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Gas-phase reactivity of glycosides and methyl glycosides with Cu+, Ag+ and Pb2+ ions by fast-atom bombardment and tandem mass spectrometry
- Source :
- European Journal of Mass Spectrometry, European Journal of Mass Spectrometry, IM Publications, 2001, 7, pp.321-330, European Journal of Mass Spectrometry, 2001, 7 (4-5), pp.321-330. ⟨10.1255/ejms.442⟩
- Publication Year :
- 2001
- Publisher :
- HAL CCSD, 2001.
-
Abstract
- The analytical potential of the complexation of three isomeric monosaccharides (D-glucose, D-galactose, D-fructose)and two methyl glycosides ( O-methyl-α-D-glucose and O-methyl-β-D-glucose)by three metal ions, Ag+, Cu+ and Pb2+, has been investigated by fast-atom bombardment (FAB)ionization and tandem mass spectrometry. Our results have shown that the unimolecular reactivity of Ag+ complexes allows the characterization of the C(4)stereochemistry of the pyranose ring, whereas a distinction between D-glucose and D-fructose is not achieved. On the other hand, each of the three [Cu + monosaccharide]+ complexes exhibits specific dissociation patterns. We have also observed that Pb2+ ions induce the richest reactivity and are of particular interest for the identification of the three isomers. Finally, this study has demonstrated that the stereochemistry of the anomeric center of O-methyl-D-glucose is easily determined by reaction with Ag+ or Pb2+ ions. Several mechanisms are proposed to account for the main fragmentations of cationized glucose.
- Subjects :
- glycoside
gas-phase
Anomer
Metal ions in aqueous solution
010402 general chemistry
Mass spectrometry
Tandem mass spectrometry
01 natural sciences
unimolecular reactivity
Dissociation (chemistry)
Ion
silver
cationization
Fast Atom Bombardment
Spectroscopy
mass spectrometry
lead
Chemistry
010401 analytical chemistry
General Medicine
Fast atom bombardment
Atomic and Molecular Physics, and Optics
0104 chemical sciences
Crystallography
Pyranose
copper
[PHYS.PHYS.PHYS-CHEM-PH]Physics [physics]/Physics [physics]/Chemical Physics [physics.chem-ph]
Subjects
Details
- Language :
- English
- ISSN :
- 14690667
- Database :
- OpenAIRE
- Journal :
- European Journal of Mass Spectrometry, European Journal of Mass Spectrometry, IM Publications, 2001, 7, pp.321-330, European Journal of Mass Spectrometry, 2001, 7 (4-5), pp.321-330. ⟨10.1255/ejms.442⟩
- Accession number :
- edsair.doi.dedup.....593bc1fb5e46ddb2947004b2db957c0a