Mass spectrometry for the characterization of unsulfated chondroitin oligosaccharides from 2-mers to 16-mers. Comparison with hyaluronic acid oligomers.
Identifieur interne : 000640 ( Ncbi/Curation ); précédent : 000639; suivant : 000641Mass spectrometry for the characterization of unsulfated chondroitin oligosaccharides from 2-mers to 16-mers. Comparison with hyaluronic acid oligomers.
Auteurs : Nicola Volpi [Italie] ; Zhenqing Zhang ; Robert J. LinhardtSource :
- Rapid communications in mass spectrometry : RCM [ 0951-4198 ] ; 2008.
Descripteurs français
- KwdFr :
- MESH :
English descriptors
- KwdEn :
- MESH :
- chemical , chemistry : Chondroitin, Hyaluronic Acid, Oligosaccharides.
- chemistry : Escherichia coli.
- methods : Chromatography, Liquid, Mass Spectrometry.
Abstract
This study reports for the first time the complete liquid chromatography/electrospray ionization mass spectrometry (LC/ESI-MS) and tandem mass spectrometry (MS/MS) analyses performed in negative ion mode of saturated unsulfated chondroitin oligosaccharides up to 16-mers and comparison with hyaluronic acid (HA) oligomers differing only in the nature of the hexosamine residue. MS/MS of the chondroitin disaccharide on the singly charged precursor at m/z 396.1 afforded a glycosidic cleavage C1 product ion at m/z 192.9. In the tetrasaccharide, C2 (m/z 396.0) and C3 (m/z 572.0) product anions were generated by glycosidic cleavage. A C5 [M-2H]2- product ion at m/z 475.1 was generated by the glycosidic cleavage of the hexasaccharide, and a C7 ion (m/z 664.6, charge state of -2) was produced from the octasaccharide. The same fragmentation pattern of deprotonated oligomers was observed for the largest oligosaccharides, from 10- to 16-mers. There has been no previous report of MS/MS spectra for unsulfated chondroitin oligomers of these sizes. Unsulfated saturated chondroitin oligosaccharides with x-mer units and larger than a tetrasaccharide dissociate to almost exclusively form CX-1-type ions. Saturated HA oligomers also afforded the same fragmentation pattern as deprotonated oligomers by ESI-MS and MS/MS analyses. Thus, under the experimental conditions used in the current study, we were unable to distinguish between unsulfated chondroitin and HA.
DOI: 10.1002/rcm.3760
PubMed: 18853395
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<affiliation wicri:level="1"><nlm:affiliation>Department of Biologia Animale, University of Modena and Reggio Emilia, Modena, Italy. volpi@unimo.it</nlm:affiliation>
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<author><name sortKey="Zhang, Zhenqing" sort="Zhang, Zhenqing" uniqKey="Zhang Z" first="Zhenqing" last="Zhang">Zhenqing Zhang</name>
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<term>Hyaluronic Acid (chemistry)</term>
<term>Mass Spectrometry (methods)</term>
<term>Oligosaccharides (chemistry)</term>
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<keywords scheme="KwdFr" xml:lang="fr"><term>Acide hyaluronique ()</term>
<term>Chondroïtine ()</term>
<term>Chromatographie en phase liquide ()</term>
<term>Escherichia coli ()</term>
<term>Oligosaccharides ()</term>
<term>Spectrométrie de masse ()</term>
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<term>Mass Spectrometry</term>
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<term>Chondroïtine</term>
<term>Chromatographie en phase liquide</term>
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<front><div type="abstract" xml:lang="en">This study reports for the first time the complete liquid chromatography/electrospray ionization mass spectrometry (LC/ESI-MS) and tandem mass spectrometry (MS/MS) analyses performed in negative ion mode of saturated unsulfated chondroitin oligosaccharides up to 16-mers and comparison with hyaluronic acid (HA) oligomers differing only in the nature of the hexosamine residue. MS/MS of the chondroitin disaccharide on the singly charged precursor at m/z 396.1 afforded a glycosidic cleavage C1 product ion at m/z 192.9. In the tetrasaccharide, C2 (m/z 396.0) and C3 (m/z 572.0) product anions were generated by glycosidic cleavage. A C5 [M-2H]2- product ion at m/z 475.1 was generated by the glycosidic cleavage of the hexasaccharide, and a C7 ion (m/z 664.6, charge state of -2) was produced from the octasaccharide. The same fragmentation pattern of deprotonated oligomers was observed for the largest oligosaccharides, from 10- to 16-mers. There has been no previous report of MS/MS spectra for unsulfated chondroitin oligomers of these sizes. Unsulfated saturated chondroitin oligosaccharides with x-mer units and larger than a tetrasaccharide dissociate to almost exclusively form CX-1-type ions. Saturated HA oligomers also afforded the same fragmentation pattern as deprotonated oligomers by ESI-MS and MS/MS analyses. Thus, under the experimental conditions used in the current study, we were unable to distinguish between unsulfated chondroitin and HA.</div>
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