A Revised Structure for the Disialosyl Globo-Series Gangliosides of Human Erythrocytes and Chicken Skeletal Muscle

Disialosyl globo-series gangliosides have previously been isolated from chicken skeletal muscle (E. L. Hogan, R. D. Happel, and J.-L. Chien (1982) Adv. Exp. Med. Biol. 152, 273-278; S. Dasgupta, J.-L. Chien, E. L. Hogan, and H. van Halbeek (1991) J. Lipid Res. 32, 499-506) and human erythrocytes (S....

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Veröffentlicht in:Archives of biochemistry and biophysics 1994-07, Vol.312 (1), p.125-134
Hauptverfasser: Levery, S.B., Salyan, M.E.K., Steele, S.J., Kannagi, R., Dasgupta, S., Chien, J.L., Hogan, E.L., Vanhalbeek, H., Hakomori, S.
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container_issue 1
container_start_page 125
container_title Archives of biochemistry and biophysics
container_volume 312
creator Levery, S.B.
Salyan, M.E.K.
Steele, S.J.
Kannagi, R.
Dasgupta, S.
Chien, J.L.
Hogan, E.L.
Vanhalbeek, H.
Hakomori, S.
description Disialosyl globo-series gangliosides have previously been isolated from chicken skeletal muscle (E. L. Hogan, R. D. Happel, and J.-L. Chien (1982) Adv. Exp. Med. Biol. 152, 273-278; S. Dasgupta, J.-L. Chien, E. L. Hogan, and H. van Halbeek (1991) J. Lipid Res. 32, 499-506) and human erythrocytes (S. K. Kundu, B. E. Samuelsson, I. Pascher, and D. Marcus (1983) J. Biol. Chem. 258, 13857-13866). In both cases, the structure of this ganglioside was proposed to be NeuAcα2 → 3(NeuAcα2 → 6)Galβ1 → 3GalNAcβ1 → 3Galα1 → 4Galβ1 → 4Glcβ1 → 1Cer (V 3NeuAcV 6NeuAcGb 5Cer). We have reinvestigated the human erythrocyte antigen and now propose an alternative structure differing in the location of the NeuAcα2 → 6 residue: NeuAcα2 → 3Galβ1 → 3(NeuAcα2 → 6)GalNAcβ1 → 3Gal α1 → 4Galβ1 → 4Glcβ1 → 1Cer (V 3NeuAcIV 6NeuAcGb 5Cer). This novel structure is supported by results of 1H-NMR spectroscopy, negative ion fast atom bombardment mass spectrometry, and methylation linkage analysis with capillary gas chromatography-mass spectrometry in both electron impact and chemical ionization modes. Furthermore, based on new results from negative ion fast atom bombardment mass spectrometry and linkage analysis, we propose that the chicken skeletal muscle antigen also has this revised structure, differing only in ceramide composition. The terminal tetrasaccharide of these gangliosides is identical to that of G D1α NeuAcα2 → 3Galβ1 → 3(NeuAca2 → 6)GalNAcβ1 → 4Galβ1 → 4Glcβ1 → 1Cer(IV 3NeuAcIII 6NeuAcGg 4Cer), previously identified in a rat ascites hepatoma cell line (T. Taki, Y. Hirabayashi, H. Ishikawa, S. Ando, K. Ken, Y. Tanaka, and M. Matsumoto (1986) J. Biol. Chem. 261, 3075-3078) and a murine lymphoma cell line with low metastatic potential (K. Murayama, S. B. Levery, V. Schirrmacher, and S. Hakomori (1986) Cancer Res. 46, 1395-1402), although they appear to be immunologically distinct.
doi_str_mv 10.1006/abbi.1994.1290
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L. Hogan, R. D. Happel, and J.-L. Chien (1982) Adv. Exp. Med. Biol. 152, 273-278; S. Dasgupta, J.-L. Chien, E. L. Hogan, and H. van Halbeek (1991) J. Lipid Res. 32, 499-506) and human erythrocytes (S. K. Kundu, B. E. Samuelsson, I. Pascher, and D. Marcus (1983) J. Biol. Chem. 258, 13857-13866). In both cases, the structure of this ganglioside was proposed to be NeuAcα2 → 3(NeuAcα2 → 6)Galβ1 → 3GalNAcβ1 → 3Galα1 → 4Galβ1 → 4Glcβ1 → 1Cer (V 3NeuAcV 6NeuAcGb 5Cer). We have reinvestigated the human erythrocyte antigen and now propose an alternative structure differing in the location of the NeuAcα2 → 6 residue: NeuAcα2 → 3Galβ1 → 3(NeuAcα2 → 6)GalNAcβ1 → 3Gal α1 → 4Galβ1 → 4Glcβ1 → 1Cer (V 3NeuAcIV 6NeuAcGb 5Cer). This novel structure is supported by results of 1H-NMR spectroscopy, negative ion fast atom bombardment mass spectrometry, and methylation linkage analysis with capillary gas chromatography-mass spectrometry in both electron impact and chemical ionization modes. Furthermore, based on new results from negative ion fast atom bombardment mass spectrometry and linkage analysis, we propose that the chicken skeletal muscle antigen also has this revised structure, differing only in ceramide composition. The terminal tetrasaccharide of these gangliosides is identical to that of G D1α NeuAcα2 → 3Galβ1 → 3(NeuAca2 → 6)GalNAcβ1 → 4Galβ1 → 4Glcβ1 → 1Cer(IV 3NeuAcIII 6NeuAcGg 4Cer), previously identified in a rat ascites hepatoma cell line (T. Taki, Y. Hirabayashi, H. Ishikawa, S. Ando, K. Ken, Y. Tanaka, and M. Matsumoto (1986) J. Biol. Chem. 261, 3075-3078) and a murine lymphoma cell line with low metastatic potential (K. Murayama, S. B. Levery, V. Schirrmacher, and S. 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L. Hogan, R. D. Happel, and J.-L. Chien (1982) Adv. Exp. Med. Biol. 152, 273-278; S. Dasgupta, J.-L. Chien, E. L. Hogan, and H. van Halbeek (1991) J. Lipid Res. 32, 499-506) and human erythrocytes (S. K. Kundu, B. E. Samuelsson, I. Pascher, and D. Marcus (1983) J. Biol. Chem. 258, 13857-13866). In both cases, the structure of this ganglioside was proposed to be NeuAcα2 → 3(NeuAcα2 → 6)Galβ1 → 3GalNAcβ1 → 3Galα1 → 4Galβ1 → 4Glcβ1 → 1Cer (V 3NeuAcV 6NeuAcGb 5Cer). We have reinvestigated the human erythrocyte antigen and now propose an alternative structure differing in the location of the NeuAcα2 → 6 residue: NeuAcα2 → 3Galβ1 → 3(NeuAcα2 → 6)GalNAcβ1 → 3Gal α1 → 4Galβ1 → 4Glcβ1 → 1Cer (V 3NeuAcIV 6NeuAcGb 5Cer). This novel structure is supported by results of 1H-NMR spectroscopy, negative ion fast atom bombardment mass spectrometry, and methylation linkage analysis with capillary gas chromatography-mass spectrometry in both electron impact and chemical ionization modes. Furthermore, based on new results from negative ion fast atom bombardment mass spectrometry and linkage analysis, we propose that the chicken skeletal muscle antigen also has this revised structure, differing only in ceramide composition. The terminal tetrasaccharide of these gangliosides is identical to that of G D1α NeuAcα2 → 3Galβ1 → 3(NeuAca2 → 6)GalNAcβ1 → 4Galβ1 → 4Glcβ1 → 1Cer(IV 3NeuAcIII 6NeuAcGg 4Cer), previously identified in a rat ascites hepatoma cell line (T. Taki, Y. Hirabayashi, H. Ishikawa, S. Ando, K. Ken, Y. Tanaka, and M. Matsumoto (1986) J. Biol. Chem. 261, 3075-3078) and a murine lymphoma cell line with low metastatic potential (K. Murayama, S. B. Levery, V. Schirrmacher, and S. Hakomori (1986) Cancer Res. 46, 1395-1402), although they appear to be immunologically distinct.</description><subject>Animals</subject><subject>Carbohydrate Sequence</subject><subject>Chickens</subject><subject>Erythrocytes - chemistry</subject><subject>Gangliosides - chemistry</subject><subject>Gangliosides - classification</subject><subject>Gangliosides - isolation &amp; purification</subject><subject>Glycosphingolipids - chemistry</subject><subject>Humans</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Molecular Sequence Data</subject><subject>Muscles - chemistry</subject><subject>Sequence Analysis</subject><subject>Sialic Acids - chemistry</subject><subject>Spectrometry, Mass, Fast Atom Bombardment</subject><issn>0003-9861</issn><issn>1096-0384</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1994</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp1kEFPGzEQha0KRAP02huST9w29Xi9zu4RpRAqUSEROFu2d9wYnDW1vUj592yUqLeeRjPvzZPeR8h3YHNgTP7Qxvg5dJ2YA-_YFzID1smK1a04ITPGWF11rYSv5DznV8YAhORn5KxlNQB0M5Ju6BN--Iw9XZc02jImpC4mWjZIf_rsdYh5F-gqRBOrNSaPma708Cf4mH0_LdHR-3GrB3qbdmWTot2V6aqHni433r7hQNdvGLDoQH-P2Qa8JKdOh4zfjvOCvNzdPi_vq4fH1a_lzUNleSNKVTvet8I13BoNrQChW4GNEczUzkHXdI1dCKfRmIUUzra9NMA4aq4bLRB4fUGuD7nvKf4dMRe19dliCHrAOGa1kJJxCXIyzg9Gm2LOCZ16T36r004BU3vIag9Z7SGrPeTp4eqYPJot9v_sR6qT3h50nOp9eEwqW4-Dxd4ntEX10f8v-hM7VIyk</recordid><startdate>199407</startdate><enddate>199407</enddate><creator>Levery, S.B.</creator><creator>Salyan, M.E.K.</creator><creator>Steele, S.J.</creator><creator>Kannagi, R.</creator><creator>Dasgupta, S.</creator><creator>Chien, J.L.</creator><creator>Hogan, E.L.</creator><creator>Vanhalbeek, H.</creator><creator>Hakomori, S.</creator><general>Elsevier Inc</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></search><sort><creationdate>199407</creationdate><title>A Revised Structure for the Disialosyl Globo-Series Gangliosides of Human Erythrocytes and Chicken Skeletal Muscle</title><author>Levery, S.B. ; Salyan, M.E.K. ; Steele, S.J. ; Kannagi, R. ; Dasgupta, S. ; Chien, J.L. ; Hogan, E.L. ; Vanhalbeek, H. ; Hakomori, S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c254t-3f2d84f52cba18414a84e5b40b3ff19595c74faebb764fc8d6b102ea2a5a4e123</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1994</creationdate><topic>Animals</topic><topic>Carbohydrate Sequence</topic><topic>Chickens</topic><topic>Erythrocytes - chemistry</topic><topic>Gangliosides - chemistry</topic><topic>Gangliosides - classification</topic><topic>Gangliosides - isolation &amp; purification</topic><topic>Glycosphingolipids - chemistry</topic><topic>Humans</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Molecular Sequence Data</topic><topic>Muscles - chemistry</topic><topic>Sequence Analysis</topic><topic>Sialic Acids - chemistry</topic><topic>Spectrometry, Mass, Fast Atom Bombardment</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Levery, S.B.</creatorcontrib><creatorcontrib>Salyan, M.E.K.</creatorcontrib><creatorcontrib>Steele, S.J.</creatorcontrib><creatorcontrib>Kannagi, R.</creatorcontrib><creatorcontrib>Dasgupta, S.</creatorcontrib><creatorcontrib>Chien, J.L.</creatorcontrib><creatorcontrib>Hogan, E.L.</creatorcontrib><creatorcontrib>Vanhalbeek, H.</creatorcontrib><creatorcontrib>Hakomori, S.</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><jtitle>Archives of biochemistry and biophysics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Levery, S.B.</au><au>Salyan, M.E.K.</au><au>Steele, S.J.</au><au>Kannagi, R.</au><au>Dasgupta, S.</au><au>Chien, J.L.</au><au>Hogan, E.L.</au><au>Vanhalbeek, H.</au><au>Hakomori, S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Revised Structure for the Disialosyl Globo-Series Gangliosides of Human Erythrocytes and Chicken Skeletal Muscle</atitle><jtitle>Archives of biochemistry and biophysics</jtitle><addtitle>Arch Biochem Biophys</addtitle><date>1994-07</date><risdate>1994</risdate><volume>312</volume><issue>1</issue><spage>125</spage><epage>134</epage><pages>125-134</pages><issn>0003-9861</issn><eissn>1096-0384</eissn><abstract>Disialosyl globo-series gangliosides have previously been isolated from chicken skeletal muscle (E. L. Hogan, R. D. Happel, and J.-L. Chien (1982) Adv. Exp. Med. Biol. 152, 273-278; S. Dasgupta, J.-L. Chien, E. L. Hogan, and H. van Halbeek (1991) J. Lipid Res. 32, 499-506) and human erythrocytes (S. K. Kundu, B. E. Samuelsson, I. Pascher, and D. Marcus (1983) J. Biol. Chem. 258, 13857-13866). In both cases, the structure of this ganglioside was proposed to be NeuAcα2 → 3(NeuAcα2 → 6)Galβ1 → 3GalNAcβ1 → 3Galα1 → 4Galβ1 → 4Glcβ1 → 1Cer (V 3NeuAcV 6NeuAcGb 5Cer). We have reinvestigated the human erythrocyte antigen and now propose an alternative structure differing in the location of the NeuAcα2 → 6 residue: NeuAcα2 → 3Galβ1 → 3(NeuAcα2 → 6)GalNAcβ1 → 3Gal α1 → 4Galβ1 → 4Glcβ1 → 1Cer (V 3NeuAcIV 6NeuAcGb 5Cer). This novel structure is supported by results of 1H-NMR spectroscopy, negative ion fast atom bombardment mass spectrometry, and methylation linkage analysis with capillary gas chromatography-mass spectrometry in both electron impact and chemical ionization modes. Furthermore, based on new results from negative ion fast atom bombardment mass spectrometry and linkage analysis, we propose that the chicken skeletal muscle antigen also has this revised structure, differing only in ceramide composition. The terminal tetrasaccharide of these gangliosides is identical to that of G D1α NeuAcα2 → 3Galβ1 → 3(NeuAca2 → 6)GalNAcβ1 → 4Galβ1 → 4Glcβ1 → 1Cer(IV 3NeuAcIII 6NeuAcGg 4Cer), previously identified in a rat ascites hepatoma cell line (T. Taki, Y. Hirabayashi, H. Ishikawa, S. Ando, K. Ken, Y. Tanaka, and M. Matsumoto (1986) J. Biol. Chem. 261, 3075-3078) and a murine lymphoma cell line with low metastatic potential (K. Murayama, S. B. Levery, V. Schirrmacher, and S. Hakomori (1986) Cancer Res. 46, 1395-1402), although they appear to be immunologically distinct.</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>8031119</pmid><doi>10.1006/abbi.1994.1290</doi><tpages>10</tpages></addata></record>
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subjects Animals
Carbohydrate Sequence
Chickens
Erythrocytes - chemistry
Gangliosides - chemistry
Gangliosides - classification
Gangliosides - isolation & purification
Glycosphingolipids - chemistry
Humans
Magnetic Resonance Spectroscopy
Molecular Sequence Data
Muscles - chemistry
Sequence Analysis
Sialic Acids - chemistry
Spectrometry, Mass, Fast Atom Bombardment
title A Revised Structure for the Disialosyl Globo-Series Gangliosides of Human Erythrocytes and Chicken Skeletal Muscle
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