AlkylおよびAryl HexopyranosideならびにHexofuranosideのマススペクトル

概要

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As an approach to detection and characterization of a minute amount of O-glycosides, high resolution mass spectra of 24 kinds of simple alkyl and aryl hexopyranosides and furanosides were taken in the form of their peracetates, and the most probable fragmentation processes of the sugar moieties and the differences in their cracking patterns due to variation of the aglycone and ring size of the sugar part are presented. All alkyl and aryl hexosides so far examined gave, more or less, the ions of c- and e-series fragmentations, which were reported by Biemann to be characteristic of hexopyranose pentaacetates. Alkyl pyranosides and furanosides yielded the fragment ions of d-, e- and g-series accompanied by those of c-series with much smaller intensities. By contrast, in aryl hexosides the ions of c-series were most intense, those of e-series were weak, and none of d- and g-series was observed. Cyclohexyl glucopyranoside showed the ions of e-series most distinctively. Alkyl pyranosides gave the d-series ions most intensively and were differentiated from alkyl furanosides in which the i-series ions were predominant. Aryl pyranosides were not sharply distinguished from the corresponding furanosides.
社団法人日本薬学会の論文
1971-01-25