Structural analysis and differentiation of reducing and nonreducing neutral model starch oligosaccharides by negative-ion electrospray ionization ion-trap mass spectrometry

International Journal of Mass Spectrometry

Volumn 291, Issue 1-2, 2010, Pages 33-40

  Čmelík, Richard ^a   Chmelík, Josef ^a  

^a INSTITUTE OF ANALYTICAL CHEMISTRY   (Czech Republic)

Author keywords

Electrospray mass spectrometry; Negative ion mode; Oligosaccharides; Starch; Structural analysis

Indexed keywords

EID: 77149157255     PISSN: 13873806     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijms.2010.01.001     Document Type: Article

References (31)

1. Ball S., Guan H.P., James M., Myers A., Keeling P., Mouille G., Buléon A., Colonna P., and Preiss J. From glycogen to amylopectin: a model for the biogenesis of the plant starch granule. Cell 86 (1996) 349-352
2. Buléon A., Colonna P., Planchot V., and Ball S. Starch granules: structure and biosynthesis. Int. J. Biol. Macromol. 23 (1998) 85-112
3. Manners D.J. The enzymic degradation of starches. In: Blanshard J.M.V., and Mitchell J.R. (Eds). Polysaccharides in Food (1979), Butterworths, London 75-92
4. Bachmann M., Matile P., and Keller F. Metabolism of the raffinose family oligosaccharides in leaves of Ajuga reptans L. (Cold acclimation, translocation, and sink to source transition: discovery of chain elongation enzyme). Plant Physiol. 105 (1994) 1335-1345
5. Garozzo D., Giuffrida M., Impallomeni G., Ballistreri A., and Montaudo G. Determination of linkage position and identification of the reducing end in linear oligosaccharides by negative ion fast atom bombardment mass spectrometry. Anal. Chem. 62 (1990) 279-286
6. Harvey D.J. Matrix-assisted laser desorption/ionization mass spectrometry of carbohydrates and glycoconjugates. Int. J. Mass Spectrom. 226 (2003) 1-35
7. Zaia J. Mass spectrometry of oligosaccharides. Mass Spectrom. Rev. 23 (2004) 161-227
8. Harvey D.J. Structural determination of N-linked glycans by matrix-assisted laser desorption/ionization and electrospray ionization mass spectrometry. Proteomics 5 (2005) 1774-1786
9. Harvey D.J. Fragmentation of negative ions from carbohydrates: Part 1. Use of nitrate and other anionic adducts for the production of negative ion electrospray spectra from N-linked carbohydrates. J. Am. Soc. Mass Spectrom. 16 (2005) 622-630
10. Čmelík R., Štikarovská M., and Chmelík J. Different behavior of dextrans in positive-ion and negative-ion mass spectrometry. J. Mass Spectrom. 39 (2004) 1467-1473
11. Cai Y., Jiang Y., and Cole R.B. Anionic adducts of oligosaccharides by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Anal. Chem. 75 (2003) 1638-1644
12. Reinhold V.N., Reinhold B.B., and Costello C.E. Carbohydrate molecular weight profiling, sequence, linkage, and branching data: ES-MS and CID. Anal. Chem. 67 (1995) 1772-1784
13. Harvey D.J., Bateman R.H., Bordoli R.S., and Tyldesley R. Ionisation and fragmentation of complex glycans with a quadrupole time-of-flight mass spectrometer fitted with a matrix-assisted laser desorption/ionisation ion source. Rapid Commun. Mass Spectrom. 14 (2000) 2135-2142
14. Jiang Y., and Cole R.B. Oligosaccharide analysis using anion attachment in negative mode electrospray mass spectrometry. J. Am. Soc. Mass Spectrom. 16 (2005) 60-70
15. Harvey D.J. Fragmentation of negative ions from carbohydrates: Part 2. Fragmentation of high-mannose N-linked glycans. J. Am. Soc. Mass Spectrom. 16 (2005) 631-646
16. Friedl C.H., Lochnit G., Geyer R., Karas M., and Bahr U. Structural elucidation of zwitterionic sugar cores from glycosphingolipids by nanoelectrospray ionization-ion-trap mass spectrometry. Anal. Biochem. 284 (2000) 279-287
17. Pasanen S., Jänis J., and Vainiotalo P. Cello-, malto- and xylooligosaccharide fragmentation by collision-induced dissociation using QIT and FT-ICR mass spectrometry: a systematic study. Int. J. Mass Spectrom. 263 (2007) 22-29
18. Carroll J.A., Ngoka L., Beggs C.G., and Lebrilla C.B. Liquid secondary ion mass spectrometry/fourier transform mass spectrometry of oligosaccharide anions. Anal. Chem. 65 (1993) 1582-1587
19. Mechref Y., and Novotny M.V. Structural characterization of oligosaccharides using Maldi-TOF/TOF tandem mass spectrometry. Anal. Chem. 75 (2003) 4895-4903
20. Que A.H., and Novotny M.V. Structural characterization of neutral oligosaccharide mixtures through a combination of capillary electrochromatography and ion trap tandem mass spectrometry. Anal. Bioanal. Chem. 375 (2003) 599-608
21. Simoes J., Domingues P., Reis A., Nunes F.M., Coimbra M.A., and Domingues M.R.M. Identification of anomeric configuration of underivatized reducing glucopyranosyl-glucose disaccharides by tandem mass spectrometry and multivariate analysis. Anal. Chem. 79 (2007) 5896-5905
22. Zhou Z., Ogden S., and Leary J.A. Linkage position determination in oligosaccharides: mass spectrometry (MS/MS) study of lithium-cationized carbohydrates. J. Org. Chem. 55 (1990) 5444-5446
23. Penna N., Capellacci S., Ricci F., Giorgi M., Penna A., Famiglini G., Pierini E., Trufelli H., and Cappiello A. Study on the maltooligosaccharide composition of mucilage samples collected along the northern Adriatic coast. Carbohydr. Res. 344 (2009) 120-126
24. Laštovičková M., and Chmelík J. Simple and fast method for recognition of reducing and nonreducing neutral carbohydrates by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. J. Agric. Food Chem. 54 (2006) 5092-5097
25. Hofmeister G.E., Zhou Z., and Leary J.A. Linkage position determination in lithium-cationized disaccharides: tandem mass spectrometry and semiempirical calculations. J. Am. Chem. Soc. 113 (1991) 5964-5970
26. Asam M.R., and Glish G.L. Tandem mass spectrometry of alkali cationized polysaccharides in a quadrupole ion trap. J. Am. Soc. Mass Spectrom. 8 (1997) 987-995
27. Spengler B., Dolce J.W., and Cotter R.J. Infrared laser desorption mass spectrometry of oligosaccharides: fragmentation mechanisms and isomer analysis. Anal. Chem. 62 (1990) 1731-1737
28. Carroll J.A., Willard D., and Lebrilla C.B. Energetics of cross-ring cleavages and their relevance to the linkage determination of oligosaccharides. Anal. Chim. Acta 307 (1995) 431-447
29. Fang T.T., Zirrolli J., and Bendiak B. Differentiation of the anomeric configuration and ring form of glucosyl-glycolaldehyde anions in the gas phase by mass spectrometry: isomeric discrimination between m/z 221 anions derived from disaccharides and chemical synthesis of m/z 221 standards. Carbohydr. Res. 342 (2007) 217-235
30. March R.E., and Stadey C.J. A tandem mass spectrometric study of saccharides at high mass resolution. Rapid Commun. Mass Spectrom. 19 (2005) 805-812
31. Zhu J., and Cole R.B. Ranking of gas-phase acidities and chloride affinities of monosaccharides and linkage specificity in collision-induced decompositions of negative ion electrospray-generated chloride adducts of oligosaccharides. J. Am. Soc. Mass Spectrom. 12 (2001) 1193-1204