Structure of a highly substituted beta-xylan of the gum exudate of the palm Livistona chinensis (Chinese fan)

Carbohydr Res. 2003 Sep 1;338(18):1843-50. doi: 10.1016/s0008-6215(03)00276-3.

Abstract

Structural features of the acidic, highly substituted glycanoxylan (LCP; 87% yield) from the gum exudate of the palm, Livistona chinensis, family Arecaceae, were determined. It had [alpha]D -30 degrees, Mw 1.9x10(5) and a polydispersity ratio Mw/Mn of approximately 1.0. Acid hydrolysis gave rise to Rha, Fuc, Ara, Xyl, and Gal, in a 1:6:46:44:3 molar ratio, and 12% of uronic acid was present. LCP had a highly branched structure with side-chains containing nonreducing end-units (% values are approximate) of Araf (15%), Fucp (4%), Xylp (7%), GlcpA, and 4-Me-GlcpA, and internal 2-O- (5%) and 3-O-substituted Araf (8%), and 2-O-substituted Xylp (14%) units. The (1-->4)-linked beta-Xylp main-chain units of LCP were substituted at O-3 (4%), O-2 (17%), and O-2,3 (16%). Partial acid hydrolysis gave 4-Me-alpha-GlcpA-(1-->2)-[beta-Xylp-(1-->4)](0-2)-Xyl, identified by showing that the uronic acids were single-unit side-chain substituents on O-2. Milder hydrolysis conditions removed from O-3 other side-chains containing Fucp and Araf nonreducing end-units and internal Arap, and 2-O- and 3-O-substituted Araf units. Carboxyl-reduced LCP contained 4-O-methylglucose and glucose in a 3.2:1 molar ratio, arising from GlcpA and 4-OMe-GlcpA nonreducing end-units, respectively. The gum contained small amounts of free alpha-Fucp-(1-->2)-Ara, which corresponds to structures in the polysaccharide. Free myo- and D- or L-chiro-inositol were present in a 9:1 ratio.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Arabinose / analysis
  • Arecaceae / chemistry*
  • Carbohydrate Sequence
  • Classification
  • Fucose / analysis
  • Galactose / analysis
  • Gas Chromatography-Mass Spectrometry
  • Glucose / analysis
  • Glucuronates / analysis
  • Glucuronic Acid / analysis
  • Hydrolysis
  • Inositol / analysis
  • Magnetic Resonance Spectroscopy
  • Methylation
  • Molecular Sequence Data
  • Molecular Weight
  • Oligosaccharides, Branched-Chain / chemistry*
  • Polysaccharides / chemistry*
  • Polysaccharides / isolation & purification
  • Rhamnose / analysis
  • Scattering, Radiation
  • Spectrometry, Mass, Electrospray Ionization
  • Uronic Acids / analysis
  • Xylans / analysis
  • Xylans / chemistry*
  • Xylans / classification
  • Xylans / isolation & purification
  • Xylose / analysis

Substances

  • Glucuronates
  • Oligosaccharides, Branched-Chain
  • Polysaccharides
  • Uronic Acids
  • Xylans
  • 4-O-methylglucuronic acid
  • Fucose
  • Inositol
  • Glucuronic Acid
  • (1-4)-xylan
  • Xylose
  • Arabinose
  • Glucose
  • Rhamnose
  • Galactose