Identification and structural analysis of cereal arabinoxylan-derived oligosaccharides by negative ionization HILIC-MS/MS

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Abstract

Recent works provide evidence of the prebiotic potential of arabinoxylan-derived oligosaccharides (A)XOS. In this study, we developed a structural analysis for cereal-derived (A)XOS by negative ionization HILIC-MS/MS. Initially, we assessed twelve (A)XOS samples of known structures with different linkage positions and branching points by direct-infusion negative ESI-MSn. We subsequently developed the negative ion HILIC-MS/MS with a post-column addition of ammonium chloride. The selected (A)XOS represented both linear (arabinofuranosyl residue linked to the non-reducing end of xylooligosaccharide) and branched structures. Each (A)XOS sample produced a specific spectrum in negative ion ESI-MSn. By analyzing cross-ring fragment ions, we determined the linkage positions of linear (A)XOS. The presence or absence of diagnostic ions in the MS3 allowed us to detect different branches (O-2- or/and O-3-linked arabinofuranosyl with/or without O-4-linked xylopyranosyl at the non-reducing end). Furthermore, we could identify all analyzed samples by HILIC-MS/MS, based on the formed spectral library and chromatographic retention times.
Original languageEnglish
JournalFood Chemistry
Volume275
Pages (from-to)176-185
Number of pages10
ISSN0308-8146
DOIs
Publication statusPublished - 1 Mar 2019
MoE publication typeA1 Journal article-refereed

Fields of Science

  • 416 Food Science
  • Tandem mass spectrometry
  • Oligosaccharides
  • Arabinoxylan
  • Negative ionization
  • Linkage analysis
  • ELECTROSPRAY MASS-SPECTROMETRY
  • ASSISTED-LASER-DESORPTION/IONIZATION
  • HUMAN-MILK OLIGOSACCHARIDES
  • UNDERIVATIZED OLIGOSACCHARIDES
  • LIQUID-CHROMATOGRAPHY
  • XYLO-OLIGOSACCHARIDES
  • ION MODE
  • PART 1
  • SPECTRA
  • MSN

Cite this

@article{610d94a593af47989772c1e916082a55,
title = "Identification and structural analysis of cereal arabinoxylan-derived oligosaccharides by negative ionization HILIC-MS/MS",
abstract = "Recent works provide evidence of the prebiotic potential of arabinoxylan-derived oligosaccharides (A)XOS. In this study, we developed a structural analysis for cereal-derived (A)XOS by negative ionization HILIC-MS/MS. Initially, we assessed twelve (A)XOS samples of known structures with different linkage positions and branching points by direct-infusion negative ESI-MSn. We subsequently developed the negative ion HILIC-MS/MS with a post-column addition of ammonium chloride. The selected (A)XOS represented both linear (arabinofuranosyl residue linked to the non-reducing end of xylooligosaccharide) and branched structures. Each (A)XOS sample produced a specific spectrum in negative ion ESI-MSn. By analyzing cross-ring fragment ions, we determined the linkage positions of linear (A)XOS. The presence or absence of diagnostic ions in the MS3 allowed us to detect different branches (O-2- or/and O-3-linked arabinofuranosyl with/or without O-4-linked xylopyranosyl at the non-reducing end). Furthermore, we could identify all analyzed samples by HILIC-MS/MS, based on the formed spectral library and chromatographic retention times.",
keywords = "416 Food Science, Tandem mass spectrometry, Oligosaccharides, Arabinoxylan, Negative ionization, Linkage analysis, ELECTROSPRAY MASS-SPECTROMETRY, ASSISTED-LASER-DESORPTION/IONIZATION, HUMAN-MILK OLIGOSACCHARIDES, UNDERIVATIZED OLIGOSACCHARIDES, LIQUID-CHROMATOGRAPHY, XYLO-OLIGOSACCHARIDES, ION MODE, PART 1, SPECTRA, MSN",
author = "Juvonen, {Minna Katriina} and Markus Kotiranta and Jokela, {Jouni Kalevi} and P{\"a}ivi Tuomainen and Tenkanen, {Tiina Maija}",
year = "2019",
month = "3",
day = "1",
doi = "10.1016/j.foodchem.2018.09.074",
language = "English",
volume = "275",
pages = "176--185",
journal = "Food Chemistry",
issn = "0308-8146",
publisher = "ELSEVIER SCI IRELAND LTD",

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TY - JOUR

T1 - Identification and structural analysis of cereal arabinoxylan-derived oligosaccharides by negative ionization HILIC-MS/MS

AU - Juvonen, Minna Katriina

AU - Kotiranta, Markus

AU - Jokela, Jouni Kalevi

AU - Tuomainen, Päivi

AU - Tenkanen, Tiina Maija

PY - 2019/3/1

Y1 - 2019/3/1

N2 - Recent works provide evidence of the prebiotic potential of arabinoxylan-derived oligosaccharides (A)XOS. In this study, we developed a structural analysis for cereal-derived (A)XOS by negative ionization HILIC-MS/MS. Initially, we assessed twelve (A)XOS samples of known structures with different linkage positions and branching points by direct-infusion negative ESI-MSn. We subsequently developed the negative ion HILIC-MS/MS with a post-column addition of ammonium chloride. The selected (A)XOS represented both linear (arabinofuranosyl residue linked to the non-reducing end of xylooligosaccharide) and branched structures. Each (A)XOS sample produced a specific spectrum in negative ion ESI-MSn. By analyzing cross-ring fragment ions, we determined the linkage positions of linear (A)XOS. The presence or absence of diagnostic ions in the MS3 allowed us to detect different branches (O-2- or/and O-3-linked arabinofuranosyl with/or without O-4-linked xylopyranosyl at the non-reducing end). Furthermore, we could identify all analyzed samples by HILIC-MS/MS, based on the formed spectral library and chromatographic retention times.

AB - Recent works provide evidence of the prebiotic potential of arabinoxylan-derived oligosaccharides (A)XOS. In this study, we developed a structural analysis for cereal-derived (A)XOS by negative ionization HILIC-MS/MS. Initially, we assessed twelve (A)XOS samples of known structures with different linkage positions and branching points by direct-infusion negative ESI-MSn. We subsequently developed the negative ion HILIC-MS/MS with a post-column addition of ammonium chloride. The selected (A)XOS represented both linear (arabinofuranosyl residue linked to the non-reducing end of xylooligosaccharide) and branched structures. Each (A)XOS sample produced a specific spectrum in negative ion ESI-MSn. By analyzing cross-ring fragment ions, we determined the linkage positions of linear (A)XOS. The presence or absence of diagnostic ions in the MS3 allowed us to detect different branches (O-2- or/and O-3-linked arabinofuranosyl with/or without O-4-linked xylopyranosyl at the non-reducing end). Furthermore, we could identify all analyzed samples by HILIC-MS/MS, based on the formed spectral library and chromatographic retention times.

KW - 416 Food Science

KW - Tandem mass spectrometry

KW - Oligosaccharides

KW - Arabinoxylan

KW - Negative ionization

KW - Linkage analysis

KW - ELECTROSPRAY MASS-SPECTROMETRY

KW - ASSISTED-LASER-DESORPTION/IONIZATION

KW - HUMAN-MILK OLIGOSACCHARIDES

KW - UNDERIVATIZED OLIGOSACCHARIDES

KW - LIQUID-CHROMATOGRAPHY

KW - XYLO-OLIGOSACCHARIDES

KW - ION MODE

KW - PART 1

KW - SPECTRA

KW - MSN

U2 - 10.1016/j.foodchem.2018.09.074

DO - 10.1016/j.foodchem.2018.09.074

M3 - Article

VL - 275

SP - 176

EP - 185

JO - Food Chemistry

JF - Food Chemistry

SN - 0308-8146

ER -