Positive Electrospray Ion Trap Multistage Mass Spectrometric Fragmentation of Synthetic Analogs of Saccharide Part of Lipopolysaccharides of Vibrio cholerae O:1

Journal of the American Society for Mass Spectrometry

Volumn 17, Issue 6, 2006, Pages 749-756

  Kováčik, Vladimir ^a   Bekešová, Slavka ^a   Tvaroška, Igor ^a   Kováč, Pavol ^b  

^a INSTITUTE OF CHEMISTRY   (Slovakia)

^b NATIONAL INSTITUTE OF DIABETES AND DIGESTIVE AND KIDNEY DISEASES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

INABA FRAGMENTS; LIPOPOLYSACCHARIDES; OLIGOSACCHARIDES; VIBRIO CHOLERAE;

LIPIDS; MOLECULAR STRUCTURE; OLIGOMERS; POTASSIUM; SODIUM; SUGARS;

MASS SPECTROMETRY;

3 DEOXYGLYCEROTETRONIC ACID; BACTERIAL ANTIGEN; BACTERIUM LIPOPOLYSACCHARIDE; CARBOHYDRATE DERIVATIVE; CATION; EPITOPE; MONOSACCHARIDE; OLIGOMER; OLIGOSACCHARIDE; POTASSIUM ION; SODIUM ION; TETRONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBOHYDRATE ANALYSIS; ELECTROSPRAY MASS SPECTROMETRY; FRAGMENTATION REACTION; ION TRAP MASS SPECTROMETRY; MEASUREMENT; MOLECULAR WEIGHT; NONHUMAN; SEROTYPE; STRUCTURE ANALYSIS; TANDEM MASS SPECTROMETRY; VIBRIO CHOLERAE;

ANTIGENS, BACTERIAL; CARBOHYDRATE CONFORMATION; LIPOPOLYSACCHARIDES; MOLECULAR STRUCTURE; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; TANDEM MASS SPECTROMETRY; VIBRIO CHOLERAE;

BACTERIA (MICROORGANISMS); VIBRIO CHOLERAE; VIBRIO CHOLERAE O1;

EID: 33646411226     PISSN: 10440305     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jasms.2006.02.006     Document Type: Article

References (19)

1. Hisatsune K., Kondo S., Isshiki Y., Iguchi T., and Haishima Y. Occurrence of 2-O-Methyl-N-(3-deoxy-L-glycero-tetronyl)-D-Perosamine (4-Amino-4,6-dideoxy-D-mannopyranose) in Lipopolysaccharide from Ogawa but not from Inaba O-Forms of O:1. Vibrio cholerae. Biochem. Biophys. Res. Commun. 190 (1993) 302-307
2. Ito T., Higuchi T., Hirobe M., Hiramatsu K., and Yokota T. Identification of a Novel Sugar, 4-Amino-4,6-dideoxy-2-O-ethyl-Mannose in the Lipopolysaccharide of Vibrio cholerae O:1 Serotype Ogawa. Carbohydr. Res. 256 (1994) 113-128
3. Wang J., Villeneuve S., Zhang J., Lei P., Miller C.E., Lafaye P., Nato F., Szu S.C., Karpas A., Bystricky S., Robbins J.B., Kovac P., Fournier J.-M., and Glaudemans C.P.J. On the Antigenic Determinants of the Lipopolysaccharides of Vibrio cholerae O:1, Serotypes Ogawa and Inaba. J. Biol. Chem. 273 (1998) 2777-2783
4. Kenne L., Lindberg B., Unger P., Gustaffson B., and Holme T. Structural Studies of the Vibrio cholerae O-Antigen. Carbohydr. Res. 100 (1982) 341-349
5. Kovacik V., Patoprsty V., Oksman P., Mistrík R., and Kovac P. Electron Ionization Mass Spectrometric Study of Monomeric Models of O-Polysaccharides of Vibrio cholerae O:1, Serotypes Ogawa and Inaba. J. Mass Spectrom. 38 (2003) 924-930
6. Matsuo T., Caprioli R.M., Gross M.L., and Seyama Y. Biological Mass Spectrometry, Present and Future (1995), John Wiley and Sons, Chichester, Brisbane, Toronto, Singapore 235-238
7. Lei P.-S., Ogawa Y., and Kovac P. Synthesis of the Methyl α-Glycosides of a Di-, Tri-, and Tetrasaccharide Fragment Mimicking the Terminus of the O-Polysaccharide of Vibrio cholerae O:1, Serotype Ogawa. Carbohydr. Res. 281 (1996) 47-60
8. Zhang J., and Kovac P. Synthesis of Ligands Related to the Vibrio cholerae Specific Antigen. Part 14. Synthesis of Methyl D-Glycosides of Some Higher Oligosaccharide Fragments of Vibrio cholerae O1, Serotype Inaba and Ogawa. Carbohydr. Res. 300 (1997) 329-339
9. Gotoh M., and Kovac P. Synthesis of the Methyl D-Glycoside of the Intracatenary Disaccharide Repeating Unit of the O-Polysaccharide of Vibrio cholerae O:1. A Comparison of Two Assembly Strategies. J. Carbohydr. Chem. 13 (1994) 1193-1213
10. Lei P.-S., Ogawa Y., and Kovac P. Synthesis of the Methyl D-Glycoside of a Trisaccharide Mimicking the Terminus of the O-Antigen of Vibrio cholerae O:1, Serotype Inaba. Carbohydr. Res. 279 (1995) 117-131
11. Ogawa Y., Lei P.-S., and Kovac P. Synthesis of a Functionalized Hexasaccharide Precursor of a Glycoconjugate Vaccine Against Cholera. Bioorg. Med. Chem. Lett. 19 (1995) 2283-2286
12. Jaguar 5.5, Release 11, Schrödinger, Inc., Portland, OR, 2004.
13. Parallel Quantum Solutions, 2013 Green Acres, Suite A, Fayetteville, AR, 72703.
14. Becke A.D. Density-Functional Thermochemistry.III. The Role of Exact Exchange. J. Chem. Phys. 98 (1993) 5648-5652
15. Mistrik, R. Mass Frontier™ 4.0; http://www.highchem.com/
16. Kovacik V., Patoprsty V., Oksman P., Mistrik R., and Kovac P. Electron Impact Mass Spectrometric Study of Monomeric Models of Lipopolysaccharides of Vibrio cholerae O:1 Serotypes Ogawa and Inaba (2002) Proceedings of the 50th ASMS Conference on Mass Spectrometry and Related Topics; Orlando, FL, June
17. 1H-NMR Spectroscopic Investigation of the Conformation of the Acetamido Group in Some Derivatives of N-Acetyl-d-Allosamine and -d-Glucosamine. Helv. Chim. Acta. 79 269 (1996) 287
18. Kovacik V., Bekesova S., Tvaroska I., Hirsch J., and Chmelik J. Electrospray Ionization Ion-Trap Mass Spectrometric Study of Sodium Cationized Aldobiuronic and Pseudoaldobiuronic Acid Derivatives. J. Mass Spectrom. 39 (2004) 1554-1561
19. Domon B., and Costello C.E.A. Systematic Nomenclature for Carbohydrate Fragmentations in FAB-MS/MS Spectra of Glycoconjugates. Glycoconj. J. 5 (1988) 397-409