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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Bibliographic Details
Published in:Journal of biochemistry (Tokyo) 1994-08, Vol.116 (2), p.435-442
Main Authors: Noda, Naoki, Tanaka, Ryuichiro, Tsujino, Kazushige, Takasaki, Yoko, Nakano, Masami, Nishi, Masatoshi, Miyahara, Kazumoto
Format: Article
Language:English
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
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Summary: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.
ISSN:0021-924X
1756-2651
DOI:10.1093/oxfordjournals.jbchem.a124543