Complete mass spectral characterization of a synthetic ultralow molecular weight heparin using collision induced dissociation

Kailemia, Muchena J.
Li, Lingyun
Ly, Mellisa
Linhardt, Robert J.
Amster, I. Jonathan
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Biology , Chemistry and chemical biology , Chemical and biological engineering , Biomedical engineering
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Complete mass spectral characterization of a synthetic ultralow molecular weight heparin using collision induced dissociation, M. J. Kailemia, L. Li, M. Ly, R. J. Linhardt, J. Amster, Analytical Chemistry, 84, 5475-5478, 2012.
Glycosaminoglycans (GAGs) are a class of biologically important molecules, and their structural analysis is the target of considerable research effort. Advances in tandem mass spectrometry (MS/MS) have recently enabled the structural characterization of several classes of GAGs; however, the highly sulfated GAGs, such as heparins, have remained a relatively intractable class due their tendency to lose SO3 during MS/MS, producing few sequence-informative fragment ions. The present work demonstrates for the first time the complete structural characterization of the highly sulfated heparin-based drug Arixtra. This was achieved by Na+/H+ exchange to create a more ionized species that was stable against SO3 loss, and that produced complete sets of both glycosidic and cross-ring fragment ions. MS/MS enables the complete structural determination of Arixtra, including the stereochemistry of its uronic acid residues, and suggests an approach for solving the structure of more complex, highly sulfated heparin-based drugs.
Analytical Chemistry, 84, 5475-5478
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The Linhardt Research Labs.
The Shirley Ann Jackson, Ph.D. Center for Biotechnology and Interdisciplinary Studies (CBIS)
American Chemical Society (ACS)
The Linhardt Research Labs Online Collection
Rensselaer Polytechnic Institute, Troy, NY
Analytical Chemistry
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