Hydrophobic Derivatization of <Emphasis Type="Italic">N</Emphasis>-linked Glycans for Increased Ion Abundance in Electrospray Ionization Mass Spectrometry |
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Authors: | S Hunter Walker Laura M Lilley Monica F Enamorado Daniel L Comins David C Muddiman |
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Institution: | (1) W. M. Keck FT-ICR Mass Spectrometry Laboratory, Department of Chemistry, North Carolina State University, Raleigh, NC 27695, USA;(2) Department of Chemistry, Warren Wilson College, Asheville, NC 28815, USA; |
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Abstract: | A library of neutral, hydrophobic reagents was synthesized for use as derivatizing agents in order to increase the ion abundance
of N-linked glycans in electrospray ionization mass spectrometry (ESI MS). The glycans are derivatized via hydrazone formation
and are shown to increase the ion abundance of a glycan standard more than 4-fold. Additionally, the data show that the systematic
addition of hydrophobic surface area to the reagent increases the glycan ion abundance, a property that can be further exploited
in the analysis of glycans. The results of this study will direct the future synthesis of hydrophobic reagents for glycan
analysis using the correlation between hydrophobicity and theoretical non-polar surface area calculation to facilitate the
development of an optimum tag for glycan derivatization. The compatibility and advantages of this method are demonstrated
by cleaving and derivatizing N-linked glycans from human plasma proteins. The ESI-MS signal for the tagged glycans are shown to be significantly more abundant,
and the detection of negatively charged sialylated glycans is enhanced. |
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