Characterization of the sulfated fucose-containing trisaccharides by fast atom bombardment tandem mass spectrometry in the study of the acrosome reaction-inducing substance of the starfish,Asterias amurensis

✍ Scribed by Kurono*, Sadamu; Ohashi, Yoko; Hiruma, Kazumi; Okinaga, Tatsuyuki; Hoshi, Motonori; Hashimoto, Hironobu; Nagai, Yoshitaka

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 815 KB
• Volume: 33
• Category: Article
• ISSN: 1076-5174
• DOI: 10.1002/(sici)1096-9888(199801)33:1<35::aid-jms607>3.0.co;2-i

✦ Synopsis

Fast atom bombardment mass spectrometry (FABMS) and collision-induced dissociation tandem mass spectrometry (CID-MS/MS) were applied in the investigation of the anomeric isomerism of synthetic trisaccharides consisting of xylose, galactose and sulfated fucose and {Xyl1 Ç 3Gala1 Ç 3(4-OSO 3 Na)Fuc} {Xyl1 Ç 3Gala1 Ç 4(3and the linkage position of the sulfate group. It was possible to di †erentiate between various OSO 3 Na)Fuc} glycosidic linkages in several synthetic trisaccharides. The position of a sulfate group in synthetic methyl O-sulfo-a-L-fucopyranoside isomers was elucidated from the fragmentation patterns. Comparing the data from synthetic sulfated trisaccharides with the spectra from the natural compound derived from glycan chains of the acrosome reaction-inducing substance (ARIS) from starÐsh, the anomeric structure and the position of the sulfate group in the natural sample were determined without ambiguity as in agreement with Xylb1 Ç 3Gala1 Ç 3(4-OSO 3 -)Fuc, the result from an independent study based on nuclear magnetic resonance.