The DOI matches its Crossref record; 1 of the 1 references it cites were found in a registry or an index.
Derivatization for Stabilizing Sialic Acids in MALDI-MS
Abstract
While matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) is useful in oligosaccharide analysis, the sialic acid, or N-acetylneuraminic acid (NANA), moiety of an oligosaccharide is liable to dissociation in- or postsource during mass measurement. In this study, we tried to stabilize the moiety by amidation, as in the case of peptides (Sekiya, S.; Wada, Y. Tanaka, K. Anal. Chem. 2004, 76, 5894-5902), and found 4-(4,6-dimethoxy-1,3,5-triazin-2yl)-4-methylmorpholinium chloride to be a desirable condensing agent. Amidation stabilized the glycosidic bond with NANA and suppressed its preferential cleavage by in-source decay, postsource decay, or collision-induced dissociation. In addition, the suppressed dissociation considerably improved the yield of the B/Y type ions for structural analysis by MS/MS. These results demonstrate that amidation is an effective derivatization to reinforce the structural analysis of sialylated oligosaccharides by MALDI-MS. In addition, amidation with (15)N-labeled ammonium chloride decreases the mass shift from the acid to amide form to just 0.013, reducing the complexity of mass spectral interpretation and database searching.
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Citations
Cites
Matrix-assisted laser desorption/ionization mass spectrometry of biopolymers.
Hillenkamp, F., Karas, M., Beavis, R. C., & Chait, B. T. (1991) · Analytical Chemistry · doi:10.1021/ac00024a716 · Cited by 1,930
Cited by
The MALDI-TOF Mass Spectrometric View of the Plasma Proteome and Peptidome
Hortin, G. L. (2006) · Clinical Chemistry · doi:10.1373/clinchem.2006.069252 · Cited by 351
High-sensitivity Analytical Approaches for the Structural Characterization of Glycoproteins
Alley, W. R., Mann, B. F., & Novotny, M. V. (2013) · Chemical Reviews · doi:10.1021/cr3003714 · Cited by 310
Harvey, D. J. (2011) · Journal of Chromatography B · doi:10.1016/j.jchromb.2010.11.010 · Cited by 260
Capillary electrophoresis–mass spectrometry for direct structural identification of serum N-glycans
Snyder, C. M., Zhou, X., Karty, J. A., Fonslow, B. R., Novotny, M. V., & Jacobson, S. C. (2017) · Journal of Chromatography A · doi:10.1016/j.chroma.2017.09.009 · Cited by 58
“Table 1 Peak area ratios for N-glycans identified as co-migrating in microchip electrophoresis ( lactonization/amidation reaction As previously reported [50,51], (cid:2) (cid:2) electrophoretic mobilities to the lactonized/amidated glycans with higher electrophoretic mobilities.”
Metadata
- Authors
- Sekiya, S., Wada, Y., & Tanaka, K.
- Venue
- Analytical Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2005-06-29
- Volume
- 77
- Issue
- 15
- Pages
- 4962-4968
- ISSN
- 0003-2700 (ISSN-L)
- 1520-6882
- OpenAlex
- W2033253313
- Cited by
- 175
- References
- 1
- FWCI
- 4.92
- Type
- journal article
- Language
- en
- Open access
- closed
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