Transglycosylation reactions between galactomannans and arabinogalactans during dry thermal treatment

Carbohydr Polym. 2014 Nov 4:112:48-55. doi: 10.1016/j.carbpol.2014.05.031. Epub 2014 May 23.

Abstract

Aiming to investigate the possible occurrence of transglycosylation reactions between galactomannans and side chains of arabinogalactans during coffee roasting, mixtures of β-(1 → 4)-D-mannotriose and α-(1 → 5)-L-arabinotriose were subjected to dry thermal treatments at 200 °C. Matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) analysis allowed identifying polysaccharides composed by pentose and hexose residues with a degree of polymerization up to 18 residues. Methylation analysis showed the occurrence of new types of glycosidic linkages in all thermally treated mixtures, as well as the occurrence of terminally and 5-linked ribose, possibly formed from arabinose isomerization. Also, xylose and lyxose were identified and proposed to be formed from mannose. These results support the occurrence of transglycosylation reactions promoted by roasting involving both oligosaccharides in the starting mixtures, resulting in arabinan and mannan chimeric polysaccharides. These structural features were also found in roasted coffee polysaccharide samples.

Keywords: Coffee; Dry heating; MALDI-MS; Polysaccharides; Roasting; Transglycosylation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbohydrate Conformation
  • Coffee / chemistry*
  • Food Handling / methods
  • Galactans / chemistry*
  • Galactose / analogs & derivatives
  • Glycosylation
  • Hot Temperature
  • Hydrolysis
  • Mannans / chemistry*
  • Oligosaccharides / chemistry
  • Oxidation-Reduction
  • Pentoses / chemistry
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
  • Trisaccharides / chemistry*

Substances

  • Coffee
  • Galactans
  • Mannans
  • Oligosaccharides
  • Pentoses
  • Trisaccharides
  • galactomannan
  • lyxose
  • mannotriose
  • arabinogalactan
  • Galactose