Anomeric discrimination and rapid analysis of underivatized lactose, maltose, and sucrose in vegetable matrices by U-HPLC - ESI-MS/MS using porous graphitic carbon

Journal of Mass Spectrometry

Volumn 45, Issue 9, 2010, Pages 1012-1018

  Gabbanini, Simone ^a   Lucchi, Elena ^a   Guidugli, Federico ^b   Matera, Riccardo ^c   Valgimigli, Luca ^c  

^a BeC Srl   (Italy)

^b Thermo Fisher Scientific   (United States)

^c UNIVERSITY OF BOLOGNA   (Italy)

Author keywords

Disaccharides; Electrospray ionization; Mass spectrometry; Porous graphitic carbon (PGC); Ultrahigh performance liquid chromatography (U HPLC)

Indexed keywords

ANALYTES; ANALYTICAL TOOL; ANOMERICS; ANOMERS; CHROMATOGRAPHIC RESOLUTIONS; COLLISION-INDUCED DISSOCIATION; CROSS CONTAMINATION; DETECTION METHODS; DIETARY SUPPLEMENTS; DISACCHARIDES; ELECTROSPRAY IONIZATION MASS SPECTROMETRY; ELECTROSPRAYS; FRAGMENT IONS; FRAGMENTATION PATTERNS; GASTROINTESTINAL SYMPTOMS; HERBAL EXTRACT; HPLC-ESI-MS/MS; LIMITS OF DETECTION; MUTAROTATION; PAUL TRAP; POROUS GRAPHITIC CARBON; RAPID ANALYSIS; ULTRA-HIGH PERFORMANCE; ULTRAHIGH-PERFORMANCE LIQUID CHROMATOGRAPHY (U-HPLC); VEGETABLE MATRICES;

CARBON; COLUMN CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HIGH PRESSURE LIQUID CHROMATOGRAPHY; IONIZATION; IONS; LIQUIDS; MALTOSE; MASS SPECTROMETRY; NUTRITION; PARTICLE DETECTORS; POROUS MATERIALS; STEREOCHEMISTRY; SUGAR (SUCROSE); VEGETABLES;

ELECTROSPRAY IONIZATION;

ACETONITRILE; ALPHA ANOMER; ALPHA LACTOSE; BETA ANOMER; CARBON; DISACCHARIDE; GREEN TEA EXTRACT; LACTOSE; MALTOSE; POLYMER; POROUS GRAPHITIC CARBON; POROUS POLYMER; SUCROSE; UNCLASSIFIED DRUG;

ARTICLE; BIOLOGICAL MONITORING; CHEMICAL ANALYSIS; COLLISIONALLY ACTIVATED DISSOCIATION; DERIVATIZATION; DRUG DISCRIMINATION; ELECTROSPRAY MASS SPECTROMETRY; NONHUMAN; PRIORITY JOURNAL; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DISACCHARIDES; GRAPHITE; LACTOSE; LACTOSE INTOLERANCE; MALTOSE; POROSITY; REPRODUCIBILITY OF RESULTS; SENSITIVITY AND SPECIFICITY; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; STEREOISOMERISM; SUCROSE; TANDEM MASS SPECTROMETRY; VEGETABLES;

EID: 77956834409     PISSN: 10765174     EISSN: 10969888     Source Type: Journal    
DOI: 10.1002/jms.1750     Document Type: Article

References (25)

1. H. A. Buller, R. J. Grand, Lactose intolerance. Ann. Rev. Med. 1990, 41, 141.
2. R. J. Grand, R. K. Montgomery, Lactose malabsorption. Curr. Treat. Options Gastroenterol. 2008, 11, 19.
3. Directive 2003/89/EC of the European Parliament of 10 November 2003, and Directive 2007/68/EC of the European Parliament of 27 November 2007, and Commission Regulation (EC) No. 575/2006.
4. A. S. Weiskopf, P. Vouros, D. J. Harvey, Characterization of oligosaccharide composition and structure by quadrupole ion trap mass spectrometry. Rapid Commun.Mass Spectrom. 1997, 11, 1493.
5. J. Zaia, Mass spectrometry of oligosaccharides. Mass Spectrom. Rev. 2004, 23, 161.
6. Y. Park, C. B. Lebrilla, Application of Fourier transform ion cyclotron resonance mass spectrometry to oligosaccharides. Mass Spectrom. Rev. 2005, 24, 232.
7. 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. 1991, 113, 5964.
8. A. Staempfli, Z. Zhou, J. A. Leary, Gas-phase dissociation mechanisms of dilithiated disaccharides: tandem mass spectrometry and semiempirical calculations. J. Org. Chem. 1992, 57, 3590.
9. M. R. Asam, G. L. Glish, Tandem mass spectrometry of alkali cationized polysaccharides in a quadrupole ion trap. J. Am. Soc. Mass Spectrom. 1997, 8, 987.
10. D. Garozzo,G. Impallomeni, E. Spina, B. N. Green, T. Hutton, Linkage analysis in disaccharides by electrospray mass spectrometry. Carbohydr. Res. 1991, 221, 253.
11. B. Mulroney, J. C. Traeger, B. A. Stone, Determination of both linkage position and anomeric configuration in underivatized glucopyranosyl disaccharides by electrospray mass spectrometry. J.Mass Spectrom. 1995, 30, 1277.
12. T. T. Fang, B. Bendiak, The stereochemical dependence of unimolecular dissociation of monosaccharide-glycolaldehyde anions in the gas phase: a basis for assignment of the stereochemistry and anomeric configuration of monosaccharides in oligosaccharides by mass spectrometry via a key discriminatory product ion of disaccharide fragmentation, m/z 221. J. Am. Chem. Soc. 2007, 129, 9721.
13. 2+ ions. J. Mass Spectrom. 2007, 42, 999.
14. J. Simoes, P. Domingues, A. Reis, F. M. Nunes, M. A. Coimbra, M. Rosario, M. Domingues, Identification of anomeric configuration of underivatized reducing glucopyranosyl-glucose disaccharides by tandem mass spectrometry and multivariate analysis. Anal. Chem. 2007, 79, 5896.
15. H. Zhang, S. M. Brokman, N. Fang, N. L. Pohl, E. S. Yeung, Linkage position and residue identification of disaccharides by tandem mass spectrometry and linear discriminant analysis. Rapid Commun. Mass Spectrom. 2008, 22, 1579.
16. J. G. Muir, R. Rose, O. Rosella, K. Liels, J. S. Barrett, S. J. Shepherd, P. R. Gibson, Measurement of short-chain carbohydrates in common australian vegetables and fruits by high-performance liquid chromatography (HPLC). J. Agric. Food Chem. 2009, 57, 554.
17. G. Verardo, I. Duse, A. Callea, Analysis of underivatized oligosaccharides by liquid chromatography/electrospray ionization tandem mass spectrometry with post-column addition of formic acid. Rapid Commun.Mass Spectrom. 2009, 23, 1607.
18. Z. L. Nikolov, J. B. Jakovljevic, Z. M. Boskov,High performance liquid chromatographic separation of oligosaccharides using amine modified silica columns. Starch 1984, 36, 97.
19. D. Schumacher, L.W. Kroh, A rapid method for the separation of anomeric saccharides using a cyclodextrin bonded phase and for investigation of mutarotation. Food Chem. 1995, 54, 353.
20. Y. Liu, S. Urgaonkar, J. G. Verkade, D. W. Armstrong, Separation and characterization of underivatized oligosaccharides using liquid chromatography and liquid chromatography-electrospray ionization mass spectrometry. J. Chromatogr. A 2005, 1079, 146.
21. M. Koimur, B. Lu, D. Westerlund, High performance liquid chromatography of disaccharides on a porous graphitic carbon column applying post-column derivatization with benzamidine. Chromatographia 1996, 43, 256.
22. H. Sato, Y. Kajihara, 2D Selective-TOCSY-DQFCOSY experiment for identification of individual sugar components in oligosaccharides. J. Carbohydr. Chem. 2003, 22, 339.
23. M. A. Kabayama, D. Patterson, L. Piche, The thermodynamics of mutarotation of some sugars 1. Measurement of the heat of mutarotation by microcalorimetry. Can. J. Chem. 1958, 36, 557.
24. F. W. Parrish, F. B. Talley, J. G. Phillips, Sweetness of α-, β-, and equilibrium lactose relative to sucrose. J. Food Sci. 2006, 43, 933.
25. S. E. Weise, K. S. Kim, R. P. Stewart, T. D. Sharkey, β-Maltose is the metabolically active anomer of maltose during transitory starch degradation. Plant Physiol. 2005, 137, 756.