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Investigation of a side reaction occurring during N-linked glycan labeling by cationic tags
J. Krenkova, P. Bobal, J. Partyka, R. Cmelik, F. Foret,
Jazyk angličtina Země Nizozemsko
Typ dokumentu časopisecké články
- MeSH
- aminace MeSH
- aminy chemie MeSH
- elektroforéza kapilární metody MeSH
- hmotnostní spektrometrie s elektrosprejovou ionizací metody MeSH
- kationty chemie MeSH
- polysacharidy chemie MeSH
- Publikační typ
- časopisecké články MeSH
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.
Citace poskytuje Crossref.org
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- $a Krenkova, Jana $u Institute of Analytical Chemistry of the Czech Academy of Sciences, Veveri 97, 602 00 Brno, Czech Republic. Electronic address: krenkova@iach.cz.
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- $a Investigation of a side reaction occurring during N-linked glycan labeling by cationic tags / $c J. Krenkova, P. Bobal, J. Partyka, R. Cmelik, F. Foret,
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- $a 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.
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- $a Bobal, Pavel $u 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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- $a Partyka, Jan $u 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.
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- $a Cmelik, Richard $u Institute of Analytical Chemistry of the Czech Academy of Sciences, Veveri 97, 602 00 Brno, Czech Republic.
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