Competing fragmentation processes in tandem mass spectra of heparin-like glycosaminoglycans

Journal of the American Society for Mass Spectrometry

Volumn 15, Issue 11, 2004, Pages 1534-1544

  Naggar, Estee F ^a   Costello, Catherine E ^a   Zaia, Joseph ^a  

^a BOSTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BASEMENT MEMBRANES; FRAGMENTATION; GLYCOSIDIC BONDS; GROWTH FACTORS;

BIOLOGICAL MEMBRANES; CARBOHYDRATES; CHEMICAL BONDS; IONS; MASS SPECTROMETRY; PURIFICATION;

PROTEINS;

GLYCOSAMINOGLYCAN; HEPARIN; ION; SULFURIC ACID;

ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; COMPLEX FORMATION; DISSOCIATION; FRAGMENTATION REACTION; PROTEIN DEGRADATION; REDUCTION; SULFATION; TANDEM MASS SPECTROMETRY;

HEPARIN; NANOTECHNOLOGY; SEQUENCE ANALYSIS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

EID: 7244239255     PISSN: 10440305     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jasms.2004.06.019     Document Type: Article

References (34)

1. M. Bernfield, M. Gotte, P.W. Park, O. Reizes, M.L. Fitzgerald, J. Lincecum, M. Zako Functions of Cell Surface Heparan Sulfate Proteoglycans Annu. Rev. Biochem. 68 1999 729 777
2. R.D. Rosenberg, N.W. Shworak, J. Liu, J.J. Schwartz, L. Zhang Heparan Sulfate Proteoglycans of the Cardiovascular System. Specific Structures Emerge But How is Synthesis Regulated? J. Clin. Invest. 99 1997 2062 2070
3. H.E.. Conrad Heparin Binding Proteins 1998 Academic Press New York
4. M. Salmivirta, K. Lidholt, U. Lindahl Heparan Sulfate A Piece of Information FASEB J. 10 1996 1270 1279
5. J.T. Gallagher, A. Walker Molecular Distinctions Between Heparan Sulphate and Heparin. Analysis of Sulphation Patterns Indicates that Heparan Sulphate and Heparin are Separate Families of N-Sulphated Polysaccharides Biochem. J. 230 1985 665 674
6. S.A. Carr, V.N. Reinhold Structural Characterization of Sulfated Glycosaminoglycans by Fast Atom Bombardment Mass Spectrometry Application to Chondroitin Sulfate J. Carbohydr. Chem. 3 1984 381 401
7. V.N. Reinhold, S.A. Carr, B.N. Green, M. Petitou, J. Choay, P. Sinay Structural Characterization of Sulfated Glycosaminoglycans by Fast Atom Bombardment Mass Spectrometry Application to Heparin Fragments Prepared by Chemical Synthesis Carbohydr. Res. 161 1987 305 313
8. A. Dell, M. Rogers, J. Thomas-Oates, T. Huckerby, P. Sanderson, I. Nieduszynski Fast-Atom-Bombardment Mass-Spectrometric Strategies for Sequencing Sulfated Oligosaccharides Carbohydr. Res. 179 1988 7 19
9. K.H. Khoo, H.R. Morris, R.A. McDowell, A. Dell, M. Maccarana, U. Lindahl FABMS/Derivatization Strategies for the Analysis of Heparin-Derived Oligosaccharides Carbohydr. Res. 244 1993 205 223
10. T.P. Mawhinney, D.L. Chance Structural Elucidation by Fast-Atom-Bombardment Mass-Spectrometry of Multisulfated Oligosaccharides Isolated from Human Respiratory Mucous Glycoproteins J. Carbohydr. Chem. 13 1994 825 840
11. P. Juhasz, K. Biemann Mass Spectrometric Molecular-Weight Determination of Highly Acidic Compounds of Biological Significance via Their Complexes with Basic Polypeptides Proc. Natl. Acad. Sci. U.S.A. 91 1994 4333 4337
12. P. Juhasz, K. Biemann Utility of Noncovalent Complexes in the Matrix-Assisted Laser Desorption Ionization Mass Spectrometry of Heparin-Derived Oligosaccharides Carbohydr. Res. 270 1995 131 147
13. A.J. Rhomberg, Z. Shriver, K. Biemann, R. Sasisekharan Mass Spectrometric Evidence for the Enzymatic Mechanism of the Depolymerization of Heparin-Like Glycosaminoglycans by Heparinase II Proc. Natl. Acad. Sci. U.S.A. 95 1998 12232 12237
14. Z. Shriver, M. Sundaram, G. Venkataraman, J. Fareed, R. Linhardt, K. Biemann, R. Sasisekharan Cleavage of the Antithrombin III Binding Site in Heparin by Heparinases and its Implication in the Generation of Low Molecular Weight Heparin Proc. Natl. Acad. Sci. U.S.A. 97 2000 10365 10370
15. G. Venkataraman, Z. Shriver, R. Raman, R. Sasisekharan Sequencing Complex Polysaccharides Science 286 1999 537 542
16. A.J. Rhomberg, S. Ernst, R. Sasisekharan, K. Biemann Mass Spectrometric and Capillary Electrophoretic Investigation of the Enzymatic Degradation of Heparin-Like Glycosaminoglycans Proc. Natl. Acad. Sci. U.S.A. 95 1998 4176 4181
17. S. Ernst, A.J. Rhomberg, K. Biemann, R. Sasisekharan Direct Evidence for a Predominantly Exolytic Processive Mechanism for Depolymerization of Heparin-Like Glycosaminoglycans by Heparinase I Proc. Natl. Acad. Sci. U.S.A. 95 1998 4182 4187
18. K. Takagaki, K. Kojima, M. Majima, T. Nakamura, I. Kato, M. Endo Ion-Spray Mass Spectrometric Analysis of Glycosaminoglycan Oligosaccharides Glycoconj. J. 9 1992 174 179
19. T. Ii, Y. Ohashi, S. Nunomura, T. Ogawa, Y. Nagai Fast Atom Bombardment and Electrospray Ionization Tandem Mass Spectrometry of Sulfated Lewis(X) Trisaccharides J. Biochem. Tokyo 118 1995 526 533
20. W. Chai, J. Luo, C.K. Lim, A.M. Lawson Characterization of Heparin Oligosaccharide Mixtures as Ammonium Salts Using Electrospray Mass Spectrometry Anal. Chem. 70 1998 2060 2066
21. J. Zaia, J.E. McClellan, C.E. Costello Tandem Mass Spectrometric Determination of the 4S/6S Sulfation Sequence in Chondroitin Sulfate Oligosaccharides Anal. Chem. 73 2001 6030 6039
22. J.M. McClellan, C.E. Costello, P.B. O'Connor, J. Zaia Influence of Charge State on Product Ion Mass Spectra and the Determination of 4S/6S Sulfation Sequence of Chondroitin Sulfate Oligosaccharides Anal. Chem. 74 2002 3760 3771
23. J. Zaia, C.E. Costello Tandem Mass Spectrometry of Sulfated Heparin-Like Glycosaminoglycan Oligosaccharides Anal. Chem. 75 2003 2445 2455
24. H.A. Orgueira, A. Bartolozzi, P. Schell, R.E. Litjens, E.R. Palmacci, P.H. Seeberger Modular Synthesis of Heparin Oligosaccharides Chemistry 9 2003 140 169
25. N.S. Gunay, K. Tadano-Aritomi, T. Toida, I. Ishizuka, R. Linhardt Evaluation of Counterions for Electrospray Ionization Mass Spectral Analysis of a Highly Sulfated Carbohydrate, Sucrose Octasulfate Anal. Chem. 75 2003 3226 3231
26. M.M. Siegel, K. Tabei, M.Z. Kagan, I.R. Vlahov, R.E. Hileman, R. Linhardt Polysulfated Carbohydrates Analyzed as Ion-Paired Complexes with Basic Peptides and Proteins Using Electrospray Negative Ionization Mass Spectrometry J. Mass Spectrom. 32 1997 760 772
27. K.L. Duffin, J.K. Welply, E. Huang, J.D. Henion Characterization of N-Linked Oligosaccharides by Electrospray and Tandem Mass Spectrometry Anal. Chem. 64 1992 1440 1448
28. J.L. Stephenson, S.A. McLuckey Charge Reduction of Oligonucleotide Anions via Gas-Phase Electron Transfer to Xenon Cations Rapid Commun. Mass Spectrom. 11 1997 875 880
29. J.L. Stephenson, G.J. VanBerkel, S.A. McLuckey Ion-Ion Proton Transfer Reactions of Bio-Ions Involving Noncovalent Interactions Holomyoglobin J. Am. Soc. Mass Spectrom. 8 1997 637 644
30. J.M. Wells, P.A. Chrisman, S.A. McLuckey "Dueling" ESI Instrumentation to Study Ion-Ion Reactions of Electrospray-Generated Cations and Anions J. Am. Soc. Mass Spectrom. 13 2002 614 622
31. G.E. Hofmeister, Z. Zhou, J.A. Leary Linkage Position Determination in Lithium-Cationized Disaccharides-Tandem Mass-Spectrometry and Semiempirical Calculations J. Am. Chem. Soc. 113 1991 5964 5970
32. B.L. Gillece-Castro, A.L. Burlingame Oligosaccharide Characterization with High-Energy Collision-Induced Dissociation Mass Spectrometry Methods Enzymol. 193 1990 689 712
33. K. Tseng, L.L. Lindsay, S. Penn, J.L. Hedrick, C.B. Lebrilla Characterization of Neutral Oligosaccharide-Alditols from Xenopus Laevis Egg Jelly Coats by Matrix-Assisted Laser Desorption Fourier Transform Mass Spectrometry Anal. Biochem. 250 1997 18 28
34. S. Konig, J.A. Leary Evidence for Linkage Position Determination in Cobalt Coordinated Pentasaccharides Using Ion Trap Mass Spectrometry J. Am. Soc. Mass Spectrom. 9 1998 1125 1134