Identification of stereoisomers of methyl hexopyranosides by mass spectrometry of their trifluoroacetates.

概要

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The mass spectra of the trifluoroacetates of methyl hexopyranosides and their partially deuterated derivatives were measured. The trifluoroacetyl derivatives were found to be very useful for identification of some stereoisomeric hexoses. The mass spectra were characterized by abundant peaks in the high mass range, the presence of a recognizable molecular ion, and sensitive spectral differences due to different stereoisomers. Glucose, galactose and mannose were distinguished from each other by comparing the intensities of the fragment ions due to the loss of trifluoroacetyl groups or cleavage of the pyranose ring. Alfa and β-anomers were distinguished by differences in the abundance of fragment ions produced by the loss of glycosidic methoxyl groups.
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