Characterization of the glycosidic linkage of underivatized disaccharides by interaction with Pb<sup>2+</sup> ions - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Journal of Mass Spectrometry Année : 2007

Characterization of the glycosidic linkage of underivatized disaccharides by interaction with Pb2+ ions

Résumé

Electrospray ionization in combination with tandem mass spectrometry and lead cationization is used to characterize the linkage position of underivatized disaccharides. Lead(II) ions react mainly with disaccharides by proton abstraction to generate [Pb(disaccharide)m- H]+ ions (m = 1-2). At low cone voltages, an intense series of doubly charged ions of general formula [Pb(disaccharide)n]2+ are also observed. Our study shows that MS/MS experiments have to be performed to differentiate Pb2+-coordinated disaccharides. Upon collision, [Pb(disaccharide) - H]+ species mainly dissociate according to glycosidic bond cleavage and cross-ring cleavages, leading to the elimination of CnH2nOn neutrals (n = 2-4). The various fragmentation processes allow the position of the glycosidic bond to be unambiguously located. Distinction between glc-glc and glc-fru disaccharides also appears straightforward. Furthermore, for homodimers of D-glucose our data demonstrate that the anomericity of the glycosidic bond can be characterized for the 1 n linkages (n = 2, 4, 6). Consequently, Pb2+ cationization combined with tandem mass spectrometry appears particularly useful to identify underivatized disaccharides.
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Dates et versions

hal-00137575 , version 1 (08-10-2018)

Identifiants

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Ahlam El Firdoussi, Marie Lafitte, Jeanine Tortajada, Omar Kone, Jean-Yves Salpin. Characterization of the glycosidic linkage of underivatized disaccharides by interaction with Pb2+ ions. Journal of Mass Spectrometry, 2007, 42 (8), pp.999-1011. ⟨10.1002/jms.1220⟩. ⟨hal-00137575⟩

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