Novel phosphorus-containing glycosphingolipids from the blowfly Calliphora vicina Meigen. Structural analysis by 1H and 1H[31P]-edited NMR spectroscopy at 600 and 500 megahertz
Two novel phosphorus-containing neutral glycosphingolipids of the arthro series were isolated from the blowfly Calliphora vicina Meigen: GalNAc alpha 1---4GalNAc beta 1---(X--- 6)4GlcNAc beta 1---3Man beta 1---4Glc beta 1---1-ceramide and GalNAc beta 1---(X---6)4GlcNAc beta 1---3Man beta 1---4Glc be...
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Veröffentlicht in: | The Journal of biological chemistry 1990-06, Vol.265 (17), p.9737-9743 |
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container_issue | 17 |
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container_title | The Journal of biological chemistry |
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creator | DABROWSKI, U DABROWSKI, J HELLING, F WIEGANDT, H |
description | Two novel phosphorus-containing neutral glycosphingolipids of the arthro series were isolated from the blowfly Calliphora
vicina Meigen: GalNAc alpha 1---4GalNAc beta 1---(X--- 6)4GlcNAc beta 1---3Man beta 1---4Glc beta 1---1-ceramide and
GalNAc beta 1---(X---6)4GlcNAc beta 1---3Man beta 1---4Glc beta 1---1- ceramide (X = -O-P(O)(O-)-OC-H2CH2NH3+). The primary
structure of the ceramide pentasaccharide was elucidated de novo using two-dimensional 1H NMR correlation spectroscopy at
500 MHz and multistep relayed coherence transfer spectroscopy at 600 MHz. Localization of the 2'-aminoethyl phosphate substituent
was established with the aid of 1H-detected, 31P-edited NMR spectroscopy at 500/202 MHz. |
doi_str_mv | 10.1016/S0021-9258(19)38733-2 |
format | Article |
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vicina Meigen: GalNAc alpha 1---4GalNAc beta 1---(X--- 6)4GlcNAc beta 1---3Man beta 1---4Glc beta 1---1-ceramide and
GalNAc beta 1---(X---6)4GlcNAc beta 1---3Man beta 1---4Glc beta 1---1- ceramide (X = -O-P(O)(O-)-OC-H2CH2NH3+). The primary
structure of the ceramide pentasaccharide was elucidated de novo using two-dimensional 1H NMR correlation spectroscopy at
500 MHz and multistep relayed coherence transfer spectroscopy at 600 MHz. Localization of the 2'-aminoethyl phosphate substituent
was established with the aid of 1H-detected, 31P-edited NMR spectroscopy at 500/202 MHz.</description><identifier>ISSN: 0021-9258</identifier><identifier>EISSN: 1083-351X</identifier><identifier>DOI: 10.1016/S0021-9258(19)38733-2</identifier><identifier>PMID: 2351669</identifier><identifier>CODEN: JBCHA3</identifier><language>eng</language><publisher>Bethesda, MD: American Society for Biochemistry and Molecular Biology</publisher><subject>Analytical, structural and metabolic biochemistry ; Animals ; Biological and medical sciences ; Carbohydrate Conformation ; Carbohydrate Sequence ; Chromatography, Thin Layer ; Diptera - analysis ; Fundamental and applied biological sciences. Psychology ; Glycosphingolipids - isolation & purification ; Hydrogen ; Lipids ; Magnetic Resonance Spectroscopy - methods ; Molecular Sequence Data ; Other biological molecules ; Phosphorus ; Pupa ; Sphingolipids</subject><ispartof>The Journal of biological chemistry, 1990-06, Vol.265 (17), p.9737-9743</ispartof><rights>1991 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2562-486c4406eaa329c424ad3ee398038b4b99522ee2865c87c17f3af28d9fcad7ca3</citedby><cites>FETCH-LOGICAL-c2562-486c4406eaa329c424ad3ee398038b4b99522ee2865c87c17f3af28d9fcad7ca3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27922,27923</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=19758033$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/2351669$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>DABROWSKI, U</creatorcontrib><creatorcontrib>DABROWSKI, J</creatorcontrib><creatorcontrib>HELLING, F</creatorcontrib><creatorcontrib>WIEGANDT, H</creatorcontrib><title>Novel phosphorus-containing glycosphingolipids from the blowfly Calliphora vicina Meigen. Structural analysis by 1H and 1H[31P]-edited NMR spectroscopy at 600 and 500 megahertz</title><title>The Journal of biological chemistry</title><addtitle>J Biol Chem</addtitle><description>Two novel phosphorus-containing neutral glycosphingolipids of the arthro series were isolated from the blowfly Calliphora
vicina Meigen: GalNAc alpha 1---4GalNAc beta 1---(X--- 6)4GlcNAc beta 1---3Man beta 1---4Glc beta 1---1-ceramide and
GalNAc beta 1---(X---6)4GlcNAc beta 1---3Man beta 1---4Glc beta 1---1- ceramide (X = -O-P(O)(O-)-OC-H2CH2NH3+). The primary
structure of the ceramide pentasaccharide was elucidated de novo using two-dimensional 1H NMR correlation spectroscopy at
500 MHz and multistep relayed coherence transfer spectroscopy at 600 MHz. Localization of the 2'-aminoethyl phosphate substituent
was established with the aid of 1H-detected, 31P-edited NMR spectroscopy at 500/202 MHz.</description><subject>Analytical, structural and metabolic biochemistry</subject><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>Carbohydrate Conformation</subject><subject>Carbohydrate Sequence</subject><subject>Chromatography, Thin Layer</subject><subject>Diptera - analysis</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Glycosphingolipids - isolation & purification</subject><subject>Hydrogen</subject><subject>Lipids</subject><subject>Magnetic Resonance Spectroscopy - methods</subject><subject>Molecular Sequence Data</subject><subject>Other biological molecules</subject><subject>Phosphorus</subject><subject>Pupa</subject><subject>Sphingolipids</subject><issn>0021-9258</issn><issn>1083-351X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1990</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkeuK1jAQhoso6-fqJSwERNEfXXPoKT_lQ11hdxVXQRAJ03TaRtKmJu0u9aq8RPMdWANhJpnnnUl4k-SM0XNGWfHmhlLOUsnz6hWTr0VVCpHyB8mG0UqkImffHyabe-Rx8iSEXzSuTLKT5IRHoCjkJvl77W7Rkql3IW6_hFS7cQYzmrEjnV317j7mzprJNIG03g1k7pHU1t21diVbsLEUpUBujTYjkCs0HY7n5Gb2i54XD5bACHYNJpB6JewiHpsYfgj2-WeKjZmxIddXX0iYUM_eBe2mlcBMCkr3aB7jgB306Oc_T5NHLdiAz47xNPn2_t3X7UV6-enDx-3by1TzvOBpVhU6y2iBAIJLnfEMGoEoZEVFVWe1lDnniLwqcl2VmpWtgJZXjWw1NKUGcZq8PPSdvPu9YJjVYIJGa2FEtwRVyorJMs8imB9AHZ8ePLZq8mYAvypG1c4ptXdK7WxQTKq9U4pH3dlxwFIP2NyrjtbE-otjHYIG23oYtQn_m8fh8S8ics8PXG-6_s54VLVxusdB8SJXrFSyFKX4Bxc7qVI</recordid><startdate>19900615</startdate><enddate>19900615</enddate><creator>DABROWSKI, U</creator><creator>DABROWSKI, J</creator><creator>HELLING, F</creator><creator>WIEGANDT, H</creator><general>American Society for Biochemistry and Molecular Biology</general><scope>IQODW</scope><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></search><sort><creationdate>19900615</creationdate><title>Novel phosphorus-containing glycosphingolipids from the blowfly Calliphora vicina Meigen. Structural analysis by 1H and 1H[31P]-edited NMR spectroscopy at 600 and 500 megahertz</title><author>DABROWSKI, U ; DABROWSKI, J ; HELLING, F ; WIEGANDT, H</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2562-486c4406eaa329c424ad3ee398038b4b99522ee2865c87c17f3af28d9fcad7ca3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1990</creationdate><topic>Analytical, structural and metabolic biochemistry</topic><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>Carbohydrate Conformation</topic><topic>Carbohydrate Sequence</topic><topic>Chromatography, Thin Layer</topic><topic>Diptera - analysis</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Glycosphingolipids - isolation & purification</topic><topic>Hydrogen</topic><topic>Lipids</topic><topic>Magnetic Resonance Spectroscopy - methods</topic><topic>Molecular Sequence Data</topic><topic>Other biological molecules</topic><topic>Phosphorus</topic><topic>Pupa</topic><topic>Sphingolipids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>DABROWSKI, U</creatorcontrib><creatorcontrib>DABROWSKI, J</creatorcontrib><creatorcontrib>HELLING, F</creatorcontrib><creatorcontrib>WIEGANDT, H</creatorcontrib><collection>Pascal-Francis</collection><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><jtitle>The Journal of biological chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>DABROWSKI, U</au><au>DABROWSKI, J</au><au>HELLING, F</au><au>WIEGANDT, H</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel phosphorus-containing glycosphingolipids from the blowfly Calliphora vicina Meigen. Structural analysis by 1H and 1H[31P]-edited NMR spectroscopy at 600 and 500 megahertz</atitle><jtitle>The Journal of biological chemistry</jtitle><addtitle>J Biol Chem</addtitle><date>1990-06-15</date><risdate>1990</risdate><volume>265</volume><issue>17</issue><spage>9737</spage><epage>9743</epage><pages>9737-9743</pages><issn>0021-9258</issn><eissn>1083-351X</eissn><coden>JBCHA3</coden><abstract>Two novel phosphorus-containing neutral glycosphingolipids of the arthro series were isolated from the blowfly Calliphora
vicina Meigen: GalNAc alpha 1---4GalNAc beta 1---(X--- 6)4GlcNAc beta 1---3Man beta 1---4Glc beta 1---1-ceramide and
GalNAc beta 1---(X---6)4GlcNAc beta 1---3Man beta 1---4Glc beta 1---1- ceramide (X = -O-P(O)(O-)-OC-H2CH2NH3+). The primary
structure of the ceramide pentasaccharide was elucidated de novo using two-dimensional 1H NMR correlation spectroscopy at
500 MHz and multistep relayed coherence transfer spectroscopy at 600 MHz. Localization of the 2'-aminoethyl phosphate substituent
was established with the aid of 1H-detected, 31P-edited NMR spectroscopy at 500/202 MHz.</abstract><cop>Bethesda, MD</cop><pub>American Society for Biochemistry and Molecular Biology</pub><pmid>2351669</pmid><doi>10.1016/S0021-9258(19)38733-2</doi><tpages>7</tpages><oa>free_for_read</oa></addata></record> |
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source | MEDLINE; EZB-FREE-00999 freely available EZB journals; Alma/SFX Local Collection |
subjects | Analytical, structural and metabolic biochemistry Animals Biological and medical sciences Carbohydrate Conformation Carbohydrate Sequence Chromatography, Thin Layer Diptera - analysis Fundamental and applied biological sciences. Psychology Glycosphingolipids - isolation & purification Hydrogen Lipids Magnetic Resonance Spectroscopy - methods Molecular Sequence Data Other biological molecules Phosphorus Pupa Sphingolipids |
title | Novel phosphorus-containing glycosphingolipids from the blowfly Calliphora vicina Meigen. Structural analysis by 1H and 1H[31P]-edited NMR spectroscopy at 600 and 500 megahertz |
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