ORIGINAL RESEARCH article

Front. Plant Sci.

Sec. Plant Physiology

2D-NMR characterization of higher substituted oligosaccharides isolated from enzymatic wheat flour arabinoxylan hydrolysates

  • Department of Food Chemistry and Phytochemistry, Karlsruhe Institute of Technology (KIT), Karlsruhe, Germany, 76131

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Abstract

Arabinoxylans (AXs) play a substantial role in the cell walls of cereals, contributing to their structural integrity and stability. The physicochemical and physiological properties of AX structures vary depending on the degree and pattern of substitution. AX structures are based on a linear β-(1→4)- linked D-xylopyranose backbone, being partially substituted with α-L-arabinofuranose in O2 and/or O3 positions of the xylopyranose units. Alkaline-extracted wheat flour AX were hydrolyzed with endo-β-1,4-xylanases of glycoside hydrolase (GH) families or 11. The resulting arabinoxylooligosaccharides (AXOS) were isolated and purified using various chromatographic techniques, including gel permeation chromatography, semi-preparative hydrophilic interaction chromatography, and high performance anion exchange chromatography. The isolated, purified compounds were characterized by their monosaccharide composition, molecular weight, and monomer binding positions via one-and two-dimensional NMR experiments. In addition to smaller AXOS, higher-substituted oligosaccharides with consecutive mono-and disubstituted xylose residues were identified in the hydrolysates, proving that GH10 and GH11 endo-xylanases can cleave more densely substituted regions of wheat AX, in which disubstitution is preferred. These oligosaccharides were obtained in quantities and purities sufficient for their use as standard compounds. We report complete NMR data sets for the four most complex AXOS (A2+3XA2+3XX, A2+3A2+3XX, XA3A2+3XX, A3A2+3XX) for the first time and also provide a complete NMR library for 17 (A)XOS that were either isolated here or commercially available.

Summary

Keywords

Arabinoxylooligosaccharides, cereal grain arabinoxylans, Enzymatic hydrolysis, NMR, semi-preparative HILIC, standard compounds

Received

09 January 2026

Accepted

19 February 2026

Copyright

© 2026 Sitter and Bunzel. This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) or licensor are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.

*Correspondence: Mirko Bunzel

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