120th General Meeting of the KCS

Type Oral Presentation
Area Oral Presentation of Young Analytical Chemists II
Room No. Room C308+C309
Time FRI 10:17-:
Code ANAL2.O-29
Subject Identification of Diverse Types of Monosaccharide Derivative Isomers By Host-guest Complexation with Cucurbit[7]uril
Authors Hyun Hee L. Lee, Hugh Inkon Kim*
Department of Chemistry, Korea University, Korea
Abstract Distinguishing constituent monosaccharides in target carbohydrate using mass spectrometry (MS) remains challenging due to their undistinguishable fragmentation patterns induced by their isomeric structures and similar physical properties. Although a carbohydrate is composed of diverse monosaccharide/monosaccharide derivative species, previous methods focused on one or two types of monosaccharides and monosaccharide derivatives. Therefore, it is necessary to invent a novel approach to be developed as a comprehensive method for identification of diverse types of monosaccharides and monosaccharide derivatives. Our study reveals that the combination between host-guest and gas-phase chemistry is effective for identifying diverse types of monosaccharide derivative isomers. Four different types of monosaccharide derivative isomers were investigated herein as target monosaccharide derivative species. A host molecule, cucurbit[7]uril (CB[7]), was utilized herein due to its high recognition ability in monosaccharides. It was observed that each monosaccharide derivative forms gas-phase complex with CB[7] while most of bindings between the CB[7] and target guests are negligible in aqueous solution. Tandem MS study shows that the monosaccharide derivatives have different fragmentation patterns in their complexes with CB[7], allowing their identification. Structural studies using ion mobility MS and computational calculations suggest that the slight structural differences between the isomers are augmented by their distinct host-guest interactions with CB[7] in the gas-phase. Overall, the present study reveals that our gas-phase host-guest system can be developed as a comprehensive method for qualitative analysis of constituent monosaccharides in target carbohydrates.
E-mail hyun630@korea.ac.kr