Supramolecular Analysis of Monosaccharide Derivatives Using Cucurbit[7]uril and Electrospray Ionization Tandem Mass Spectrometry

Hyun Hee L. Lee, Hugh I. Kim

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)


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 languageEnglish
Pages (from-to)472-478
Number of pages7
JournalIsrael Journal of Chemistry
Issue number3
Publication statusPublished - 2018 Apr

Bibliographical note

Funding Information:
This work was supported by Basic Research Program No. 2016R1 A2B4013089 through the National Research Foundation (NRF) of Korea, funded by the Ministry of Science, ICT, and Future Planning (MSIP), and Basic Science Research Program No. 20100020209 through the NRF of Korea funded by the Ministry of Education. This research was also supported by the National Research Council of Science & Technology (NST) grant by the Korea government (MSIP) (No. CAP-15-10-KRICT) and Korea University Future Research Grant. The authors acknowledge Agilent Technologies Inc. for 6560 LC–IMS QTOFMS instrument support and technical/scientific advisories.

Publisher Copyright:
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim


  • carbohydrates
  • host-guest systems
  • mass spectrometry
  • supramolecular chemistry

ASJC Scopus subject areas

  • General Chemistry


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