Two-dimensional HPLC separation with reverse-phase-nano-LC-MS/MS for the characterization of glycan pools after labeling with 2-aminobenzamide

Methods in Molecular Biology

Volumn 534, Issue , 2009, Pages 79-91

  Wuhrer, Manfred ^a   Koeleman, Carolien A M A M ^a   Deelder, André M ^a  

^a LEIDEN UNIVERSITY MEDICAL CENTER   (Netherlands)

Author keywords

LC MS; Mass spectrometry; Normal phase; Reverse phase

Indexed keywords

2 AMINOBENZAMIDE; ANTHRANILIC ACID DERIVATIVE; FLUORESCENT DYE; POLYSACCHARIDE;

ALGORITHM; ANIMAL; CARBOHYDRATE ANALYSIS; CHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; LIQUID CHROMATOGRAPHY; METHODOLOGY; MOLECULAR GENETICS; NANOTECHNOLOGY; REVIEW; STAINING; TANDEM MASS SPECTROMETRY;

ALGORITHMS; ANIMALS; ANTHRANILIC ACIDS; CARBOHYDRATE SEQUENCE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CHROMATOGRAPHY, LIQUID; FLUORESCENT DYES; HUMANS; MOLECULAR SEQUENCE DATA; NANOTECHNOLOGY; POLYSACCHARIDES; STAINING AND LABELING; TANDEM MASS SPECTROMETRY;

EID: 66149125257     PISSN: 10643745     EISSN: None     Source Type: Book Series    
DOI: 10.1007/978-1-59745-022-5_6     Document Type: Article

References (27)

1. Merry, A. H. & Merry, C. L. (2005) Glycoscience finally comes of age. EMBO Rep., 6, 900-903. (Pubitemid 41521939)
2. Kleene, R. & Schachner, M. (2004) Glycans and neural cell interactions. Nat. Rev. Neurosci., 5, 195-208. (Pubitemid 38252476)
3. Endo, T. (2005) Glycans and glycan-binding proteins in brain: galectin-1-induced expression of neurotrophic factors in astrocytes. Curr. Drug Targets., 6, 427-436. (Pubitemid 40916268)
4. Freeze, H. H. & Aebi, M. (2005) Altered glycan structures: the molecular basis of congenital disorders of glycosylation. Curr. Opin. Struct. Biol, 15, 490-498. (Pubitemid 41393479)
5. Kobata, A. & Amano, J. (2005) Altered glycosylation of proteins produced by malignant cells, and application for the diagnosis and immunotherapy of tumours. Immunol. Cell Biol, 83, 429-439. (Pubitemid 41044621)
6. Nyame, A. K., Kawar, Z. S., & Cummings, R. D. (2004) Antigenic glycans in parasitic infections: implications for vaccines and diagnostics. Arch. Biochem. Biophys., 426, 182-200. (Pubitemid 38680616)
7. Hokke, C. H. & Deelder, A. M. (2001) Schistosome glycoconjugates in host-parasite interplay. Glycoconj. J., 18, 573-587. (Pubitemid 35341854)
8. Hokke, C. H. & Yazdanbakhsh, M. (2005) Schistosome glycans and innate immunity. Parasite Immunol., 27, 257-264. (Pubitemid 41344617)
9. Mechref, Y. & Novotny, M. V. (2002) Structural investigations of glycoconjugates at high sensitivity. Chem. Rev., 102, 321-369. (Pubitemid 35377619)
10. Zaia, J. (2004) Mass spectrometry of oligosaccharides. Mass Spectrom. Rev., 23, 161-227.
11. Morelle, W. & Michalski, J.-C. (2005) The mass spectrometric analysis of glycoproteins and their glycan structures. Curr. Anal. Chem., 1, 29-57.
12. Harvey, D. J. (2003) Matrix-assisted laser desorption/ionization mass spectrometry of carbohydrates and glycoconjugates. Int. J. Mass Spec., 226, 1-35.
13. Wuhrer, M., Deelder, A. M., & Hokke, C. H. (2005) Protein glycosylation analysis by liquid chromatography-mass spectrometry. J. Chro-matogr. B, 825, 124-133. (Pubitemid 41423595)
14. Novotny, M. V. (1996) Glycoconjugate analysis by capillary electrophoresis. Methods Enzymol., 271f, 320-347.
15. Karlsson, N. G., Wilson, N. L., Wirth, H. J., Dawes, P., Joshi, H., & Packer, N. H. (2004) Negative ion graphitised carbon nano-liquid chromatography/mass spectrometry increases sensitivity for glycoprotein oligosaccharide analysis. Rapid Commun. Mass Spectrom., 18, 2282-2292. (Pubitemid 39302564)
16. Wuhrer, M., Koeleman, C., Deelder, A. M., & Hokke, C. H. (2004) Normal-phase nanoscale liquid chromatography-mass spectrometry of underivatized oligosaccharides at low-femto-mole sensitivity. Anal. Chem., 76, 833-838. (Pubitemid 38166593)
17. Takegawa, Y., Deguchi, K., Keira, T., Ito, H., Nakagawa, H., & Nishimura, S. I. (2006) Separation of isomeric 2-aminopyridine deriva-tized N-glycans and N-glycopeptides of human serum immunoglobulin G by using a zwitte-rionic type of hydrophilic-interaction chroma-tography. J Chromatogr. A., 1113, 177-181
18. Bruggink, C., Wuhrer, M., Koeleman, C. A., Barreto, V., Liu, Y., Pohl, C., Ingendoh, A., Hokke, C. H., & Deelder, A. M. (2005) Oli-gosaccharide analysis by capillary-scale high-pH anion-exchange chromatography with on-line ion-trap mass spectrometry. J. Chro-matogr. B, 829, 136-143. (Pubitemid 41773474)
19. Wuhrer, M., Koeleman, C. A. M., Deelder, A. M., & Hokke, C. H. (2006) Repeats of Lacdi-NAc and fucosylated LacdiNAc on N-glycans of the human parasite Schistosoma mansoni. FEBS J., 273, 347-361.
20. Guile, G. R., Rudd, P. M., Wing, D. R., Prime, S. B., & Dwek, R. A. (1996) A rapid high-resolution high-performance liquid chromato-graphic method for separating glycan mixtures and analysing oligosaccharide profiles. Anal. Biochem., 240, 210-226. (Pubitemid 26304265)
21. Royle, L., Mattu, T. S., Hart, E., Langridge, J. I., Merry, A. H., Murphy, N., Harvey, D. J., Dwek, R. A., & Rudd, P. M. (2002) An analytical and structural database provides a strategy for sequencing O-glycans from microgram quantities of glycoproteins. Anal. Biochem., 304, 70-90. (Pubitemid 34492845)
22. Rudd, P. M., Colominas, C., Royle, L., Murphy, N., Hart, E., Merry, A. H., Hebestreit, H. F., & Dwek, R. A. (2001) A high-performance liquid chromatography based strategy for rapid, sensitive sequencing of N-linked oligosac-charide modifications to proteins in sodium dodecyl sulphate polyacrylamide electrophore-sis gel bands. Proteomics, 1, 285-294. (Pubitemid 33586724)
23. Rudd, P. M., Guile, G. R., Küster, B., Harvey, D. J., Opdenakker, G., & Dwek, R. A. (1997) Oligosaccharide sequencing technology. Nature, 388, 205-207. (Pubitemid 27297461)
24. Wing, D. R., Garner, B., Hunnam, V., Reinkensmeier, G., Andersson, U., Harvey, D. J., Dwek, R. A., Platt, F. M., & Butters, T. D. (2001) High-performance liquid chromatog-raphy analysis of ganglioside carbohydrates at the picomole level after ceramide glyca-nase digestion and fluorescent labeling with 2-aminobenzamide. Anal. Biochem., 298, 207-217. (Pubitemid 33105235)
25. Harvey, D. J., Mattu, T. S., Wormald, M. R., Royle, L., Dwek, R. A., & Rudd, P. M. (2002) "Internal residue loss": rearrangements occurring during the fragmentation of carbohydrates derivatized at the reducing terminus. Anal. Chem., 74, 734-740. (Pubitemid 34160538)
26. Wuhrer, M., Koeleman, C. A. M., Hokke, C. H., & Deelder, A. M. (2006) Mass spectrometry of proton adducts of fucosylated N-glycans: fucose transfer between antennae gives rise to misleading fragments. Rapid Commun. Mass Spectrom., 20, 1747-1754. (Pubitemid 43793878)
27. Wuhrer, M., Balog, C. I. A., Catimel, B., Jones, F. M., Schramm, G., Haas, H., Doen-hoff, M. J., Dunne, D. W., Deelder, A. M., & Hokke, C. H. (2006) IPSE/alpha-1, a major secretory glycoprotein antigen from schisto-some eggs, expresses the Lewis X motif on core-difucosylated N-glycans. FEBS J., 273, 2276-2292.