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Major O-glycans from the nest of Vespula germanica contain phospho-ethanolamine
[Display omitted] We describe here the structural deciphering of four wasp O-glycans. Following purification of a mixture of glycoproteins from nests of the common wasp Vespula germanica L. (Hymenoptera), their substituting O-glycans were liberated by reducing β-elimination and characterised using a...
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Published in: | Carbohydrate research 2005-08, Vol.340 (11), p.1852-1858 |
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container_issue | 11 |
container_start_page | 1852 |
container_title | Carbohydrate research |
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creator | Maes, Emmanuel Garénaux, Estelle Strecker, Gérard Leroy, Yves Wieruszeski, Jean-Michel Brassart, Colette Guérardel, Yann |
description | [Display omitted]
We describe here the structural deciphering of four wasp O-glycans. Following purification of a mixture of glycoproteins from nests of the common wasp
Vespula germanica L. (Hymenoptera), their substituting O-glycans were liberated by reducing β-elimination and characterised using a combination of high resolution NMR and mass spectrometry analyses. Besides ubiquitously found in the insect cells GalNAc-ol and Gal(β1–3)GalNAc-ol compounds, two novel O-glycans carrying a 2-aminoethyl phosphate group were described for the first time here. We suggest that they present the following structures:
Etn-
P-(
O
→
6)-GalNAc-ol and
Etn-
P-(
O
→
6)-[Gal(β1–3)]GalNAc-ol. In conjunction with previous studies, these results suggest that a 2-aminoethyl phosphate group may act as an alternative to sialic acid for conferring charges to glycoproteins. |
doi_str_mv | 10.1016/j.carres.2005.05.008 |
format | article |
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We describe here the structural deciphering of four wasp O-glycans. Following purification of a mixture of glycoproteins from nests of the common wasp
Vespula germanica L. (Hymenoptera), their substituting O-glycans were liberated by reducing β-elimination and characterised using a combination of high resolution NMR and mass spectrometry analyses. Besides ubiquitously found in the insect cells GalNAc-ol and Gal(β1–3)GalNAc-ol compounds, two novel O-glycans carrying a 2-aminoethyl phosphate group were described for the first time here. We suggest that they present the following structures:
Etn-
P-(
O
→
6)-GalNAc-ol and
Etn-
P-(
O
→
6)-[Gal(β1–3)]GalNAc-ol. In conjunction with previous studies, these results suggest that a 2-aminoethyl phosphate group may act as an alternative to sialic acid for conferring charges to glycoproteins.</description><identifier>ISSN: 0008-6215</identifier><identifier>EISSN: 1873-426X</identifier><identifier>EISSN: 0008-6215</identifier><identifier>DOI: 10.1016/j.carres.2005.05.008</identifier><identifier>PMID: 15963963</identifier><language>eng</language><publisher>Netherlands: Elsevier Ltd</publisher><subject>Animals ; Biochemistry, Molecular Biology ; Carbohydrate Conformation ; Carbohydrates - chemistry ; Chromatography, High Pressure Liquid ; Ethanolamines - chemistry ; Glycoproteins - chemistry ; Insect ; Life Sciences ; Magnetic Resonance Spectroscopy ; Mass Spectrometry ; N-Acetylneuraminic Acid - chemistry ; NMR ; O-Glycan ; Oligosaccharides - chemistry ; Phosphates - chemistry ; Phosphoethanolamine ( PEtn) ; Polysaccharides - chemistry ; Spectrometry, Mass, Electrospray Ionization ; Structural Biology ; Wasps</subject><ispartof>Carbohydrate research, 2005-08, Vol.340 (11), p.1852-1858</ispartof><rights>2005</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c460t-3d082f12f53b8831d3076c0dfeb6518a566d24bebdf1857f50d2135b468ff6913</citedby><cites>FETCH-LOGICAL-c460t-3d082f12f53b8831d3076c0dfeb6518a566d24bebdf1857f50d2135b468ff6913</cites><orcidid>0000-0003-4967-9512</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15963963$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-00085766$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Maes, Emmanuel</creatorcontrib><creatorcontrib>Garénaux, Estelle</creatorcontrib><creatorcontrib>Strecker, Gérard</creatorcontrib><creatorcontrib>Leroy, Yves</creatorcontrib><creatorcontrib>Wieruszeski, Jean-Michel</creatorcontrib><creatorcontrib>Brassart, Colette</creatorcontrib><creatorcontrib>Guérardel, Yann</creatorcontrib><title>Major O-glycans from the nest of Vespula germanica contain phospho-ethanolamine</title><title>Carbohydrate research</title><addtitle>Carbohydr Res</addtitle><description>[Display omitted]
We describe here the structural deciphering of four wasp O-glycans. Following purification of a mixture of glycoproteins from nests of the common wasp
Vespula germanica L. (Hymenoptera), their substituting O-glycans were liberated by reducing β-elimination and characterised using a combination of high resolution NMR and mass spectrometry analyses. Besides ubiquitously found in the insect cells GalNAc-ol and Gal(β1–3)GalNAc-ol compounds, two novel O-glycans carrying a 2-aminoethyl phosphate group were described for the first time here. We suggest that they present the following structures:
Etn-
P-(
O
→
6)-GalNAc-ol and
Etn-
P-(
O
→
6)-[Gal(β1–3)]GalNAc-ol. In conjunction with previous studies, these results suggest that a 2-aminoethyl phosphate group may act as an alternative to sialic acid for conferring charges to glycoproteins.</description><subject>Animals</subject><subject>Biochemistry, Molecular Biology</subject><subject>Carbohydrate Conformation</subject><subject>Carbohydrates - chemistry</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Ethanolamines - chemistry</subject><subject>Glycoproteins - chemistry</subject><subject>Insect</subject><subject>Life Sciences</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Mass Spectrometry</subject><subject>N-Acetylneuraminic Acid - chemistry</subject><subject>NMR</subject><subject>O-Glycan</subject><subject>Oligosaccharides - chemistry</subject><subject>Phosphates - chemistry</subject><subject>Phosphoethanolamine ( PEtn)</subject><subject>Polysaccharides - chemistry</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><subject>Structural Biology</subject><subject>Wasps</subject><issn>0008-6215</issn><issn>1873-426X</issn><issn>0008-6215</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><recordid>eNp9kEFr3DAQhUVpabZp_0EpOhVy8FayrLH2UgghaQpb9pKW3oQsjbJabGsreQP595Hx0t4Kbxg0fPPEPEI-crbmjMOXw9qalDCva8bkehZTr8iKq1ZUTQ2_X5MVK6MKai4vyLucD-XJoIW35ILLDYiiFdn9MIeY6K567J-tGTP1KQ502iMdMU80evoL8_HUG_qIaTBjsIbaOE4mjPS4j7lUhdPejLE3QxjxPXnjTZ_xw7lfkp93tw8399V29-37zfW2sg2wqRKOqdrz2kvRKSW4E6wFy5zHDiRXRgK4uumwc54r2XrJXM2F7BpQ3sOGi0tytfjuTa-PKQwmPetogr6_3up5Nt8uW4Cnmf28sMcU_5zKWXoI2WLfmxHjKWtQTDQAmwI2C2hTzDmh_-vMmZ5D1we9hK7n0PUspsrap7P_qRvQ_Vs6p1yArwuAJZGngElnG3C06EJCO2kXw_9_eAGIsZPl</recordid><startdate>20050815</startdate><enddate>20050815</enddate><creator>Maes, Emmanuel</creator><creator>Garénaux, Estelle</creator><creator>Strecker, Gérard</creator><creator>Leroy, Yves</creator><creator>Wieruszeski, Jean-Michel</creator><creator>Brassart, Colette</creator><creator>Guérardel, Yann</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0003-4967-9512</orcidid></search><sort><creationdate>20050815</creationdate><title>Major O-glycans from the nest of Vespula germanica contain phospho-ethanolamine</title><author>Maes, Emmanuel ; Garénaux, Estelle ; Strecker, Gérard ; Leroy, Yves ; Wieruszeski, Jean-Michel ; Brassart, Colette ; Guérardel, Yann</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c460t-3d082f12f53b8831d3076c0dfeb6518a566d24bebdf1857f50d2135b468ff6913</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Animals</topic><topic>Biochemistry, Molecular Biology</topic><topic>Carbohydrate Conformation</topic><topic>Carbohydrates - chemistry</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Ethanolamines - chemistry</topic><topic>Glycoproteins - chemistry</topic><topic>Insect</topic><topic>Life Sciences</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Mass Spectrometry</topic><topic>N-Acetylneuraminic Acid - chemistry</topic><topic>NMR</topic><topic>O-Glycan</topic><topic>Oligosaccharides - chemistry</topic><topic>Phosphates - chemistry</topic><topic>Phosphoethanolamine ( PEtn)</topic><topic>Polysaccharides - chemistry</topic><topic>Spectrometry, Mass, Electrospray Ionization</topic><topic>Structural Biology</topic><topic>Wasps</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Maes, Emmanuel</creatorcontrib><creatorcontrib>Garénaux, Estelle</creatorcontrib><creatorcontrib>Strecker, Gérard</creatorcontrib><creatorcontrib>Leroy, Yves</creatorcontrib><creatorcontrib>Wieruszeski, Jean-Michel</creatorcontrib><creatorcontrib>Brassart, Colette</creatorcontrib><creatorcontrib>Guérardel, Yann</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Carbohydrate research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Maes, Emmanuel</au><au>Garénaux, Estelle</au><au>Strecker, Gérard</au><au>Leroy, Yves</au><au>Wieruszeski, Jean-Michel</au><au>Brassart, Colette</au><au>Guérardel, Yann</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Major O-glycans from the nest of Vespula germanica contain phospho-ethanolamine</atitle><jtitle>Carbohydrate research</jtitle><addtitle>Carbohydr Res</addtitle><date>2005-08-15</date><risdate>2005</risdate><volume>340</volume><issue>11</issue><spage>1852</spage><epage>1858</epage><pages>1852-1858</pages><issn>0008-6215</issn><eissn>1873-426X</eissn><eissn>0008-6215</eissn><abstract>[Display omitted]
We describe here the structural deciphering of four wasp O-glycans. Following purification of a mixture of glycoproteins from nests of the common wasp
Vespula germanica L. (Hymenoptera), their substituting O-glycans were liberated by reducing β-elimination and characterised using a combination of high resolution NMR and mass spectrometry analyses. Besides ubiquitously found in the insect cells GalNAc-ol and Gal(β1–3)GalNAc-ol compounds, two novel O-glycans carrying a 2-aminoethyl phosphate group were described for the first time here. We suggest that they present the following structures:
Etn-
P-(
O
→
6)-GalNAc-ol and
Etn-
P-(
O
→
6)-[Gal(β1–3)]GalNAc-ol. In conjunction with previous studies, these results suggest that a 2-aminoethyl phosphate group may act as an alternative to sialic acid for conferring charges to glycoproteins.</abstract><cop>Netherlands</cop><pub>Elsevier Ltd</pub><pmid>15963963</pmid><doi>10.1016/j.carres.2005.05.008</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0003-4967-9512</orcidid></addata></record> |
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subjects | Animals Biochemistry, Molecular Biology Carbohydrate Conformation Carbohydrates - chemistry Chromatography, High Pressure Liquid Ethanolamines - chemistry Glycoproteins - chemistry Insect Life Sciences Magnetic Resonance Spectroscopy Mass Spectrometry N-Acetylneuraminic Acid - chemistry NMR O-Glycan Oligosaccharides - chemistry Phosphates - chemistry Phosphoethanolamine ( PEtn) Polysaccharides - chemistry Spectrometry, Mass, Electrospray Ionization Structural Biology Wasps |
title | Major O-glycans from the nest of Vespula germanica contain phospho-ethanolamine |
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