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Rapid Resolution of Carbohydrate Isomers via Multi-Site Derivatization Ion Mobility-Mass Spectrometry

Rapid Resolution of Carbohydrate Isomers via Multi-Site Derivatization Ion Mobility-Mass Spectrometry

Li Li, Kristin R McKenna, Zhao Li, Mahipal Yadav, Ramanarayanan Krishnamurthy, Charles L Liotta, Facundo M Fernández

Analyst. 2018 Feb 12;143(4):949-955.

PMID: 29367994

Abstract:

Identifying small sugar isomers can be challenging by ion mobility-mass spectrometry (IM-MS) alone due to their small collision cross section differences. Herein, we report IM-MS results for multi-site, covalent carbohydrate derivatization with 3-carboxy-5-nitrophenylboronic acid (3C5NBA). Following reaction in aqueous solutions at room temperature, 3C5NBA reacts with each mono- or disaccharide molecule to yield products that each have a distinguishable mobility signature. The reaction was rapid and resulted in the detection of products within 5 min after 3C5NBA was mixed with the analyte. Eight disaccharides that varied in linkage, composition, and configuration (α or β) as well as four monosaccharides, d-glucose, d-galactose, d-mannose and d-fructose, were included in this study. The derivatives' drift times showed significant shifts, with up to 3-fold gains in resolution when compared to previous literature reports. Moreover, the specific MS/MS fragmentation information gathered from these sugar derivatives provided further validation of the isomers' structures.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP101084815	3-Carboxy-5-nitrophenylboronic acid		101084-81-5	Price

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