Abstract
Identification of monosaccharide derivatives using an analytical technique is difficult due to their isomeric structures and similar physical properties. Although mass spectrometry (MS) has emerged as a prominent technique for this purpose, a comprehensive MS-based method for analyzing diverse monosaccharide species is yet to be developed. Herein, we employ host-guest chemistry using cucurbit[7]uril (CB[7]) with MS to identify four different monosaccharide derivative species. Tandem MS analysis distinguishes the monosaccharide derivatives based on the unique fragmentation pattern produced when forming gas-phase complexes with CB[7]. The ion mobility studies combined with computational calculations reveal that subtle differences in isomers cause distinct orientations inside CB[7] cavity, resulting in different fragmentation patterns of the isomers. This unique study demonstrates that host-guest chemistry combined with MS can be used for developing effective isomer analysis techniques.
Original language | English |
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Pages (from-to) | 472-478 |
Number of pages | 7 |
Journal | Israel Journal of Chemistry |
Volume | 58 |
Issue number | 3 |
DOIs | |
Publication status | Published - 2018 Apr |
Keywords
- carbohydrates
- host-guest systems
- mass spectrometry
- supramolecular chemistry
ASJC Scopus subject areas
- Chemistry(all)