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Tandem mass spectrometry for characterization of unsaturated disaccharides from chondroitin sulfate, dermatan sulfate and hyaluronan

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Abstract

Fast atom bombardment tandem mass spectrometry has been used in the characterization of non-, mono-, di- and trisulfated disaccharides from chondriotin sulfate, dermatan sulfate and hyaluronan. The positional isomers of the sulfate group of mono- and disulfated disaccharides were distinguished from each other by both positive- and negative-ion fast atom bombardment tandem mass spectra, which gave sufficient information characteristic of the isomers. The anomeric isomers of nonsulfated disaccharides were characterized by the technique in the positive-ion mode. This fast atom bombardment collision induced dissociation mass spectrometry/mass spectrometry technique was also applied successfully to the characterization of trisulfated disaccharide.

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Abbreviations

FABMS:

fast atom bombardment mass spectrometry

MI:

metastable ion

CID:

collision induced dissociation

MIKE:

mass analysed ion kinetic energy

SIMS:

secondary ion mass spectrometry

MS/MS:

mass spectrometry/mass spectrometry

HPLC:

high performance liquid chromatography

ΔGlcA:

d-gluco-4-enepyranosyluronic acid

CS:

chondroitin sulfate

DS:

dermatan sulfate

HA:

hyaluronan

ΔUA-GalNAc:

2-acetamido-2-deoxy-3-O-(β-d-gluco-4-enepyranosyluronic acid)-d-galactose

ΔUA-GalNAc4S:

2-acetamido-2-deoxy-3-O-(β-d-gluco-4-enepyranosyluronic acid)-4-O-sulfo-d-galactose

ΔUA-GalNAc6S:

2-acetamido-2-deoxy-3-O-(β-d-gluco-4-enepyranosyluronic acid)-6-O-sulfo-d-galactose

ΔUA2S-GalNAc:

2-acetamido-2-deoxy-3-O-(2-O-sulfo-β-d-gluco-4-enepyranosyluronic acid)-d-galactose

ΔUA2S-GalNAc4S:

2-acetamido-2-deoxy-3-O-(2-O-sulfo-β-d-gluco-4-enepyranosyluronic acid)-4-O-sulfo-d-galactose

ΔUA2S-GalNAc6S:

2-acetamido-2-deoxy-3-O-(2-O-sulfo-β-d-gluco-4-enepyranosyluronic acid)-6-O-sulfo-d-galactose

ΔUA-GalNAcDiS:

2-acetamido-2-deoxy-3-O-(β-d-gluco-4-enepyranosyluronic acid)-4,6-di-O-sulfo-d-galactose

ΔUA2S-GalNAcDiS:

2-acetamido-2-deoxy-3-O-(2-O-sulfo-β-d-gluco-4-enepyranosyluronic acid)-4,6-di-O-sulfo-d-galactose

ΔUA-GlcNAc:

2-acetamido-2-deoxy-3-O-(β-d-gluco-4-enepyranosyluronic acid)-d-glucose

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Authors and Affiliations

  1. Research and Development Laboratories, Soda Aromatic Company, Ltd, Noda-shi, 270-02, Chiba, Japan

    Tadashi H

  2. Department of Chemistry, College of General Education, Nagoya University, Chikusaku, 464-01, Nagoya, Japan

    Satoshi Okuda

  3. Department of Applied Physics and Chemistry, The University of Electro-Communications, 182, Chofu, Tokyo, Japan

    Takashi Hirano & Mamoru Ohashi

Authors
  1. Tadashi H
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  2. Satoshi Okuda
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  3. Takashi Hirano
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  4. Mamoru Ohashi
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H, T., Okuda, S., Hirano, T. et al. Tandem mass spectrometry for characterization of unsaturated disaccharides from chondroitin sulfate, dermatan sulfate and hyaluronan. Glycoconjugate J 11, 123–132 (1994). https://doi.org/10.1007/BF00731152

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  • DOI: https://doi.org/10.1007/BF00731152

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