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Phosphocholine-Bonded Galactosylceramides Having a Tri-Unsaturated Long-Chain Base from the Clam Worm, Marphysa sanguinea
Seven glycosphingolipids were obtained in the pure state from the clam worm, Marphysa sanguinea, by preparative HPLC with a reversed-phase column in a recycling mode. Their structures were elucidated based on detailed analyses of iH- and 13C-NMR spectra of the intact compounds. The position and the...
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Published in: | Journal of biochemistry (Tokyo) 1994-08, Vol.116 (2), p.435-442 |
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container_title | Journal of biochemistry (Tokyo) |
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creator | Noda, Naoki Tanaka, Ryuichiro Tsujino, Kazushige Takasaki, Yoko Nakano, Masami Nishi, Masatoshi Miyahara, Kazumoto |
description | Seven glycosphingolipids were obtained in the pure state from the clam worm, Marphysa sanguinea, by preparative HPLC with a reversed-phase column in a recycling mode. Their structures were elucidated based on detailed analyses of iH- and 13C-NMR spectra of the intact compounds. The position and the geometry of double bonds in the long-chain base (LCB) were determined by the two-dimensional NMR (COSY, NOESY, and HMBC) analyses. All compounds are phosphocholine-bonded monogalactosylceramides and two of them have tri-unsaturated long-chain bases. |
doi_str_mv | 10.1093/oxfordjournals.jbchem.a124543 |
format | article |
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Tanaka, Ryuichiro ; Tsujino, Kazushige ; Takasaki, Yoko ; Nakano, Masami ; Nishi, Masatoshi ; Miyahara, Kazumoto</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c528t-6ec2ed46c32f1f073687a1575243b8b60e0c8dd783f04b457605e01dfdc6baec3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1994</creationdate><topic>Animals</topic><topic>Annelida - chemistry</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Galactosylceramides - chemistry</topic><topic>Galactosylceramides - isolation & purification</topic><topic>glycosphingolipid</topic><topic>Magnetic Resonance Spectroscopy - methods</topic><topic>Marine</topic><topic>Marphysa sanguinea</topic><topic>Molecular Conformation</topic><topic>phosphocholine-galactosylcer-amide</topic><topic>Phosphorylcholine - chemistry</topic><topic>Phosphorylcholine - isolation & purification</topic><topic>Polychaeta</topic><topic>recycling HPLC</topic><topic>tri-unsaturated long-chain base</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Noda, Naoki</creatorcontrib><creatorcontrib>Tanaka, Ryuichiro</creatorcontrib><creatorcontrib>Tsujino, Kazushige</creatorcontrib><creatorcontrib>Takasaki, Yoko</creatorcontrib><creatorcontrib>Nakano, Masami</creatorcontrib><creatorcontrib>Nishi, Masatoshi</creatorcontrib><creatorcontrib>Miyahara, Kazumoto</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ASFA: Aquatic Sciences and Fisheries Abstracts</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) 1: Biological Sciences & Living Resources</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) Professional</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of biochemistry (Tokyo)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Noda, Naoki</au><au>Tanaka, Ryuichiro</au><au>Tsujino, Kazushige</au><au>Takasaki, Yoko</au><au>Nakano, Masami</au><au>Nishi, Masatoshi</au><au>Miyahara, Kazumoto</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Phosphocholine-Bonded Galactosylceramides Having a Tri-Unsaturated Long-Chain Base from the Clam Worm, Marphysa sanguinea</atitle><jtitle>Journal of biochemistry (Tokyo)</jtitle><addtitle>J Biochem</addtitle><date>1994-08-01</date><risdate>1994</risdate><volume>116</volume><issue>2</issue><spage>435</spage><epage>442</epage><pages>435-442</pages><issn>0021-924X</issn><eissn>1756-2651</eissn><abstract>Seven glycosphingolipids were obtained in the pure state from the clam worm, Marphysa sanguinea, by preparative HPLC with a reversed-phase column in a recycling mode. Their structures were elucidated based on detailed analyses of iH- and 13C-NMR spectra of the intact compounds. The position and the geometry of double bonds in the long-chain base (LCB) were determined by the two-dimensional NMR (COSY, NOESY, and HMBC) analyses. All compounds are phosphocholine-bonded monogalactosylceramides and two of them have tri-unsaturated long-chain bases.</abstract><cop>England</cop><pub>Oxford University Press</pub><pmid>7822265</pmid><doi>10.1093/oxfordjournals.jbchem.a124543</doi><tpages>8</tpages></addata></record> |
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source | J-STAGE (Japan Science & Technology Information Aggregator, Electronic) - Open Access English articles; Oxford University Press Archive |
subjects | Animals Annelida - chemistry Chromatography, High Pressure Liquid Galactosylceramides - chemistry Galactosylceramides - isolation & purification glycosphingolipid Magnetic Resonance Spectroscopy - methods Marine Marphysa sanguinea Molecular Conformation phosphocholine-galactosylcer-amide Phosphorylcholine - chemistry Phosphorylcholine - isolation & purification Polychaeta recycling HPLC tri-unsaturated long-chain base |
title | Phosphocholine-Bonded Galactosylceramides Having a Tri-Unsaturated Long-Chain Base from the Clam Worm, Marphysa sanguinea |
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