2-Picoline-borane: A non-toxic reducing agent for oligosaccharide labeling by reductive amination
| Autor: | André M. Deelder, L. Renee Ruhaak, Carolien A. M. Koeleman, Evelyne Steenvoorden, Manfred Wuhrer |
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| Rok vydání: | 2010 |
| Předmět: |
Proteomics
chemistry.chemical_classification Schiff base Reducing agent Sodium cyanoborohydride Oligosaccharides Oligosaccharide Biochemistry Reductive amination Aldehyde Fluorescence chemistry.chemical_compound Dextran chemistry Reducing Agents Picolines Organic chemistry Amine gas treating Fluorescent labeling Glycoproteomics Oligosaccharide analysis Reductive amination mass-spectrometry glycosylation biomarkers glycans disease Molecular Biology Glycoproteins |
| Zdroj: | Proteomics, 10(12), 2330-2336 |
| ISSN: | 1615-9861 1615-9853 |
| Popis: | Analysis of N-glycans is often performed by LC coupled to fluorescence detection. The N-glycans are usually labeled by reductive amination with a fluorophore containing a primary amine to allow fluorescence detection. Moreover, many of the commonly applied labels also allow improved mass spectrometric detection of oligosaccharides. For reductive amination, the amine group of the label reacts with the reducing-end aldehyde group of the oligosaccharide to form a Schiff base, which is reduced to a secondary amine. Here, we propose the use of 2-picoline-borane as the reducing agent, as a non-toxic alternative to the extensively used, but toxic sodium cyanoborohydride. Using dextran oligosaccharides and plasma N-glycans, we demonstrate similar labeling efficacies for 2-picoline-borane and sodium cyanoborohydride. Therefore, 2-picoline-borane is a non-toxic alternative to sodium cyanoborohydride for the labeling of oligosaccharides. |
| Databáze: | OpenAIRE |
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