scholarly journals Formaldehyde adducts of glutathione. Structure elucidation by two-dimensional n.m.r. spectroscopy and fast-atom-bombardment tandem mass spectrometry

1988 ◽  
Vol 249 (2) ◽  
pp. 573-579 ◽  
Author(s):  
S Naylor ◽  
R P Mason ◽  
J K M Sanders ◽  
D H Williams ◽  
G Moneti

Aqueous mixtures of formaldehyde and glutathione react to form a variety of cyclized adducts in addition to S-hydroxymethylglutathione. The adducts are in labile equilibrium with each other and are not readily separated. The structures of two of the other major adducts were determined by concerted application of 13C-1H two-dimensional chemical-shift correlation, fast-atom-bombardment mass spectrometry and tandem mass spectrometry to the adduct mixtures in aqueous solution.

2001 ◽  
Vol 7 (4-5) ◽  
pp. 321-330 ◽  
Author(s):  
Jean-Yves Salpin ◽  
Laurence Boutreau ◽  
Violette Haldys ◽  
Jeanine Tortajada

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.


1989 ◽  
Vol 61 (22) ◽  
pp. 2504-2511 ◽  
Author(s):  
Leesa J. Deterding ◽  
M. Arthur. Moseley ◽  
Kenneth B. Tomer ◽  
James W. Jorgenson

1990 ◽  
Vol 38 (12) ◽  
pp. 3389-3394 ◽  
Author(s):  
Michiaki YONEDA ◽  
Kazuo TSUJIMOTO ◽  
Mamoru OHASHI ◽  
Masami SHIRATSUCHI ◽  
Yasushi OHKAWA ◽  
...  

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