Structural characterization of an O-linked tetrasaccharide from Pseudomonas syringae pv. tabaci flagellin

Carbohydr Res. 2009 Nov 2;344(16):2250-4. doi: 10.1016/j.carres.2009.07.004. Epub 2009 Jul 18.

Abstract

The flagellin of Pseudomonas syringae pv. tabaci is a glycoprotein that contains O-linked oligosaccharides composed of rhamnosyl and 4,6-dideoxy-4-(3-hydroxybutanamido)-2-O-methylglucosyl residues. These O-linked glycans are released by hydrazinolysis and then labeled at their reducing ends with 2-aminopyridine (PA). A PA-labeled trisaccharide and a PA-labeled tetrasaccharide are isolated by normal-phase high-performance liquid chromatography. These oligosaccharides are structurally characterized using mass spectrometry and NMR spectroscopy. Our data show that P. syringae pv. tabaci flagellin is glycosylated with a tetrasaccharide, 4,6-dideoxy-4-(3-hydroxybutanamido)-2-O-methyl-Glcp-(1-->3)-alpha-L-Rhap-(1-->2)-alpha-L-Rhap-(1-->2)-alpha-L-Rha-(1-->, as well a trisaccharide, 4,6-dideoxy-4-(3-hydroxybutanamido)-2-O-methyl-Glcp-(1-->3)-alpha-L-Rhap-(1-->2)-alpha-L-Rha-(1-->, which was identified in a previous study.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbohydrate Sequence
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Sequence Data
  • Oligosaccharides / chemistry*
  • Pseudomonas syringae / chemistry*

Substances

  • Oligosaccharides