Analysis of chain and blood group type and branching pattern of sialylated oligosaccharides by negative ion electrospray tandem mass spectrometry

Analytical Chemistry
W ChaiA M Lawson

Abstract

We previously reported sequence determination of neutral oligosaccharides by negative ion electrospray tandem mass spectrometry on a quadrupole-orthogonal time-of-flight instrument with high sensitivity and without the need of derivatization. In the present report, we extend our strategies to sialylated oligosaccharides for analysis of chain and blood group types together with branching patterns. A main feature in the negative ion mass spectrometry approach is the unique double glycosidic cleavage induced by 3-glycosidic substitution, producing characteristic D-type fragments which can be used to distinguish the type 1 and type 2 chains, the blood group related Lewis determinants, 3,6-disubstituted core branching patterns, and to assign the structural details of each of the branches. Twenty mono- and disialylated linear and branched oligosaccharides were used for the investigation, and the sensitivity achieved is in the femtomole range. To demonstrate the efficacy of the strategy, we have determined a novel complex disialylated and monofucosylated tridecasaccharide that is based on the lacto-N-decaose core. The structure and sequence assignment was corroborated by methylation analysis and 1H NMR spectroscopy.

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Citations

Apr 23, 2013·Journal of the American Society for Mass Spectrometry·Arun V Everest-DassMatthew P Campbell
Mar 1, 2006·Journal of the American Society for Mass Spectrometry·Zhenqing ZhangWengang Chai
Apr 11, 2006·Journal of the American Society for Mass Spectrometry·Jennifer L SeymourJoseph Zaia
Dec 22, 2009·Nature Cell Biology·Helge EwersLudger Johannes
Jan 30, 2010·Glycobiology·Justin M PrienSteven L Cockrill
Sep 15, 2007·Journal of Virology·Maria A Campanero-RhodesTen Feizi
Apr 20, 2012·Journal of Proteomics·Huan NieXue-Long Sun
Jul 28, 2015·Rapid Communications in Mass Spectrometry : RCM·Merrina AnugrahamNicolle H Packer
Dec 1, 2006·Journal of Mass Spectrometry : JMS
Apr 25, 2020·Mass Spectrometry Reviews·David J Harvey

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