title: Differentiation of diastereomeric N-acetylhexosamine monosaccharides using ion trap tandem mass spectrometry.
abstract: A quadrupole ion trap mass spectrometer equipped with electrospray ionization was used to distinguish three diastereomeric monosaccharides, N-acetylglucosamine, N-acetylgalactosamine, and N-acetylmannosamine. The saccharides were derivatized to form the metal complex [CoIII(DAP)2HexNAc]Cl3 which, when collisionally activated, produced dramatically different product ion spectra. The product ion spectra generated for the three monosaccharide diastereomers were then used to confirm the stereochemistry of N-acetylhexosamines from a hydrolyzed oligosaccharide. Finally, the origin of each product ion was determined through isotopic labeling studies, and mechanisms were proposed which explain each resulting dissociation.
authors.affiliation: College of Chemistry, University of California, Berkeley 94720-1460, USA.
authors.forename: H
authors.initials: H
authors.lastname: Desaire
authors.forename: J A
authors.initials: JA
authors.lastname: Leary
mesh_terms: D006595:Hexosamines / Q000032:analysis*; D013058:Mass Spectrometry; D009005:Monosaccharides / Q000032:analysis*; D013237:Stereoisomerism
chemical_list: D006595:Hexosamines; D009005:Monosaccharides