Structure identification of feruloylated oligosaccharides from sugar-beet pulp by NMR spectroscopy

Ian J. Colquhoun, Marie Christine Ralet, Jean François Thibault, Craig B. Faulds, Gary Williamson

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Abstract

1D NMR (1H and 13C) and 2D NMR spectroscopy have been used to determine the structure of feruloylated oligosaccharides obtained by enzymic degradation or mild acid hydrolysis of sugar-beet pulp. Feruloylated oligosaccharides derived from pectic neutral side-chains containing arabinose or galactose residues were identified. In the feruloylated arabinose oligosaccharides, feruloyl groups were linked to 0-2 of l,-Araf residues. The structure of the feruloylated arabinose disaccharide was identified as 0-[2-0-(trans-feruloyl)-α-l-Ara f]-(1 → 5)-l-Araf and that of the feruloylated arabinose trisaccharide as O-α-l-Araf-(1 → 3)-O-[2-0-(trans-feruloyl)-α-l-Araf]-(1 → 5)-l-Araf. The structure of the feruloylated galactose disaccharide was identified as 0-[6-0-(trans-feruloyl)-β-d-Galp]-(1 → 4)-d-Galp. From our results, we suggest that the feruloyl groups present in sugar-beet pulp are linked to the arabinofuranosyl residues of the main core of α-(1 → 5)-linked arabinan chains and to the galactopyranosyl residues of the main core of β-(1 → 4)-linked type I galactan chains.

Original languageEnglish
Pages (from-to)243-256
Number of pages14
JournalCarbohydrate Research
Volume263
Issue number2
DOIs
Publication statusPublished - 17 Oct 1994
Externally publishedYes

Keywords

  • Ferulic acid
  • NMR
  • Structure
  • Sugar-beet pulp

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