Stereochemical Differentiation of Mannose, Glucose, Galactose, and Talose Using Zinc(II) Diethylenetriamine and ESI-lon Trap Mass Spectrometry

摘要

Diastereomeric diethylenetriamine N-glycoside zinc(II) complexes are investigated using electrospray ionization followed by tandem mass spectrometry in a quadrupole ion trap. Dissociation ions specific to stereochemical differences at C2 and C4 in hexose complexes are observed in the MS↑2 and MS↑3 spectra, thus allowing unambiguous differentiation of glucose, galactose, man-nose, and talose. Labeling studies incorporating 2↑H and ↑13C are used to probe the mechanisms of dissociation involved with these diastereomers, and MS↑2 studies on deoxyglucose complexes are implemented to support proposed sites of deprotonation within the complexes.