Structural elucidation of rhamnogalacturonans from flaxseed hulls

Carbohydr Res. 2012 Nov 15:362:47-55. doi: 10.1016/j.carres.2012.08.005. Epub 2012 Aug 19.

Abstract

The structure of acidic fraction gum (AFG) from flaxseed hulls was elucidated by methylation analysis and 1D/2D NMR spectroscopy. This acidic fraction was separated from water-soluble flaxseed gum using anion-exchange chromatography. AFG consisted of a rhamnogalacturonan-I (RG-I) backbone that features diglycosyl repeating units, →2)-α-l-Rhap-(1→4)-α-d-GalpA-(1→. Rhamnosyl residues (38.2%) were the most abundant neutral sugar component. It was present mainly as unbranched (16.5%) and branched (19.5%) →2)-α-l-Rhap-(1→ at O-3. Most of its branches were terminated by monosaccharides, α/β-d-Galp-(1→ (19.6%), α-l-Fucp-(1→ (4.5%) or β-d-Xylp-(1→ (3.1%). However, when this branching site was occasionally appended with →4)-α-d-GalpA-(1→ or →2)-α-l-Rhap-(1→, side chains may consist of rhamnogalacturonan-I (RG-I), homorhamnan (HR) or a mixture of both. AFG was highly branched as indicated by its high degree of branching (0.55). A possible structure of AFG was proposed: (HR, RG-I, and HG refer to homorhamnan, rhamnogalacturonan-I, and homogalacturonan, respectively. The locations of HR, RG-I, and HG are interchangeable; (m+n)/(n+i)≈1.5. The substitution rate of R(1) is ∼54%. R(1) is mostly monosaccharide (α/β-d-Galp-(1→, α-l-Fucp-(1→ or β-d-Xylp-(1→). R(1) may also occasionally be a longer side chain with more than two residues beginning with →4)-α-GalpA-(1→ or →2)-α-l-Rhap-(1→, wherein the side-chain structure may be similar to part of the main chain.).

MeSH terms

  • Acids
  • Carbohydrate Sequence
  • Chromatography, Ion Exchange
  • Flax / chemistry*
  • Hexoses / chemistry
  • Magnetic Resonance Spectroscopy
  • Methylation
  • Molecular Sequence Data
  • Pectins / chemistry*
  • Pectins / isolation & purification
  • Pentoses / chemistry
  • Plant Gums / chemistry*
  • Waste Products

Substances

  • Acids
  • Hexoses
  • Pentoses
  • Plant Gums
  • Waste Products
  • rhamnogalacturonan I
  • Pectins