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    Chemoenzymatic synthesis of structurally homogeneous ultra-low molecular weight heparins

    Author
    Xu, Y.; Masuko, S.; Takieddin, M.; Xu, H.; Liu, R.; Jing, J.; Mousa, S.; Linhardt, Robert J.; Liu, J.
    ORCID
    https://orcid.org/0000-0003-2219-5833
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    CHEMOENZYMATIC SYNTHESIS OF HOMOGENEOUS ULTRALOW MOLECULAR.pdf (1.787Mb)
    Other Contributors
    Date Issued
    2011
    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
    Chemoenzymatic synthesis of structurally homogeneous ultra-low molecular weight heparins, Y. Xu, S. Masuko, M. Takieddin, H. Xu, R. Liu, J. Jing, S. Mousa, R. J. Linhardt, J. Liu, Science, 334, 498-501, 2011.
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    URI
    https://hdl.handle.net/20.500.13015/5278; https://doi.org/10.1126/science.1207478
    Abstract
    Ultralow molecular weight (ULMW) heparins are sulfated glycans that are clinically used to treat thrombotic disorders. ULMW heparins range from 1500 to 3000 daltons, corresponding from 5 to 10 saccharide units. The commercial drug Arixtra (fondaparinux sodium) is a structurally homogeneous ULMW heparin pentasaccharide that is synthesized through a lengthy chemical process. Here, we report 10- and 12-step chemoenzymatic syntheses of two structurally homogeneous ULMW heparins (MW = 1778.5 and 1816.5) in 45 and 37% overall yield, respectively, starting from a simple disaccharide. These ULMW heparins display excellent in vitro anticoagulant activity and comparable pharmacokinetic properties to Arixtra, as demonstrated in a rabbit model. The chemoenzymatic approach is scalable and shows promise for a more efficient route to synthesize this important class of medicinal agent.;
    Description
    Science, 334, 498-501; 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
    American Association for the Advancement of Science (AAAS)
    Relationships
    The Linhardt Research Labs Online Collection; Rensselaer Polytechnic Institute, Troy, NY; https://harc.rpi.edu/;
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