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    Heavy heparin: A stable isotope-enriched, chemoenzymatically-synthesized, poly-component drug

    Author
    Cress, Brady F.; Bhaskar, Ujjwal; Vaidyanathan, Deepika; Williams, Asher; Cai, Chao; Liu, Xinyue; Fu, Li; M-Chari, Vandhana; Zhang, Fuming; Mousa, Shaker A.; Dordick, Jonathan S.; Koffas, Mattheos A.G.; Linhardt, Robert J.
    ORCID
    https://orcid.org/0000-0003-2219-5833
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    HEAVY HEPARIN A STABLE ISOTOPE-ENRICHED, CHEMOENZYMATICALLY.pdf (901.0Kb)
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    Date Issued
    2019-04-23
    Subject
    Biology; Chemistry and chemical biology; Chemical and biological engineering; Biomedical engineering
    Degree
    Terms of Use
    In Copyright : this Item is protected by copyright and/or related rights. You are free to use this Item in any way that is permitted by the copyright and related rights legislation that applies to your use. For other uses you need to obtain permission from the rights-holder(s). https://rightsstatements.org/page/InC/1.0/;
    Full Citation
    Heavy heparin: A stable isotope-enriched, chemoenzymatically-synthesized, poly-component drug, B. F. Cress, U. Bhaskar, D. Vaidyanathan, A. Williams, C. Cai, X. Liu, L. Fu, V. M-Chari, F. Zhang, S. A. Mousa, J. S. Dordick, M. A. G. Koffas, R. J. Linhardt, Angewandte Chemie, 58, 5962 –5966, 2019.
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    URI
    https://hdl.handle.net/20.500.13015/5367; https://doi.org/10.1002/anie.201900768
    Abstract
    Heparin is a highly sulfated, complex polysaccharide and widely used anticoagulant pharmaceutical. In this work, we chemoenzymatically synthesized perdeuteroheparin from biosynthetically enriched heparosan precursor obtained from microbial culture in deuterated medium. Chemical de-N-acetylation, chemical N-sulfation, enzymatic epimerization, and enzymatic sulfation with recombinant heparin biosynthetic enzymes afforded perdeuteroheparin comparable to pharmaceutical heparin. A series of applications for heavy heparin and its heavy biosynthetic intermediates are demonstrated, including generation of stable isotope labeled disaccharide standards, development of a non-radioactive NMR assay for glucuronosyl-C5-epimerase, and background-free quantification of in vivo half-life following administration to rabbits. We anticipate that this approach can be extended to produce other isotope-enriched glycosaminoglycans.;
    Description
    Angewandte Chemie, 58, 5962 –5966; Note : if this item contains full text it may be a preprint, author manuscript, or a Gold OA copy that permits redistribution with a license such as CC BY. The final version is available through the publisher’s platform.
    Department
    The Linhardt Research Labs.; The Shirley Ann Jackson, Ph.D. Center for Biotechnology and Interdisciplinary Studies (CBIS);
    Publisher
    Wiley
    Relationships
    The Linhardt Research Labs Online Collection; Rensselaer Polytechnic Institute, Troy, NY; Angewandte Chemie - International Edition; https://harc.rpi.edu/;
    Access
    Open Access; A full text version is available in DSpace@RPI;
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