A novel fucosyl glycosphingolipid of brine shrimp that is highly sensitive to endoglycoceramidase

Xu Xu, Yasuhiro Horibata, Masanori Inagaki, Yoichiro Hama, Keishi Sakaguchi, Hatsumi M. Goda, Nozomu Okino, Makoto Ito

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Endoglycoceramidase (EGCase; EC 3.2.1.123) is a glycohydrolase that hydrolyzes the glycosidic linkage between the oligosaccharide and ceramide of various glycosphingolipids. We previously reported that hydra produced EGCase to digest glycosphingolipids of brine shrimp (Artemia salina), a type of aquatic crustacean used as a diet for the culture of hydra (Horibata Y, Sakaguchi K, Okino N, Iida H, Inagaki M, Fujisawa T, Hama Y, Ito M. 2004. J Biol Chem. 279:33379-33389). We report here that a major glycosphingolipid of brine shrimp is unique in structure and highly sensitive to EGCase. The glycosphingolipid was extracted from freshly hatched brine shrimp by Folch's partition, followed by mild alkaline hydrolysis and purification with a Sep-Pak plus silica cartridge. The structure of brine shrimp glycosphingolipid was determined by gas chromatography, gas chromatography-mass spectrometry, fast-atom bombardment mass spectrometry, and 1 >H-NMR spectrometry to be GlcNAcα1-2Fucα1-3Manβ1-4Glcβ1- 1′Cer. Two major molecular species of the glycosphingolipid were identified; the sugar and sphingoid base of each were the same but the major fatty acid was C22:0 and 2-hydroxy C22:0, respectively. This is the first report describing the glycosphingolipid that has an internal fucosyl residue substituted with α1-2 N-acetylglucosaminyl residue. This study also suggests the biological relevance of the glycosphingolipid as a dietary source of hydra which possesses EGCase as a digestion enzyme.

Original languageEnglish
Pages (from-to)1446-1451
Number of pages6
JournalGlycobiology
Volume19
Issue number12
DOIs
Publication statusPublished - Nov 20 2009

Fingerprint

endoglycoceramidase
Artemia
Glycosphingolipids
Hydra
Gas chromatography
Mass spectrometry
Fast Atom Bombardment Mass Spectrometry
brine
Ceramides
Glycoside Hydrolases
Nutrition
Oligosaccharides
Sugars
Silicon Dioxide
Gas Chromatography
Gas Chromatography-Mass Spectrometry
Spectrometry
Purification

All Science Journal Classification (ASJC) codes

  • Biochemistry

Cite this

A novel fucosyl glycosphingolipid of brine shrimp that is highly sensitive to endoglycoceramidase. / Xu, Xu; Horibata, Yasuhiro; Inagaki, Masanori; Hama, Yoichiro; Sakaguchi, Keishi; Goda, Hatsumi M.; Okino, Nozomu; Ito, Makoto.

In: Glycobiology, Vol. 19, No. 12, 20.11.2009, p. 1446-1451.

Research output: Contribution to journalArticle

Xu, Xu ; Horibata, Yasuhiro ; Inagaki, Masanori ; Hama, Yoichiro ; Sakaguchi, Keishi ; Goda, Hatsumi M. ; Okino, Nozomu ; Ito, Makoto. / A novel fucosyl glycosphingolipid of brine shrimp that is highly sensitive to endoglycoceramidase. In: Glycobiology. 2009 ; Vol. 19, No. 12. pp. 1446-1451.
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abstract = "Endoglycoceramidase (EGCase; EC 3.2.1.123) is a glycohydrolase that hydrolyzes the glycosidic linkage between the oligosaccharide and ceramide of various glycosphingolipids. We previously reported that hydra produced EGCase to digest glycosphingolipids of brine shrimp (Artemia salina), a type of aquatic crustacean used as a diet for the culture of hydra (Horibata Y, Sakaguchi K, Okino N, Iida H, Inagaki M, Fujisawa T, Hama Y, Ito M. 2004. J Biol Chem. 279:33379-33389). We report here that a major glycosphingolipid of brine shrimp is unique in structure and highly sensitive to EGCase. The glycosphingolipid was extracted from freshly hatched brine shrimp by Folch's partition, followed by mild alkaline hydrolysis and purification with a Sep-Pak plus silica cartridge. The structure of brine shrimp glycosphingolipid was determined by gas chromatography, gas chromatography-mass spectrometry, fast-atom bombardment mass spectrometry, and 1 >H-NMR spectrometry to be GlcNAcα1-2Fucα1-3Manβ1-4Glcβ1- 1′Cer. Two major molecular species of the glycosphingolipid were identified; the sugar and sphingoid base of each were the same but the major fatty acid was C22:0 and 2-hydroxy C22:0, respectively. This is the first report describing the glycosphingolipid that has an internal fucosyl residue substituted with α1-2 N-acetylglucosaminyl residue. This study also suggests the biological relevance of the glycosphingolipid as a dietary source of hydra which possesses EGCase as a digestion enzyme.",
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AU - Sakaguchi, Keishi

AU - Goda, Hatsumi M.

AU - Okino, Nozomu

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AB - Endoglycoceramidase (EGCase; EC 3.2.1.123) is a glycohydrolase that hydrolyzes the glycosidic linkage between the oligosaccharide and ceramide of various glycosphingolipids. We previously reported that hydra produced EGCase to digest glycosphingolipids of brine shrimp (Artemia salina), a type of aquatic crustacean used as a diet for the culture of hydra (Horibata Y, Sakaguchi K, Okino N, Iida H, Inagaki M, Fujisawa T, Hama Y, Ito M. 2004. J Biol Chem. 279:33379-33389). We report here that a major glycosphingolipid of brine shrimp is unique in structure and highly sensitive to EGCase. The glycosphingolipid was extracted from freshly hatched brine shrimp by Folch's partition, followed by mild alkaline hydrolysis and purification with a Sep-Pak plus silica cartridge. The structure of brine shrimp glycosphingolipid was determined by gas chromatography, gas chromatography-mass spectrometry, fast-atom bombardment mass spectrometry, and 1 >H-NMR spectrometry to be GlcNAcα1-2Fucα1-3Manβ1-4Glcβ1- 1′Cer. Two major molecular species of the glycosphingolipid were identified; the sugar and sphingoid base of each were the same but the major fatty acid was C22:0 and 2-hydroxy C22:0, respectively. This is the first report describing the glycosphingolipid that has an internal fucosyl residue substituted with α1-2 N-acetylglucosaminyl residue. This study also suggests the biological relevance of the glycosphingolipid as a dietary source of hydra which possesses EGCase as a digestion enzyme.

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