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Structural analysis of chromophore‐labeled disaccharides and oligosaccharides by electrospray ionization mass spectrometry and high‐performance liquid chromatography/electrospray ionization mass spectrometry
Author(s) -
Li D. T.,
Her G. R.
Publication year - 1998
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/(sici)1096-9888(199807)33:7<644::aid-jms667>3.0.co;2-f
Subject(s) - chemistry , electrospray ionization , mass spectrometry , chromatography , disaccharide , electrospray , monosaccharide , glycosidic bond , tandem mass spectrometry , fast atom bombardment , oligosaccharide , protein mass spectrometry , dissociation (chemistry) , collision induced dissociation , reductive amination , stereochemistry , organic chemistry , enzyme , catalysis
Disaccharides and linear oligosaccharides were labeled with p ‐aminobenzoic ethyl ester (ABEE) chromophore and analyzed by negative ion electrospray ionization mass spectrometry (ESIMS). The formation of glycosylamines rather than reductive amination in the labeling reaction produced many characteristic fragment ions under in‐source collision‐induced dissociation (CID). These ions provided unambiguous assignment of the position of the glycosidic linkages. This approach was extended to the analysis of linkages and the sequence of the linkages of several linear oligosaccharides. Additionally, the anomeric configuration of ABEE‐labeled 1–3‐, 1–4‐ and 1–6‐linked glucose disaccharides could be differentiated according to the relative abundance of characteristic ions. Disaccharides with the same linkage but different monosaccharide compositions could be analyzed by on‐line coupling of high‐performance liquid chromatography with ESIMS. © 1998 John Wiley & Sons, Ltd.