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Anomeric information obtained from a series of synthetic trisaccharides using energy resolved mass spectra
Author(s) -
Daikoku Shusaku,
Ako Takuro,
Kurimoto Ayako,
Kanie Osamu
Publication year - 2007
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/jms.1196
Subject(s) - chemistry , trisaccharide , anomer , glycosidic bond , oligosaccharide , stereochemistry , mass spectrometry , galactose , mass spectrum , glycoside , fucose , organic chemistry , chromatography , enzyme
The majority of structural investigations of oligosaccharides based on mass spectrometry use naturally occurring oligosaccharides, which do not allow extracting any common feature associated with anomeric structures and linkage positions. In order to address the issue to find such characteristics possibly contained in oligosaccharide structure, a synthetic combinatorial trisaccharide library was analyzed. The trisaccharides used in the analysis consisted of L ‐fucose, D ‐galactose and D ‐glucose, in which individual glycosidic linkages existed in either α‐ or β‐anomers. The analysis of energy‐resolved mass spectra (ERMS) and the scattered plot analysis of some parameters obtained from ERMS for a series of trisaccharides revealed that lower activation energy was required for the dissociation of α‐glycosides of these sugars compared to those of the corresponding β‐anomers. It is suggested that this finding may be useful in structural analysis of natural oligosaccharides. Copyright © 2007 John Wiley & Sons, Ltd.

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