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 |
|---|---|
| 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 1 |
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Keywords
- carbohydrates
- host-guest systems
- mass spectrometry
- supramolecular chemistry
ASJC Scopus subject areas
- Chemistry(all)
Cite this
Supramolecular Analysis of Monosaccharide Derivatives Using Cucurbit[7]uril and Electrospray Ionization Tandem Mass Spectrometry. / Lee, Hyun Hee L.; Kim, Hugh I.
In: Israel Journal of Chemistry, Vol. 58, No. 3, 01.04.2018, p. 472-478.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Supramolecular Analysis of Monosaccharide Derivatives Using Cucurbit[7]uril and Electrospray Ionization Tandem Mass Spectrometry
AU - Lee, Hyun Hee L.
AU - Kim, Hugh I.
PY - 2018/4/1
Y1 - 2018/4/1
N2 - 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.
AB - 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.
KW - carbohydrates
KW - host-guest systems
KW - mass spectrometry
KW - supramolecular chemistry
UR - http://www.scopus.com/inward/record.url?scp=85029039970&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85029039970&partnerID=8YFLogxK
U2 - 10.1002/ijch.201700073
DO - 10.1002/ijch.201700073
M3 - Article
AN - SCOPUS:85029039970
VL - 58
SP - 472
EP - 478
JO - Israel Journal of Chemistry
JF - Israel Journal of Chemistry
SN - 0021-2148
IS - 3
ER -