Carbohydrate Structure Determination by Mass Spectrometry

Carbohydrate Chemistry, Biology and Medical Applications

Volumn , Issue , 2008, Pages 29-57

  Xie, Bo ^a   Costello, Catherine E ^b  

^a USA   (United States)

^b BOSTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 79955809027     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1016/B978-0-08-054816-6.00002-1     Document Type: Chapter

References (65)

1. K Drickamer and ME Taylor (1998) Evolving views of protein glycosylation. Trends Biochem Sci 23 321-324.
2. RA Dwek (1995) Glycobiology: “towards understanding the function of sugars.”. Biochem Soc Trans 23 1-25.
3. RA Dwek (1995) Glycobiology: more functions for oligosaccharides. Science 269 1234-1235.
4. A Dell and HR Morris (2001) Glycoprotein structure determination by mass spectrometry. Science 291 2351-2356.
5. M Fukuda (1993) The biology of glycoconjugates. Glycoconj J 10 127-130.
6. H Lis and N Sharon (1993) Protein glycosylation—structural and functional-aspects. Eur J Biochem 218 1-27.
7. PM Rudd and RA Dwek (1997) Rapid, sensitive sequencing of oligosaccharides from glycoproteins. Curr Opin Biotechnol 8 488-497.
8. A Varki, R Cummings, J Esko, H Freeze, G Hart and J Marth (Eds) (1999) Essentials of Glycobiology Cold Spring Harbor: Cold Spring Harbor Laboratory Press
9. KR Jonscher and JR Yates (1997) The quadrupole ion trap mass spectrometer—a small solution to a big challenge. Anal Biochem 244 1-15.
10. C Dass (2001) Principles and Practice of Biological Mass Spectrometry New York: John Wiley & Sons, Inc.
11. RJ Cotter and DH Russell (1998) Time-of-flight mass spectrometry: instrumentation and applications in biological research. J Am Soc Mass Spectrom 9 1104-1105.
12. AD Sauter, LD Betowski and JM Ballard (1983) Comparison of priority pollutant response factors for triple and single quadrupole mass spectrometers. Anal Chem 55 116-119.
13. AG Marshall, CL Hendrickson and GS Jackson (1998) Fourier transform ion cyclotron resonance mass spectrometry: a primer. Mass Spectrom Rev 17 1-35.
14. RE March, RJ Hughes and JFJ Todd (1989) Quadrupole Storage Mass Spectrometry New York: Wiley
15. JB Fenn (2003) Electrospray wings for molecular elephants (Nobel lecture). Angew Chem Int Ed Engl 42 3871-3894.
16. JB Fenn, M Mann, CK Meng, SF Wong and CM Whitehouse (1989) Electrospray ionization for mass spectrometry of large biomolecules. Science 246 64-71.
17. ML Aleksandrov, LM Gall, MV Krasnov, VI Nikolaev and VA Shkurov (1985) Metod mass-spectrometricheskogo analiza trudnoletuchix termicheski nestabilnyx vezcestv osnovannyi na extrakcii ionov iz rastvora pri atmosfernom davlenii (Method of mass spectrometric analysis of non-volatile thermally unstable compounds based on ion extraction from solution under atmospheric pressure). Zhur Anal Khimii 40 160-172.
18. M Karas and F Hillenkamp (1988) Laser desorption ionization of proteins with molecular masses exceeding 10000 Daltons. Anal Chem 60 2299-2301.
19. K Tanaka, H Waki, Y Ido, S Akita, Y Yoshida, T Yoshida and T Matsuo (1988) Protein and polymer analyses up to m/z 100,000 by laser ionization time-of-flight mass spectrometry. Rapid Commun Mass Spectrom 2 151-153.
20. R Knochenmuss, F Dubois, MJ Dale and R Zenobi (1996) The matrix suppression effect and ionization mechanisms in matrix-assisted laser desorption/ionization. Rapid Commun Mass Spectrom 10 871-877.
21. R Zenobi and R Knochenmuss (1998) Ion formation in MALDI mass spectrometry. Mass Spectrom Rev 17 337-366.
22. MC Fitzgerald, GR Parr and LM Smith (1993) Basic matrices for the matrix-assisted laser-desorption ionization mass-spectrometry of proteins and oligonucleotides. Anal Chem 65 3204-3211.
23. IJ Amster (1996) Fourier transform mass spectrometry. J Mass Spectrom 31 1325-1337.
24. A Makarov (2000) Electrostatic axially harmonic orbital trapping: a high-performance technique of mass analysis. Anal Chem 72 1156-1162.
25. A Makarov, E Denisov, A Kholomeev, W Balschun, O Lange, K Strupat and S Horning (2006) Performance evaluation of a hybrid linear ion trap/orbitrap mass spectrometer. Anal Chem 78 2113-2120.
26. IV Chernushevich, AV Loboda and BA Thomson (2001) An introduction to quadrupole-time-of-flight mass spectrometry. J Mass Spectrom 36 849-865.
27. JA Jebanathirajah, JL Pittman, BA Thomson, BA Budnik, P Kaur, M Rape, M Kirschner, CE Costello and PB O'Connor (2005) Characterization of a new qQq-FTICR mass spectrometer for post-translational modification analysis and top-down tandem mass spectrometry of whole proteins. J Am Soc Mass Spectrom 16 1985-1999.
28. PB O'Connor, E Mirgorodskaya and CE Costello (2002) High pressure matrix-assisted laser desorption/ionization Fourier transform mass spectrometry for minimization of ganglioside fragmentation. J Am Soc Mass Spectrom 13 402-407.
29. VB Ivleva, YN Elkin, BA Budnik, SC Moyer, PB O'Connor and CE Costello (2004) Coupling thin layer chromatography with vibrational cooling matrix-assisted laser desorption/ionization Fourier transform mass spectrometry for the analysis of ganglioside mixtures. Anal Chem 76 6484-6491.
30. VB Ivleva, LM Sapp, PB O'Connor and CE Costello (2005) Ganglioside analysis by TLC-MALDI-oTOF MS. J Am Soc Mass Spectrom 16 1552-1560.
31. RA Zubarev, DM Horn, EK Fridriksson, NL Kelleher, NA Kruger, MA Lewis, BK Carpenter and FW McLafferty (2000) Electron capture dissociation for structural characterization of multiply charged protein cations. Anal Chem 72 563-573.
32. JEP Syka, JJ Coon, MJ Schroeder, J Shabanowitz and DF Hunt (2004) Peptide and protein sequence analysis by electron transfer dissociation mass spectrometry. Proc Natl Acad Sci USA 101 9528-9533.
33. DP Little, JP Speir, MW Senko, PB O'Connor and FW McLafferty (1994) Infrared multiphoton dissociation of large multiply charged ions for biomolecule sequencing. Anal Chem 66 2809-2815.
34. K Hakansson, HJ Cooper, MR Emmett, CE Costello, AG Marshall and CL Nilsson (2001) Electron capture dissociation and infrared multiphoton dissociation MS/MS of an N-glycosylated tryptic peptide to yield complementary sequence information. Anal Chem 73 4530-4536.
35. HR Morris (1980) Biomolecular structure determination by mass spectrometry. Nature 286 447-452.
36. RA Dwek, CJ Edge, DJ Harvey, MR Wormald and RB Parekh (1993) Analysis of glycoprotein-associated oligosaccharides. Annu Rev Biochem 62 65-100.
37. J Zaia (2004) Mass spectrometry of oligosaccharides. Mass Spectrom Rev 23 161-227.
38. F Maley, RB Trimble, AL Tarentino and TH Plummer (1989) Characterization of glycoproteins and their sssociated oligosaccharides through the use of endoglycosidases. Anal Biochem 180 195-204.
39. RB Trimble and AL Tarentino (1991) Identification of distinct endoglycosidase (Endo) activities in Flavobacterium-Meningosepticum—Endo-F1, Endo-F2, and Endo-F3—Endo-F1 and Endo-H hydrolyze only high mannose and hybrid glycans. J Biol Chem 266 1646-1651.
40. JN Abelson, MI Simon, WJ Lennarz and GW Hart (1994) Guide to Techniques in Glycobiology New York: Academic Press
41. PM Rudd, GR Guile, B Kuster, DJ Harvey, G Opdenakker and RA Dwek (1997) Oligosaccharide sequencing technology. Nature 388 205-207.
42. N Viseux, X Hronowski, J Delaney and B Domon (2001) Qualitative and quantitative analysis of the glycosylation pattern of recombinant proteins. Anal Chem 73 4755-4762.
43. B Xie, G Zhou, S-Y Chan, E Shapiro, X-P Kong, X-R Wu, TT Sun and CE Costello (2006) Distinct glycan structures of Uroplakins Ia and Ib: structural basis for the selective binding of FimH adhesin to Uroplakin Ia. J Biol Chem 281 14644-14653.
44. B Domon and CE Costello (1988) A systematic nomenclature for carbohydrate fragmentations in FAB-MS/MS spectra of glycoconjugates. Glycoconjugate J 5 397-409.
45. B Xie, X Luo, C Zhao, CM Priest, S-Y Chan, PB O'Connor, DA Kirschner and CE Costello (2007) Molecular characterization of myelin protein zero in Xenopus laevis peripheral nerve: equilibrium between non-covalently associated dimer and monomer. Int J Mass Spectrom 268 304-315.
46. EJ Bourne, M Stacey, JC Tatlow and JM Tedder (1949) Studies on trifluoroacetic acid. Part I. Trifluoroacetic anhydride as a promotor of ester formation between hydroxy-compounds and carboxylic acids. J Chem Soc 2976-2979.
47. I Ciucanu and F Kerek (1984) A simple and rapid method for the permethylation of carbohydrates. Carbohydr Res 131 209-217.
48. I Ciucanu and CE Costello (2003) Elimination of oxidative degradation during per-O-methylation of carbohydrates. J Am Chem Soc 125 16213-16219.
49. A Dell (1990) Preparation and desorption mass spectrometry of permethyl and peracetyl derivatives of oligosaccharides. Methods Enzymol 193 647-660.
50. M McNeil, AG Darvill, P Aman, LE Franzen and P Albersheim (1982) Structural analysis of complex carbohydrates using high-performance liquid chromatography, gas chromatography, and mass spectrometry. Methods Enzymol 83 3-45.
51. A Dell and CE Ballou (1983) Fast atom bombardment mass-spectrometry of a 6-O-methylglucose polysaccharide. Biomed Mass Spectrom 10 50-56.
52. A Dell, JE Oates, HR Morris and H Egge (1983) Structure determination of carbohydrates and glycosphingolipids by fast atom bombardment mass-spectrometry. Int J Mass Spectrom Ion Processes 46 415-418.
53. H Egge, A Dell and H Vonnicolai (1983) Fucose containing oligosaccharides from human-milk. 1. Separation and identification of new constituents. Arch Biochem Biophys 224 235-253.
54. MJ Bowman and J Zaia (2007) Tags for the stable isotopic labeling of carbohydrates and quantitative analysis by mass spectrometry. Anal Chem 79 5777-5784.
55. C Kranz, BG Ng, L Sun, V Sharma, EA Eklund, Y Miura, D Ungar, V Lupashin, DR Winkel, JF Cipollo, CE Costello, E Loh, W Hong and HH Freeze (2007) COG8 deficiency causes new congenital disorder of glycosylation Type IIh. Hum Mol Genet 16 731-741.
56. SA Carr, JR Barr, GD Roberts, KR Anumula and PB Taylor (1990) Identification of attachment sites and structural classes of asparagine-linked carbohydrates in glycoproteins. Methods Enzymol 193 501-518.
57. EA Kragten, AA Bergwerff, J van Oostrum, DR Muller and WJ Richter (1995) Site-specific analysis of the N-glycans on murine polymeric immunoglobulin A using liquid chromatography/electrospray mass spectrometry. J Mass Spectrom 30 1679-1688.
58. BA Mansoori, EW Dyer, CM Lock, K Bateman, RK Boyd and BA Thomson (1998) Analytical performance of a high-pressure radio frequency-only quadrupole collision cell with an axial field applied by using conical rods. J Am Soc Mass Spectrom 9 775-788.
59. K Hirayama, R Yuji, N Yamada, K Kato, Y Arata and I Shimada (1998) Complete and rapid peptide and glycopeptide mapping of mouse monoclonal antibody by LC/MS/MS using ion trap mass spectrometry. Anal Chem 70 2718-2725.
60. X Zhu, C Borchers, RJ Bienstock and KB Tomer (2000) Mass spectrometric characterization of the glycosylation pattern of HIV-gp120 expressed in CHO cells. Biochemistry 39 11194-11204.
61. JF Nemeth, GP Hochensang, LJ Marnett and RM Caprioli (2001) Characterization of the glycosylation sites in cyclooxygenase-2 using mass spectrometry. Biochemistry 40 3109-3116.
62. A Overberg, M Karas, U Bahr, R Kaufmann and F Hillenkamp (1990) Matrix-assisted infrared-laser (2.94 m) desorption/ionization mass spectrometry of large biomolecules. Rapid Commun Mass Spectrom 4 293-296.
63. Y Wada, P Azadi, CE Costello, A Dell, H Geyer, R Geyer, K Kakehi, NG Karlsson, K Kato, N Kawasaki, K-H Khoo, S Kim, A Kondo, E Lattova, Y Mechref, K Nakamura, H Narimatsu, MV Novotny, NH Packer, H Perreault, J Peter-Katalinić, G Pohlentz, VN Reinhold, PM Rudd, A Suzuki and N Taniguchi (2007) Mass spectrometry of glycoprotein glycans: HUPO HGPI (Human Proteome Organisation Human Disease Glycomics/ Proteome Initiative) multi-institutional study. Glycobiology 17 411-422.
64. A Hitchcock, CE Costello and J Zaia (2006) Glycoform quantification of chondroitin/dermatan sulfate using a liquid chromatography-tandem mass spectrometry platform. Biochemistry 45 2350-2361.
65. SY Vakhrushev, M Mormann and J Peter-Katalinic (2006) Identification of glycoconjugates in the urine of a patient with congenital disorder of glycosylation by high-resolution mass spectrometry. Proteomics 6 983-992.