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Molecules 2017, 22(7), 1051; doi:10.3390/molecules22071051

Structural Characterization of the Low-Molecular-Weight Heparin Dalteparin by Combining Different Analytical Strategies

1
Istituto di Ricerche Chimiche e Biochimiche G. Ronzoni, 20133 Milan, Italy
2
Department of Cell and Applied Biology, Faculty of Science, Radboud University Nijmegen, 6525 HP Nijmegen, The Netherlands
Current address: Aspen Oss B.V., Kloosterstraat 6, 5349 AB Oss, Netherlands.
*
Author to whom correspondence should be addressed.
Received: 31 May 2017 / Revised: 20 June 2017 / Accepted: 22 June 2017 / Published: 24 June 2017
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Abstract

A number of low molecular weight heparin (LMWH) products are available for clinical use and although all share a similar mechanism of action, they are classified as distinct drugs because of the different depolymerisation processes of the native heparin resulting in substantial pharmacokinetic and pharmacodynamics differences. While enoxaparin has been extensively investigated, little information is available regarding the LMWH dalteparin. The present study is focused on the detailed structural characterization of Fragmin® by LC-MS and NMR applied both to the whole drug and to its enzymatic products. For a more in-depth approach, size homogeneous octasaccharide and decasaccharide components together with their fractions endowed with high or no affinity toward antithrombin were also isolated and their structural profiles characterized. The combination of different analytical strategies here described represents a useful tool for the assessment of batch-to-batch structural variability and for comparative evaluation of structural features of biosimilar products. View Full-Text
Keywords: low-molecular-weight heparin; dalteparin; NMR; LC-MS; affinity chromatography low-molecular-weight heparin; dalteparin; NMR; LC-MS; affinity chromatography
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    Description: Figure S1. Elution profile on Biogel P6 of a representative fragmin sample (Frag-11). Figure S2. LC-MS analysis of fragmin following heparinase III digestion: confirmation of A5,8,0-aM.ol composition by ICR-FT-MS. Figure S3. LC-MS analysis of fragmin following heparinase III digestion: confirmation of A7,11,0-aM.ol composition by ICR-FT-MS.

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Bisio, A.; Urso, E.; Guerrini, M.; de Wit, P.; Torri, G.; Naggi, A. Structural Characterization of the Low-Molecular-Weight Heparin Dalteparin by Combining Different Analytical Strategies. Molecules 2017, 22, 1051.

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