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. 2009 Apr;20(4):652-7.
doi: 10.1016/j.jasms.2008.12.002. Epub 2008 Dec 9.

Differentiation of 3-O-sulfated heparin disaccharide isomers: identification of structural aspects of the heparin CCL2 binding motif

John K Meissen  1 , Matthew D Sweeney, Matthew Girardi, Roger Lawrence, Jeffrey D Esko, Julie A Leary
Affiliations

Differentiation of 3-O-sulfated heparin disaccharide isomers: identification of structural aspects of the heparin CCL2 binding motif

John K Meissen et al. J Am Soc Mass Spectrom. 2009 Apr.

Abstract

The presence of 3-O-sulfated glucosamine residues in heparin or heparan sulfate plays a role in binding to antithrombin III and HSV infection. In this study, tandem mass spectrometry was used to differentiate between two heparin disaccharide isomers containing variable sulfate at C6 in a common disaccharide and C3 in a more rare one. The dissociation patterns shown by MS(2) and MS(3) were clearly distinguishable between the isomers, allowing their differentiation and quantitation. Using this technique, we show that an octasaccharide with 11 sulfate groups with high affinity for inflammatory chemokine CCL2 does not contain 3-O-sulfated disaccharides.

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Figures

Figure 1
Figure 1
(a) D2S6 MS2 data (b) D2S6 MS3 data (c) cross ring and glycosidic cleavage pattern observed in MS2 dissociation (d) D2S3 MS2 data (e) D2S3 MS3 data (f) cross ring cleavage pattern observed in MS3 dissociation
Figure 2
Figure 2
Spectra of CCL2 affinity enriched 11-sulfated heparin fraction showing same product ions as observed for the D2S6 isomer (a) MS2 data (b) MS3 data
See this image and copyright information in PMC

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