Novel tri- and tetrasialosylpoly-N-acetyllactosaminyl gangliosides of human placenta: structure determination of pentadeca- and eicosaglycosylceramides by methylation analysis, fast atom bombardment mass spectrometry, and 1H NMR spectroscopy
A series of highly polar neolacto series (poly-N-acetyllactosaminyl) gangliosides were isolated from human placenta tissue and purified by HPLC and preparative HPTLC. Two of these ganglioside fractions (G-12 and G-13) were analyzed by 500-MHz 1H NMR spectroscopy, GC-EIMS, +FAB-MS, and sequential exo...
Gespeichert in:
| Veröffentlicht in: | Biochemistry (Easton) 1989-09, Vol.28 (19), p.7772-7781 |
|---|---|
| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 7781 |
|---|---|
| container_issue | 19 |
| container_start_page | 7772 |
| container_title | Biochemistry (Easton) |
| container_volume | 28 |
| creator | LEVERY, S. B NUDELMAN, E. D SALYAN, M. E. K HAKOMORI, S |
| description | A series of highly polar neolacto series (poly-N-acetyllactosaminyl) gangliosides were isolated from human placenta tissue and purified by HPLC and preparative HPTLC. Two of these ganglioside fractions (G-12 and G-13) were analyzed by 500-MHz 1H NMR spectroscopy, GC-EIMS, +FAB-MS, and sequential exoglycosidase treatments. Their structures have been identified as being of the repeating N-acetyllactosamine type, multiply branched through GlcNAc beta 1---6/3 linkages, with every nonreducing Gal terminal alpha 2---3-sialosylated, as shown below. These are among the highest molecular weight glycosphingolipids whose detailed oligosaccharide structures are presently known. (formula; see text). |
| doi_str_mv | 10.1021/bi00445a037 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_proquest_miscellaneous_79424405</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>79424405</sourcerecordid><originalsourceid>FETCH-LOGICAL-p151t-113e3ff0eaedba24d0b04517eb19815e961fa0af6854bedbd48e7895cc0d0ab3</originalsourceid><addsrcrecordid>eNo9kcFu1DAURS0EKkNhxRrJG1g1YCdOMmGHKmiRyiCh7kfPzsvUyI6Dn4Pkz-YP8DBTVpZ1zz1Xshl7LcV7KWr5QVshlGpBNP0TtpFtLSo1DO1TthFCdFU9dOI5e0H0s1yV6NUFu6g7KWvZbNifXfiNjqdoKw7zyBOmCGTBBcpuCS5XuwoMpuwcmBQIvJ2z4weYD84GsiMSDxN_WD3MfCkMzgk-ckpxNWmNyEdMGEsJkg3zEV2OxIgGToNoTbEeXDbHRYOxLBylOnOP6SG7UxFmcJksXfEJKHFIwXMdvIY4-iLkHog4LWhSDKUX89U_u7zlu28_HgMyYckv2bMJHOGr83nJ7r98vr--re6-33y9_nRXLbKVqZKywWaaBAKOGmo1Ci1UK3vUctjKFodOTiBg6rat0gUZ1Rb77dAaI0YBurlk707aJYZfK1Lae0sGyzPOGFba94OqlRJtAd-cwVV7HPdLtB5i3p-_qORvzzmQATdFmI2l_5gcGiHrQTZ_AR-wqJs</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>79424405</pqid></control><display><type>article</type><title>Novel tri- and tetrasialosylpoly-N-acetyllactosaminyl gangliosides of human placenta: structure determination of pentadeca- and eicosaglycosylceramides by methylation analysis, fast atom bombardment mass spectrometry, and 1H NMR spectroscopy</title><source>MEDLINE</source><source>American Chemical Society Journals</source><creator>LEVERY, S. B ; NUDELMAN, E. D ; SALYAN, M. E. K ; HAKOMORI, S</creator><creatorcontrib>LEVERY, S. B ; NUDELMAN, E. D ; SALYAN, M. E. K ; HAKOMORI, S</creatorcontrib><description>A series of highly polar neolacto series (poly-N-acetyllactosaminyl) gangliosides were isolated from human placenta tissue and purified by HPLC and preparative HPTLC. Two of these ganglioside fractions (G-12 and G-13) were analyzed by 500-MHz 1H NMR spectroscopy, GC-EIMS, +FAB-MS, and sequential exoglycosidase treatments. Their structures have been identified as being of the repeating N-acetyllactosamine type, multiply branched through GlcNAc beta 1---6/3 linkages, with every nonreducing Gal terminal alpha 2---3-sialosylated, as shown below. These are among the highest molecular weight glycosphingolipids whose detailed oligosaccharide structures are presently known. (formula; see text).</description><identifier>ISSN: 0006-2960</identifier><identifier>EISSN: 1520-4995</identifier><identifier>DOI: 10.1021/bi00445a037</identifier><identifier>PMID: 2611213</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Analytical, structural and metabolic biochemistry ; Biological and medical sciences ; Carbohydrate Sequence ; Chromatography, High Pressure Liquid ; Chromatography, Ion Exchange ; Fundamental and applied biological sciences. Psychology ; Gangliosides - analysis ; Humans ; Hydrolysis ; Lactosylceramides - analysis ; Lipids ; Magnetic Resonance Spectroscopy - methods ; Mass Spectrometry ; Methylation ; Molecular Sequence Data ; Other biological molecules ; Placenta - analysis ; Sphingolipids</subject><ispartof>Biochemistry (Easton), 1989-09, Vol.28 (19), p.7772-7781</ispartof><rights>1991 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=19301291$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/2611213$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>LEVERY, S. B</creatorcontrib><creatorcontrib>NUDELMAN, E. D</creatorcontrib><creatorcontrib>SALYAN, M. E. K</creatorcontrib><creatorcontrib>HAKOMORI, S</creatorcontrib><title>Novel tri- and tetrasialosylpoly-N-acetyllactosaminyl gangliosides of human placenta: structure determination of pentadeca- and eicosaglycosylceramides by methylation analysis, fast atom bombardment mass spectrometry, and 1H NMR spectroscopy</title><title>Biochemistry (Easton)</title><addtitle>Biochemistry</addtitle><description>A series of highly polar neolacto series (poly-N-acetyllactosaminyl) gangliosides were isolated from human placenta tissue and purified by HPLC and preparative HPTLC. Two of these ganglioside fractions (G-12 and G-13) were analyzed by 500-MHz 1H NMR spectroscopy, GC-EIMS, +FAB-MS, and sequential exoglycosidase treatments. Their structures have been identified as being of the repeating N-acetyllactosamine type, multiply branched through GlcNAc beta 1---6/3 linkages, with every nonreducing Gal terminal alpha 2---3-sialosylated, as shown below. These are among the highest molecular weight glycosphingolipids whose detailed oligosaccharide structures are presently known. (formula; see text).</description><subject>Analytical, structural and metabolic biochemistry</subject><subject>Biological and medical sciences</subject><subject>Carbohydrate Sequence</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Chromatography, Ion Exchange</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Gangliosides - analysis</subject><subject>Humans</subject><subject>Hydrolysis</subject><subject>Lactosylceramides - analysis</subject><subject>Lipids</subject><subject>Magnetic Resonance Spectroscopy - methods</subject><subject>Mass Spectrometry</subject><subject>Methylation</subject><subject>Molecular Sequence Data</subject><subject>Other biological molecules</subject><subject>Placenta - analysis</subject><subject>Sphingolipids</subject><issn>0006-2960</issn><issn>1520-4995</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1989</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo9kcFu1DAURS0EKkNhxRrJG1g1YCdOMmGHKmiRyiCh7kfPzsvUyI6Dn4Pkz-YP8DBTVpZ1zz1Xshl7LcV7KWr5QVshlGpBNP0TtpFtLSo1DO1TthFCdFU9dOI5e0H0s1yV6NUFu6g7KWvZbNifXfiNjqdoKw7zyBOmCGTBBcpuCS5XuwoMpuwcmBQIvJ2z4weYD84GsiMSDxN_WD3MfCkMzgk-ckpxNWmNyEdMGEsJkg3zEV2OxIgGToNoTbEeXDbHRYOxLBylOnOP6SG7UxFmcJksXfEJKHFIwXMdvIY4-iLkHog4LWhSDKUX89U_u7zlu28_HgMyYckv2bMJHOGr83nJ7r98vr--re6-33y9_nRXLbKVqZKywWaaBAKOGmo1Ci1UK3vUctjKFodOTiBg6rat0gUZ1Rb77dAaI0YBurlk707aJYZfK1Lae0sGyzPOGFba94OqlRJtAd-cwVV7HPdLtB5i3p-_qORvzzmQATdFmI2l_5gcGiHrQTZ_AR-wqJs</recordid><startdate>19890919</startdate><enddate>19890919</enddate><creator>LEVERY, S. B</creator><creator>NUDELMAN, E. D</creator><creator>SALYAN, M. E. K</creator><creator>HAKOMORI, S</creator><general>American Chemical Society</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>19890919</creationdate><title>Novel tri- and tetrasialosylpoly-N-acetyllactosaminyl gangliosides of human placenta: structure determination of pentadeca- and eicosaglycosylceramides by methylation analysis, fast atom bombardment mass spectrometry, and 1H NMR spectroscopy</title><author>LEVERY, S. B ; NUDELMAN, E. D ; SALYAN, M. E. K ; HAKOMORI, S</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p151t-113e3ff0eaedba24d0b04517eb19815e961fa0af6854bedbd48e7895cc0d0ab3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1989</creationdate><topic>Analytical, structural and metabolic biochemistry</topic><topic>Biological and medical sciences</topic><topic>Carbohydrate Sequence</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Chromatography, Ion Exchange</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Gangliosides - analysis</topic><topic>Humans</topic><topic>Hydrolysis</topic><topic>Lactosylceramides - analysis</topic><topic>Lipids</topic><topic>Magnetic Resonance Spectroscopy - methods</topic><topic>Mass Spectrometry</topic><topic>Methylation</topic><topic>Molecular Sequence Data</topic><topic>Other biological molecules</topic><topic>Placenta - analysis</topic><topic>Sphingolipids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>LEVERY, S. B</creatorcontrib><creatorcontrib>NUDELMAN, E. D</creatorcontrib><creatorcontrib>SALYAN, M. E. K</creatorcontrib><creatorcontrib>HAKOMORI, S</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>MEDLINE - Academic</collection><jtitle>Biochemistry (Easton)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>LEVERY, S. B</au><au>NUDELMAN, E. D</au><au>SALYAN, M. E. K</au><au>HAKOMORI, S</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel tri- and tetrasialosylpoly-N-acetyllactosaminyl gangliosides of human placenta: structure determination of pentadeca- and eicosaglycosylceramides by methylation analysis, fast atom bombardment mass spectrometry, and 1H NMR spectroscopy</atitle><jtitle>Biochemistry (Easton)</jtitle><addtitle>Biochemistry</addtitle><date>1989-09-19</date><risdate>1989</risdate><volume>28</volume><issue>19</issue><spage>7772</spage><epage>7781</epage><pages>7772-7781</pages><issn>0006-2960</issn><eissn>1520-4995</eissn><abstract>A series of highly polar neolacto series (poly-N-acetyllactosaminyl) gangliosides were isolated from human placenta tissue and purified by HPLC and preparative HPTLC. Two of these ganglioside fractions (G-12 and G-13) were analyzed by 500-MHz 1H NMR spectroscopy, GC-EIMS, +FAB-MS, and sequential exoglycosidase treatments. Their structures have been identified as being of the repeating N-acetyllactosamine type, multiply branched through GlcNAc beta 1---6/3 linkages, with every nonreducing Gal terminal alpha 2---3-sialosylated, as shown below. These are among the highest molecular weight glycosphingolipids whose detailed oligosaccharide structures are presently known. (formula; see text).</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>2611213</pmid><doi>10.1021/bi00445a037</doi><tpages>10</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0006-2960 |
| ispartof | Biochemistry (Easton), 1989-09, Vol.28 (19), p.7772-7781 |
| issn | 0006-2960 1520-4995 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_79424405 |
| source | MEDLINE; American Chemical Society Journals |
| subjects | Analytical, structural and metabolic biochemistry Biological and medical sciences Carbohydrate Sequence Chromatography, High Pressure Liquid Chromatography, Ion Exchange Fundamental and applied biological sciences. Psychology Gangliosides - analysis Humans Hydrolysis Lactosylceramides - analysis Lipids Magnetic Resonance Spectroscopy - methods Mass Spectrometry Methylation Molecular Sequence Data Other biological molecules Placenta - analysis Sphingolipids |
| title | Novel tri- and tetrasialosylpoly-N-acetyllactosaminyl gangliosides of human placenta: structure determination of pentadeca- and eicosaglycosylceramides by methylation analysis, fast atom bombardment mass spectrometry, and 1H NMR spectroscopy |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-24T12%3A46%3A25IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Novel%20tri-%20and%20tetrasialosylpoly-N-acetyllactosaminyl%20gangliosides%20of%20human%20placenta:%20structure%20determination%20of%20pentadeca-%20and%20eicosaglycosylceramides%20by%20methylation%20analysis,%20fast%20atom%20bombardment%20mass%20spectrometry,%20and%201H%20NMR%20spectroscopy&rft.jtitle=Biochemistry%20(Easton)&rft.au=LEVERY,%20S.%20B&rft.date=1989-09-19&rft.volume=28&rft.issue=19&rft.spage=7772&rft.epage=7781&rft.pages=7772-7781&rft.issn=0006-2960&rft.eissn=1520-4995&rft_id=info:doi/10.1021/bi00445a037&rft_dat=%3Cproquest_pubme%3E79424405%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=79424405&rft_id=info:pmid/2611213&rfr_iscdi=true |