Mass spectrometry for the characterization of unsulfated chondroitin oligosaccharides from 2-mers to 16-mers. Comparison with hyaluronic acid oligomers.
Identifieur interne : 001F77 ( PubMed/Checkpoint ); précédent : 001F76; suivant : 001F78Mass 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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Comparison with hyaluronic acid oligomers.</title><author><name sortKey="Volpi, Nicola" sort="Volpi, Nicola" uniqKey="Volpi N" first="Nicola" last="Volpi">Nicola Volpi</name><affiliation wicri:level="1"><nlm:affiliation>Department of Biologia Animale, University of Modena and Reggio Emilia, Modena, Italy. volpi@unimo.it</nlm:affiliation><country xml:lang="fr">Italie</country><wicri:regionArea>Department of Biologia Animale, University of Modena and Reggio Emilia, Modena</wicri:regionArea><wicri:noRegion>Modena</wicri:noRegion></affiliation></author><author><name sortKey="Zhang, Zhenqing" sort="Zhang, Zhenqing" uniqKey="Zhang Z" first="Zhenqing" last="Zhang">Zhenqing Zhang</name></author><author><name sortKey="Linhardt, Robert J" sort="Linhardt, Robert J" uniqKey="Linhardt R" first="Robert J" last="Linhardt">Robert J. 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Comparison with hyaluronic acid oligomers.</title><author><name sortKey="Volpi, Nicola" sort="Volpi, Nicola" uniqKey="Volpi N" first="Nicola" last="Volpi">Nicola Volpi</name><affiliation wicri:level="1"><nlm:affiliation>Department of Biologia Animale, University of Modena and Reggio Emilia, Modena, Italy. volpi@unimo.it</nlm:affiliation><country xml:lang="fr">Italie</country><wicri:regionArea>Department of Biologia Animale, University of Modena and Reggio Emilia, Modena</wicri:regionArea><wicri:noRegion>Modena</wicri:noRegion></affiliation></author><author><name sortKey="Zhang, Zhenqing" sort="Zhang, Zhenqing" uniqKey="Zhang Z" first="Zhenqing" last="Zhang">Zhenqing Zhang</name></author><author><name sortKey="Linhardt, Robert J" sort="Linhardt, Robert J" uniqKey="Linhardt R" first="Robert J" last="Linhardt">Robert J. Linhardt</name></author></analytic><series><title level="j">Rapid communications in mass spectrometry : RCM</title><idno type="ISSN">0951-4198</idno><imprint><date when="2008" type="published">2008</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Chondroitin (chemistry)</term><term>Chromatography, Liquid (methods)</term><term>Escherichia coli (chemistry)</term><term>Hyaluronic Acid (chemistry)</term><term>Mass Spectrometry (methods)</term><term>Oligosaccharides (chemistry)</term></keywords><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></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Chondroitin</term><term>Hyaluronic Acid</term><term>Oligosaccharides</term></keywords><keywords scheme="MESH" qualifier="chemistry" xml:lang="en"><term>Escherichia coli</term></keywords><keywords scheme="MESH" qualifier="methods" xml:lang="en"><term>Chromatography, Liquid</term><term>Mass Spectrometry</term></keywords><keywords scheme="MESH" 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></keywords></textClass></profileDesc></teiHeader><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></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">18853395</PMID><DateCompleted><Year>2009</Year><Month>01</Month><Day>06</Day></DateCompleted><DateRevised><Year>2018</Year><Month>11</Month><Day>13</Day></DateRevised><Article PubModel="Print"><Journal><ISSN IssnType="Print">0951-4198</ISSN><JournalIssue CitedMedium="Print"><Volume>22</Volume><Issue>22</Issue><PubDate><Year>2008</Year><Month>Nov</Month></PubDate></JournalIssue><Title>Rapid communications in mass spectrometry : RCM</Title><ISOAbbreviation>Rapid Commun. Mass Spectrom.</ISOAbbreviation></Journal><ArticleTitle>Mass spectrometry for the characterization of unsulfated chondroitin oligosaccharides from 2-mers to 16-mers. 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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. 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