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    Combinatorial one-pot chemoenzymatic synthesis of heparin

    Author
    Bhaskar, Ujjwal; Li, Guoyun; Fu, Li; Onishi, Akihiro; Suflita, Mathew; Dordick, Jonathan S.; Linhardt, Robert J.
    ORCID
    https://orcid.org/0000-0003-2219-5833
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    COMBINATORIAL ONE-POT CHEMOENZYMATIC SYNTHESIS OF HEPARIN.pdf (1.115Mb)
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    Date Issued
    2015-05-20
    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
    Combinatorial one-pot chemoenzymatic synthesis of heparin, U. Bhaskar, G. Li, L. Fu, A. Onishi, M. Suflita, J. S. Dordick, R. J. Linhardt, Carbohydrate Polymers, 122, 399–407, 2015.
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    URI
    https://hdl.handle.net/20.500.13015/5358; https://doi.org/10.1016/j.carbpol.2014.10.054
    Abstract
    Contamination in heparin batches during early 2008 has resulted in a significant effort to develop a safer bioengineered heparin using bacterial capsular polysaccharide heparosan and recombinant enzymes derived from the heparin/heparan sulfate biosynthetic pathway. This requires controlled chemical N-deacetylation/N-sulfonation of heparosan followed by epimerization of most of its glucuronic acid residues to iduronic acid and O-sulfation of the C2 position of iduronic acid and the C3 and C6 positions of the glucosamine residues. A combinatorial study of multi-enzyme, one-pot, in vitro biocatalytic synthesis, carried out in tandem with sensitive analytical techniques, reveals controlled structural changes leading to heparin products similar to animal-derived heparin active pharmaceutical ingredients. Liquid chromatography–mass spectrometry and nuclear magnetic resonance spectroscopy analysis confirms an abundance of heparin's characteristic trisulfated disaccharide, as well as 3-O-sulfo containing residues critical for heparin binding to antithrombin III and its anticoagulant activity. The bioengineered heparins prepared using this simplified one-pot chemoenzymatic synthesis also show in vitro anticoagulant activity.;
    Description
    Carbohydrate Polymers, 122, 399–407; 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
    Elsevier
    Relationships
    The Linhardt Research Labs Online Collection; Rensselaer Polytechnic Institute, Troy, NY; Carbohydrate Polymers; https://harc.rpi.edu/;
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    A full text version is available in DSpace@RPI;
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