Journal
ISRAEL JOURNAL OF CHEMISTRY
Volume 58, Issue 3-4, Pages 472-478Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ijch.201700073
Keywords
carbohydrates; host-guest systems; mass spectrometry; supramolecular chemistry
Categories
Funding
- Basic Research Program through the National Research Foundation (NRF) of Korea - Ministry of Science, ICT, and Future Planning (MSIP) [2016R1 A2B4013089]
- Basic Science Research Program through the NRF of Korea - Ministry of Education [20100020209]
- National Research Council of Science & Technology (NST) - Korea government (MSIP) [CAP-15-10-KRICT]
- Korea University Future Research Grant
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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.
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