Characterization of the Forssman Glycolipid Hapten of Horse Kidney by Mass Spectrometry
The Forssman glycolipid hapten was isolated from horse kidney and analyzed by direct inlet mass spectrometry of undergraded lipid derivatives. Methylated glycolipid gave no molecular ions, but some important carbohydrate sequence and ceramide (fatty acid and long chain base) ions. After reduction of...
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Veröffentlicht in: | The Journal of biological chemistry 1974-08, Vol.249 (15), p.4819-4823 |
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description | The Forssman glycolipid hapten was isolated from horse kidney and analyzed by direct inlet mass spectrometry of undergraded lipid derivatives. Methylated glycolipid gave no molecular ions, but some important carbohydrate sequence and ceramide (fatty acid and long chain base) ions. After reduction of this derivative with LiAlH4 (amide group of ceramide and of amino sugars were converted to the corresponding amines) a molecular weight ion (at m/e 1782) was recorded, as well as ions which were conclusive for the type and exact ratio of sugars and their sequence. Without any conventional degradative studies it was possible to conclude that the glycolipid was a pentaglycosyl-ceramide with the sequence hexosamine-hexosamine-hexose-hexose-hexose-ceramide, as first proposed by B. Siddiqui and S. Hakomori ((1971) J. Biol. Chem. 246, 5766–5769). The fatty acids were mainly nervonic (24:1) and lignoceric (24:0) acid but also C16 to C23 fatty acids. Both sphingosine and phytosphingosine were present. Evidence was obtained from the spectra for a preferential combination of long chain (24) fatty acid and phytosphingosine. |
doi_str_mv | 10.1016/S0021-9258(19)42394-6 |
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Methylated glycolipid gave no molecular ions, but some important carbohydrate sequence and ceramide (fatty acid and long chain base) ions. After reduction of this derivative with LiAlH4 (amide group of ceramide and of amino sugars were converted to the corresponding amines) a molecular weight ion (at m/e 1782) was recorded, as well as ions which were conclusive for the type and exact ratio of sugars and their sequence. Without any conventional degradative studies it was possible to conclude that the glycolipid was a pentaglycosyl-ceramide with the sequence hexosamine-hexosamine-hexose-hexose-hexose-ceramide, as first proposed by B. Siddiqui and S. Hakomori ((1971) J. Biol. Chem. 246, 5766–5769). The fatty acids were mainly nervonic (24:1) and lignoceric (24:0) acid but also C16 to C23 fatty acids. Both sphingosine and phytosphingosine were present. Evidence was obtained from the spectra for a preferential combination of long chain (24) fatty acid and phytosphingosine.</description><identifier>ISSN: 0021-9258</identifier><identifier>EISSN: 1083-351X</identifier><identifier>DOI: 10.1016/S0021-9258(19)42394-6</identifier><identifier>PMID: 4211098</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>Aluminum ; animal science ; Animals ; Binding Sites ; Ceramides - analysis ; Cross Reactions ; Fatty Acids - analysis ; Forssman Antigen ; Glucose - analysis ; Glycolipids ; Haptens ; Hexosamines - analysis ; Horses ; Immunodiffusion ; Kidney - analysis ; Lithium ; livestock ; Mass Spectrometry ; Methylation ; Oxidation-Reduction ; Protein Binding ; Sphingosine - analysis ; zoology</subject><ispartof>The Journal of biological chemistry, 1974-08, Vol.249 (15), p.4819-4823</ispartof><rights>1974 © 1974 ASBMB. Currently published by Elsevier Inc; originally published by American Society for Biochemistry and Molecular Biology.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c459t-acaac239f2f3fe52dccd896621252c79b2fbbec97d2cbe1476c6bee3bd3ce6a3</citedby><cites>FETCH-LOGICAL-c459t-acaac239f2f3fe52dccd896621252c79b2fbbec97d2cbe1476c6bee3bd3ce6a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/4211098$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Karlsson, Karl-Anders</creatorcontrib><creatorcontrib>Leffler, Hakon</creatorcontrib><creatorcontrib>Samuelsson, Bo E.</creatorcontrib><title>Characterization of the Forssman Glycolipid Hapten of Horse Kidney by Mass Spectrometry</title><title>The Journal of biological chemistry</title><addtitle>J Biol Chem</addtitle><description>The Forssman glycolipid hapten was isolated from horse kidney and analyzed by direct inlet mass spectrometry of undergraded lipid derivatives. Methylated glycolipid gave no molecular ions, but some important carbohydrate sequence and ceramide (fatty acid and long chain base) ions. After reduction of this derivative with LiAlH4 (amide group of ceramide and of amino sugars were converted to the corresponding amines) a molecular weight ion (at m/e 1782) was recorded, as well as ions which were conclusive for the type and exact ratio of sugars and their sequence. Without any conventional degradative studies it was possible to conclude that the glycolipid was a pentaglycosyl-ceramide with the sequence hexosamine-hexosamine-hexose-hexose-hexose-ceramide, as first proposed by B. Siddiqui and S. Hakomori ((1971) J. Biol. Chem. 246, 5766–5769). The fatty acids were mainly nervonic (24:1) and lignoceric (24:0) acid but also C16 to C23 fatty acids. Both sphingosine and phytosphingosine were present. Evidence was obtained from the spectra for a preferential combination of long chain (24) fatty acid and phytosphingosine.</description><subject>Aluminum</subject><subject>animal science</subject><subject>Animals</subject><subject>Binding Sites</subject><subject>Ceramides - analysis</subject><subject>Cross Reactions</subject><subject>Fatty Acids - analysis</subject><subject>Forssman Antigen</subject><subject>Glucose - analysis</subject><subject>Glycolipids</subject><subject>Haptens</subject><subject>Hexosamines - analysis</subject><subject>Horses</subject><subject>Immunodiffusion</subject><subject>Kidney - analysis</subject><subject>Lithium</subject><subject>livestock</subject><subject>Mass Spectrometry</subject><subject>Methylation</subject><subject>Oxidation-Reduction</subject><subject>Protein Binding</subject><subject>Sphingosine - analysis</subject><subject>zoology</subject><issn>0021-9258</issn><issn>1083-351X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1974</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkE1v1DAQhi1EVZbCT6iIhITgkOKvOPEJoVXbRW3FYYvgZjmTSWOUxKmdpQq_nuxm1StzmcP7zIceQs4ZvWCUqc9bSjlLNc-Kj0x_klxomaoXZMVoIVKRsV8vyeoZeUVex_ibziU1OyWnkjNGdbEiP9eNDRZGDO6vHZ3vE18nY4PJlQ8xdrZPrtsJfOsGVyUbO4x4IDZzismNq3qcknJK7myMyXZAGIPvcAzTG3JS2zbi22M_I_dXl_frTXr7_frb-uttCjLTY2rBWphfr3ktasx4BVAVWinOeMYh1yWvyxJB5xWHEpnMFagSUZSVAFRWnJEPy9oh-McdxtF0LgK2re3R76IpuJSCajWD2QJC8DEGrM0QXGfDZBg1e5_m4NPsZRmmzcGn2c-dHw_syg6r56mjwDl_v-SNe2ieXEBTOg8NdoZLbVhmZMH0TL1bqNp6Yx-Ci-bHllMmqGB5TpWciS8LgbOsPw6DieCwB6zmnTCayrv_fPoPwoubmQ</recordid><startdate>19740810</startdate><enddate>19740810</enddate><creator>Karlsson, Karl-Anders</creator><creator>Leffler, Hakon</creator><creator>Samuelsson, Bo E.</creator><general>Elsevier Inc</general><general>American Society for Biochemistry and Molecular Biology</general><scope>6I.</scope><scope>AAFTH</scope><scope>FBQ</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>19740810</creationdate><title>Characterization of the Forssman Glycolipid Hapten of Horse Kidney by Mass Spectrometry</title><author>Karlsson, Karl-Anders ; Leffler, Hakon ; Samuelsson, Bo E.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c459t-acaac239f2f3fe52dccd896621252c79b2fbbec97d2cbe1476c6bee3bd3ce6a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1974</creationdate><topic>Aluminum</topic><topic>animal science</topic><topic>Animals</topic><topic>Binding Sites</topic><topic>Ceramides - analysis</topic><topic>Cross Reactions</topic><topic>Fatty Acids - analysis</topic><topic>Forssman Antigen</topic><topic>Glucose - analysis</topic><topic>Glycolipids</topic><topic>Haptens</topic><topic>Hexosamines - analysis</topic><topic>Horses</topic><topic>Immunodiffusion</topic><topic>Kidney - analysis</topic><topic>Lithium</topic><topic>livestock</topic><topic>Mass Spectrometry</topic><topic>Methylation</topic><topic>Oxidation-Reduction</topic><topic>Protein Binding</topic><topic>Sphingosine - analysis</topic><topic>zoology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Karlsson, Karl-Anders</creatorcontrib><creatorcontrib>Leffler, Hakon</creatorcontrib><creatorcontrib>Samuelsson, Bo E.</creatorcontrib><collection>ScienceDirect Open Access Titles</collection><collection>Elsevier:ScienceDirect:Open Access</collection><collection>AGRIS</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>Karlsson, Karl-Anders</au><au>Leffler, Hakon</au><au>Samuelsson, Bo E.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Characterization of the Forssman Glycolipid Hapten of Horse Kidney by Mass Spectrometry</atitle><jtitle>The Journal of biological chemistry</jtitle><addtitle>J Biol Chem</addtitle><date>1974-08-10</date><risdate>1974</risdate><volume>249</volume><issue>15</issue><spage>4819</spage><epage>4823</epage><pages>4819-4823</pages><issn>0021-9258</issn><eissn>1083-351X</eissn><abstract>The Forssman glycolipid hapten was isolated from horse kidney and analyzed by direct inlet mass spectrometry of undergraded lipid derivatives. Methylated glycolipid gave no molecular ions, but some important carbohydrate sequence and ceramide (fatty acid and long chain base) ions. After reduction of this derivative with LiAlH4 (amide group of ceramide and of amino sugars were converted to the corresponding amines) a molecular weight ion (at m/e 1782) was recorded, as well as ions which were conclusive for the type and exact ratio of sugars and their sequence. Without any conventional degradative studies it was possible to conclude that the glycolipid was a pentaglycosyl-ceramide with the sequence hexosamine-hexosamine-hexose-hexose-hexose-ceramide, as first proposed by B. Siddiqui and S. Hakomori ((1971) J. Biol. Chem. 246, 5766–5769). The fatty acids were mainly nervonic (24:1) and lignoceric (24:0) acid but also C16 to C23 fatty acids. Both sphingosine and phytosphingosine were present. Evidence was obtained from the spectra for a preferential combination of long chain (24) fatty acid and phytosphingosine.</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>4211098</pmid><doi>10.1016/S0021-9258(19)42394-6</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Aluminum animal science Animals Binding Sites Ceramides - analysis Cross Reactions Fatty Acids - analysis Forssman Antigen Glucose - analysis Glycolipids Haptens Hexosamines - analysis Horses Immunodiffusion Kidney - analysis Lithium livestock Mass Spectrometry Methylation Oxidation-Reduction Protein Binding Sphingosine - analysis zoology |
title | Characterization of the Forssman Glycolipid Hapten of Horse Kidney by Mass Spectrometry |
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