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Characterization of Ganglioside GM4 Lactones Isolated from the Whale Brain
Two novel ganglioside lactones were isolated from the brain of Bryde's whale (Balaenoptera edeni) and scharacterized. These gangliosides migrated above GM4 and were designated M4-1 and M4-2 in the order of location from the bottom of the TLC plate. These gangliosides were converted to GM4 by mi...
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Published in: | Journal of biochemistry (Tokyo) 1990-06, Vol.107 (6), p.868-871 |
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container_title | Journal of biochemistry (Tokyo) |
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creator | Terabayashi, Takashi Ogawa, Tadao Kawanishi, Yasuhiro |
description | Two novel ganglioside lactones were isolated from the brain of Bryde's whale (Balaenoptera edeni) and scharacterized. These gangliosides migrated above GM4 and were designated M4-1 and M4-2 in the order of location from the bottom of the TLC plate. These gangliosides were converted to GM4 by mild alkali treatment. Although M4-1 and M4-2 contained 1 mol each of N-acetylneuraminic acid and galactose, they behaved as neutral lipids on ion-exchange chromatography. Inner ester linkages were found in these gangliosides by secondary ion mass spectrometry and infrared spectroscopy. Two dimensional J-correlated proton NMR spectra revealed that an inner ester linkage was formed in M4-1 between the sialic acid carboxyl group and the C-4 hydroxyl group of the galactosyl residue and another inner ester linkage was formed in M4-2 between the sialic acid carboxyl group and the C-2 hydroxyl group of galactose. |
doi_str_mv | 10.1093/oxfordjournals.jbchem.a123140 |
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These gangliosides migrated above GM4 and were designated M4-1 and M4-2 in the order of location from the bottom of the TLC plate. These gangliosides were converted to GM4 by mild alkali treatment. Although M4-1 and M4-2 contained 1 mol each of N-acetylneuraminic acid and galactose, they behaved as neutral lipids on ion-exchange chromatography. Inner ester linkages were found in these gangliosides by secondary ion mass spectrometry and infrared spectroscopy. Two dimensional J-correlated proton NMR spectra revealed that an inner ester linkage was formed in M4-1 between the sialic acid carboxyl group and the C-4 hydroxyl group of the galactosyl residue and another inner ester linkage was formed in M4-2 between the sialic acid carboxyl group and the C-2 hydroxyl group of galactose.</description><identifier>ISSN: 0021-924X</identifier><identifier>EISSN: 1756-2651</identifier><identifier>DOI: 10.1093/oxfordjournals.jbchem.a123140</identifier><identifier>PMID: 2391348</identifier><identifier>CODEN: JOBIAO</identifier><language>eng</language><publisher>Oxford: Oxford University Press</publisher><subject>Analytical, structural and metabolic biochemistry ; Animals ; Biological and medical sciences ; Brain Chemistry ; Carbohydrates ; Cetacea - metabolism ; Chemical Phenomena ; Chemistry ; Chromatography, Thin Layer ; Fundamental and applied biological sciences. Psychology ; Gangliosides - isolation & purification ; Gangliosides - metabolism ; Heterosides ; Magnetic Resonance Spectroscopy ; Mass Spectrometry ; Other biological molecules ; Whales - metabolism</subject><ispartof>Journal of biochemistry (Tokyo), 1990-06, Vol.107 (6), p.868-871</ispartof><rights>1991 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c582t-e63d8557e565e5355a99814e592346a89f18a4d7b32b37158e82deb204cda52d3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=19290567$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/2391348$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Terabayashi, Takashi</creatorcontrib><creatorcontrib>Ogawa, Tadao</creatorcontrib><creatorcontrib>Kawanishi, Yasuhiro</creatorcontrib><title>Characterization of Ganglioside GM4 Lactones Isolated from the Whale Brain</title><title>Journal of biochemistry (Tokyo)</title><addtitle>J Biochem</addtitle><description>Two novel ganglioside lactones were isolated from the brain of Bryde's whale (Balaenoptera edeni) and scharacterized. These gangliosides migrated above GM4 and were designated M4-1 and M4-2 in the order of location from the bottom of the TLC plate. These gangliosides were converted to GM4 by mild alkali treatment. Although M4-1 and M4-2 contained 1 mol each of N-acetylneuraminic acid and galactose, they behaved as neutral lipids on ion-exchange chromatography. Inner ester linkages were found in these gangliosides by secondary ion mass spectrometry and infrared spectroscopy. Two dimensional J-correlated proton NMR spectra revealed that an inner ester linkage was formed in M4-1 between the sialic acid carboxyl group and the C-4 hydroxyl group of the galactosyl residue and another inner ester linkage was formed in M4-2 between the sialic acid carboxyl group and the C-2 hydroxyl group of galactose.</description><subject>Analytical, structural and metabolic biochemistry</subject><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>Brain Chemistry</subject><subject>Carbohydrates</subject><subject>Cetacea - metabolism</subject><subject>Chemical Phenomena</subject><subject>Chemistry</subject><subject>Chromatography, Thin Layer</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Gangliosides - isolation & purification</subject><subject>Gangliosides - metabolism</subject><subject>Heterosides</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Mass Spectrometry</subject><subject>Other biological molecules</subject><subject>Whales - metabolism</subject><issn>0021-924X</issn><issn>1756-2651</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1990</creationdate><recordtype>article</recordtype><recordid>eNpVkEtP3DAURi1URAfoT6jkDd1l8CNO7EUXZVQG0CBY0BaxsW7im46nSUztjAT8eoImourGV9Z37kOHkBPO5pwZeRqemhDdJmxjD22ab6p6jd0cuJA8Z3tkxktVZKJQ_AOZMSZ4ZkR-_5EcprR5-wopD8iBkIbLXM_I1WINEeoBo3-BwYeehoYuof_d-pC8Q7q8zulqBEKPiV6m0MKAjjYxdHRYI_21hhbpWQTfH5P9ZrwIP031iPw4_363uMhWN8vLxbdVVisthgwL6bRSJapCoZJKgTGa56iMkHkB2jRcQ-7KSopKllxp1MJhJVheO1DCySPyZTf3MYa_W0yD7XyqsW2hx7BNtjSmkOMzgl93YB1DShEb-xh9B_HZcmbfXNr_XdqdSzu5HPs_T4u2VYfuvXuSN-YnUw6phraJ0Nc-_VtihGGqKEcu23E-Dfj0nkP8Y8e0VPbi_sGe6Z-3ki2NvZWvakCS-g</recordid><startdate>19900601</startdate><enddate>19900601</enddate><creator>Terabayashi, Takashi</creator><creator>Ogawa, Tadao</creator><creator>Kawanishi, Yasuhiro</creator><general>Oxford University Press</general><scope>BSCLL</scope><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>19900601</creationdate><title>Characterization of Ganglioside GM4 Lactones Isolated from the Whale Brain</title><author>Terabayashi, Takashi ; Ogawa, Tadao ; Kawanishi, Yasuhiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c582t-e63d8557e565e5355a99814e592346a89f18a4d7b32b37158e82deb204cda52d3</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>Brain Chemistry</topic><topic>Carbohydrates</topic><topic>Cetacea - metabolism</topic><topic>Chemical Phenomena</topic><topic>Chemistry</topic><topic>Chromatography, Thin Layer</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Gangliosides - isolation & purification</topic><topic>Gangliosides - metabolism</topic><topic>Heterosides</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Mass Spectrometry</topic><topic>Other biological molecules</topic><topic>Whales - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Terabayashi, Takashi</creatorcontrib><creatorcontrib>Ogawa, Tadao</creatorcontrib><creatorcontrib>Kawanishi, Yasuhiro</creatorcontrib><collection>Istex</collection><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>Journal of biochemistry (Tokyo)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Terabayashi, Takashi</au><au>Ogawa, Tadao</au><au>Kawanishi, Yasuhiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Characterization of Ganglioside GM4 Lactones Isolated from the Whale Brain</atitle><jtitle>Journal of biochemistry (Tokyo)</jtitle><addtitle>J Biochem</addtitle><date>1990-06-01</date><risdate>1990</risdate><volume>107</volume><issue>6</issue><spage>868</spage><epage>871</epage><pages>868-871</pages><issn>0021-924X</issn><eissn>1756-2651</eissn><coden>JOBIAO</coden><abstract>Two novel ganglioside lactones were isolated from the brain of Bryde's whale (Balaenoptera edeni) and scharacterized. 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source | J-STAGE (Japan Science & Technology Information Aggregator, Electronic) - Open Access English articles; Oxford University Press Archive |
subjects | Analytical, structural and metabolic biochemistry Animals Biological and medical sciences Brain Chemistry Carbohydrates Cetacea - metabolism Chemical Phenomena Chemistry Chromatography, Thin Layer Fundamental and applied biological sciences. Psychology Gangliosides - isolation & purification Gangliosides - metabolism Heterosides Magnetic Resonance Spectroscopy Mass Spectrometry Other biological molecules Whales - metabolism |
title | Characterization of Ganglioside GM4 Lactones Isolated from the Whale Brain |
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