Capillary electrophoresis-mass spectrometry was applied for the analysis of oligosaccharides and N-linked glycans with an attached charge label facilitating electrophoretic migration and electrospray ionization efficiency. Several different labeling strategies have been tested with different tags and tagging reactions including reductive amination and hydrazone formation. However, a formation of multiple labeled N-linked glycans was observed by CE-MS in a positive ion mode when positively charged labels such as aliphatic amines containing a quaternary ammonium group were attached to N-linked glycans by reductive amination. A reaction mechanism explaining a side reaction occurring during the labeling and the multiple product formation was proposed and confirmed by using isotopically labeled N-acetylglucosamine. Finally, it was confirmed that derivatization of sugars via a hydrazone formation can be a simpler method with a high reaction yield suitable for high sensitive CE-ESI/MS analyses of N-linked glycans.

Institute of Analytical Chemistry of the Czech Academy of Sciences Veveri 97 602 00 Brno Czech Republic

Institute of Analytical Chemistry of the Czech Academy of Sciences Veveri 97 602 00 Brno Czech Republic; Masaryk University Faculty of Science Department of Chemistry Kamenice 5 625 00 Brno Czech Republic

University of Veterinary and Pharmaceutical Sciences Brno Faculty of Pharmacy Department of Chemical Drugs Palackeho 1 612 42 Brno Czech Republic

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