metabolism
  • beta-N-Acetylhexosaminidases / analysis*
  • beta-N-Acetylhexosaminidases / metabolism

Substances

  • Molecular Probes
  • Galactosamine
  • N-Acetylglucosaminyltransferases
  • O-GlcNAc transferase
  • hexosaminidase C
  • beta-N-Acetylhexosaminidases