Generation and structural validation of a library of diverse xyloglucan-derived oligosaccharides, including an update on xyloglucan nomenclature

Carbohydr Res. 2015 Jan 30;402:56-66. doi: 10.1016/j.carres.2014.06.031. Epub 2014 Jul 9.

Abstract

Xyloglucans are structurally complex plant cell wall polysaccharides that are involved in cell growth and expansion, energy metabolism, and signaling. Determining the structure-function relationships of xyloglucans would benefit from the availability of a comprehensive and structurally diverse collection of rigorously characterized xyloglucan oligosaccharides. Here, we present a workflow for the semi-preparative scale generation and purification of neutral and acidic xyloglucan oligosaccharides using a combination of enzymatic and chemical treatments and size-exclusion chromatography. Twenty-six of these oligosaccharides were purified to near homogeneity and their structures validated using a combination of matrix-assisted laser desorption/ionization mass spectrometry, high-performance anion exchange chromatography, and 1H nuclear magnetic resonance spectroscopy. Mass spectrometry and analytical chromatography were compared as methods for xyloglucan oligosaccharide quantification. 1H chemical shifts were assigned using two-dimensional correlation spectroscopy. A comprehensive update of the nomenclature describing xyloglucan side-chain structures is provided for reference.

Keywords: Glycosyl hydrolase; Nuclear magnetic resonance spectroscopy; Oligosaccharide; Plant cell wall; Size-exclusion chromatography; Xyloglucan.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Acer / chemistry
  • Carbohydrate Sequence
  • Cellulose / analogs & derivatives
  • Cellulose / chemistry
  • Dextrins / chemistry
  • Glucans / chemistry*
  • Glucans / isolation & purification
  • Glycosylation
  • Molecular Sequence Data
  • Oligosaccharides / analysis
  • Oligosaccharides / chemistry*
  • Oligosaccharides / isolation & purification
  • Oxidation-Reduction
  • Seeds / chemistry
  • Selaginellaceae / chemistry
  • Sugar Alcohols / chemistry
  • Terminology as Topic
  • Xylans / chemistry*
  • Xylans / isolation & purification
  • Xylosidases / metabolism

Substances

  • Dextrins
  • Glucans
  • Oligosaccharides
  • Sugar Alcohols
  • Xylans
  • xyloglucan
  • Cellulose
  • cellodextrin
  • Xylosidases