Suppression of peeling during the release of O-glycans by hydrazinolysis

Analytical Biochemistry

Volumn 423, Issue 1, 2012, Pages 119-128

  Kozak, Radoslaw P ^a   Royle, Louise ^a   Gardner, Richard A ^a   Fernandes, Daryl L ^a   Wuhrer, Manfred ^b  

^a Culham Science Centre   (United Kingdom)

^b LEIDEN UNIVERSITY MEDICAL CENTER   (Netherlands)

Author keywords

Glycan release; Glycoproteins; HILIC HPLC; Hydrazinolysis; O glycan peeling; O linked glycans

Indexed keywords

CALCIUM CHLORIDE; ETHYLENEDIAMINETETRAACETIC ACID; FLUOROPHORES; GLYCOPROTEINS; MAMMALS;

BIOLOGICAL PROCESS; BIOPHARMACEUTICALS; FLUORESCENCE DETECTION; GLYCAN RELEASE; GLYCANS; HILIC-HPLC; HYDRAZINOLYSIS; SUBMAXILLARY GLANDS;

POLYSACCHARIDES;

CALCIUM CHLORIDE; EDETIC ACID; FETUIN; GLYCAN DERIVATIVE; HYDRAZINE DERIVATIVE; MUCIN; TRIFLUOROACETIC ACID;

ARTICLE; CARBOHYDRATE ANALYSIS; CHEMICAL REACTION; FLUORESCENCE ANALYSIS; NONHUMAN; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN DEGRADATION;

BOVINAE;

EID: 84857297460     PISSN: 00032697     EISSN: 10960309     Source Type: Journal    
DOI: 10.1016/j.ab.2012.01.002     Document Type: Article

References (27)

1. K. Ohtsubo, J.D. Marth, Glycosylation in cellular mechanisms of health and disease, Cell 126 (2006) 855-867. (Pubitemid 44310784)
2. A. Varki, J.D. Marth, Oligosaccharides in vertebrate development, Semin. Dev. Biol. 6 (1995) 127-138.
3. J.N. Arnold, M.R. Wormald, R.B. Sim, P.M. Rudd, R.A. Dwek, The impact of glycosylation on the biological function and structure of human immunoglobulins, Annu. Rev. Immunol. 25 (2007) 21-50. (Pubitemid 46697901)
4. H. Geyer, R. Geyer, Strategies for analysis of glycoprotein glycosylation, Biochim. Biophys. Acta 1764 (2006) 1853-1869. (Pubitemid 44895032)
5. H. Iwase, K. Hotta, Release of O-linked glycoprotein glycans by endo-α-N-acetylgalactosamidase, Methods Mol. Biol. 14 (1993) 151-159.
6. R.A. Dwek, C.J. Edge, D.J. Harvey, M.R. Wormald, R.B. Parekh, Analysis of glycoprotein-associated oligosaccharides, Annu. Rev. Biochem. 62 (1993) 65-100. (Pubitemid 23237865)
7. D.M. Carlson, Oligosaccharides isolated from pig submaxillary mucin, J. Biol. Chem. 241 (1966) 2984-2986.
8. B.L. Schulz, N.H. Packer, N.G. Karlsson, Small-scale analysis of O-linked oligosaccharides from glycoproteins and mucins separated by gel electrophoresis, Anal. Chem. 74 (2002) 6088-6097. (Pubitemid 35428807)
9. A.H. Merry, D.C.A. Neville, L. Royle, B. Matthews, D.J. Harvey, R.A. Dwek, P.M. Rudd, Recovery of intact 2-aminobenzamide-labeled O-glycans released from glycoproteins by hydrazinolysis, Anal. Biochem. 304 (2002) 91-99. (Pubitemid 34492846)
10. L.R. Ruhaak, G. Zauner, C. Huhn, C. Bruggink, A.M. Deelder, M. Wuhrer, Glycan labeling strategies and their use in identification and quantification, Anal. Bioanal. Chem. 397 (2010) 3457-3481.
11. N.G. Karlsson, N.L. Wilson, H.J. Wirth, P. Dawes, H. Joshi, N.H. Packer, Negative ion graphitised carbon nano-liquid chromatography/mass spectrometry increases sensitivity for glycoprotein oligosaccharide analysis, Rapid Commun. Mass Spectrom. 18 (2005) 2282-2292. (Pubitemid 39302564)
12. T.A. Stadheim, H. Li, W. Kett, I.N. Burnina, T.U. Gerngross, Use of high-performance anion exchange chromatography with pulsed amperometric detection for O-glycan determination in yeast, Nat. Protoc. 3 (2008) 1026-1031. (Pubitemid 351818691)
13. Y. Huang, Y. Mechref, M.V. Novotny, Microscale nonreductive release of O-linked glycans for subsequent analysis through MALDI mass spectrometry and capillary electrophoresis, Anal. Chem. 73 (2001) 6063-6069. (Pubitemid 34042226)
14. W. Chai, T. Feizi, C.T. Yuen, A.M. Lawson, Nonreductive release of O-linked oligosaccharides from mucin glycoproteins for structure/function assignments as neoglycolipids: application in the detection of novel ligands for E-selectin, Glycobiology 7 (1997) 861-872. (Pubitemid 27385384)
15. K. Yamada, S. Hyodo, M. Kinoshita, T. Hayakawa, K. Kakehi, Hyphenated technique for releasing and MALDI MS analysis of O-glycans in mucin-type glycoprotein samples, Anal. Chem. 82 (2010) 7436-7443.
16. J. Goetz, M. Novotny, Y. Mechref, Enzymatic/chemical release of O-glycans allowing MS analysis at high sensitivity, Anal. Chem. 81 (2009) 9546-9552.
17. G. Zauner, C.A. Koeleman, A.M. Deelder, M. Wuhrer, Mass spectrometric Oglycan analysis after combined O-glycan release by b-elimination and 1- phenyl-3-methyl-5-pyrazolone labeling, Biochim. Biophys. Acta, doi: 10.1016/j.bbagen.2011.07.004.
18. C. Wang, W. Fan, P. Zhang, Z. Wang, L. Huang, One-pot non-reductive O-glycan release and labeling with 1-phenyl-3-methyl-5-pyrazolone (PMP) followed by ESI-MS analysis, Proteomics 11 (2011) 4229-4241.
19. J. Furukawa, N. Fujitani, K. Araki, Y. Takegawa, K. Kodama, Y. Shinohara, A versatile method for the analysis of serine/threonine post-translational modifications by b-elimination in the presence of pyrazolone analogues, Anal. Chem. 83 (2011) 9060-9067.
20. T. Patel, J. Bruce, A. Merry, C. Bigge, M. Wormald, A. Jaques, R. Parekh, Use of hydrazine to release in intact and unreduced form both N- and O-linked oligosaccharides from glycoproteins, Biochemistry 32 (1993) 679-693. (Pubitemid 23034909)
21. D.A. Ashford, C.D. Alafi, V.M. Gamble, D.J. Mackay, T.W. Rademacher, P.J. Williams, R.A. Dwek, A.N. Barclay, S.J. Davis, C. Somoza, H.A. Ward, A.F. Williams, Site-specific glycosylation of recombinant rat and human soluble CD4 variants expressed in Chinese hamster ovary cells, J. Biol. Chem. 268 (1993) 3260-3267. (Pubitemid 23070954)
22. C.J. Bigge, T.P. Patel, J.A. Bruce, P.N. Goulding, S.M. Charles, R.B. Parekh, Nonselective and efficient fluorescent labeling of glycans using 2-amino benzamide and anthranilic acid, Anal. Biochem. 230 (1995) 229-238.
23. L. Royle, T.S. Mattu, E. Hart, J.I. Langridge, A.H. Merry, N. Murphy, D.J. Harvey, R.A. Dwek, P.M. Rudd, An analytical and structural database provides a strategy for sequencing O-glycans from microgram quantities of glycoproteins, Anal. Biochem. 304 (2002) 70-90. (Pubitemid 34492845)
24. S. Takasaki, A. Kobata, Asparagine-linked sugar chains of fetuin: occurrence of tetrasialyl triantennary sugar chains containing the Gal(1-3)GlcNAc sequence, Biochemistry 25 (1986) 5709-5715.
25. R.G. Spiro, V.D. Bhoyroo, Structure of the O-glycosidically linked carbohydrate units of fetuin, J. Biol. Chem. 249 (1974) 5704-5717.
26. C. Robbe, C. Capon, C. Flahaut, J.C. Michalski, Microscale analysis of mucin-type O-glycans by a coordinated fluorophore-assisted carbohydrate electrophoresis and mass spectrometry approach, Electrophoresis 24 (2003) 611-621. (Pubitemid 36336382)
27. D.J. Harvey, A.H. Merry, L. Royle, M.P. Campbell, R.A. Dwek, P.M. Rudd, Proposal for a standard system for drawing structural diagrams of N- and O-linked carbohydrates and related compunds, Proteomics 9 (2009) 3796-3801.