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Differentiation of anomeric glycosyl azides using mass spectrometric methods
Author(s) -
Kralj B.,
Kramer V.,
Žigon D.,
Kobe J.,
Štimac A.
Publication year - 1993
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.1290070207
Subject(s) - chemistry , azide , anomer , glycosyl , ion , mass spectrum , ionization , metastability , electron ionization , deuterium , anomeric effect , spectral line , analytical chemistry (journal) , computational chemistry , stereochemistry , organic chemistry , atomic physics , physics , astronomy
Electron ionization (EI), chemical ionization and mass‐analysed ion kinetic energy (MIKE) spectra have been applied with the aim of obtaining an unambiguous differentiation between the anomeric 2,3‐ O ‐isopropylidene α‐and β‐D‐ribofuranosyl azide derivatives. The MIKE spectra of their metastable [M CH 3 ] + ions, originating from EI, showed a decomposition pattern allowing distinction between the anomers. The origin of the ions in the EI mass spectra, supported by examination of the deuterium‐labelled derivatives, makes it possible to identify the actual azido group orientation in a particular anomer.