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    Controlled Photochemical Depolymerization of K5 Heparosan, a Bioengineered Heparin Precursor

    Author
    Higashi, Kyohei; Ly, Mellisa; Wang, Zhenyu; Masuko, Sayaka; Bhaskar, Ujjwal; Sterner, Eric; Zhang, Fuming; Toida, Toshihiko; Dordick, Jonathan S.; Linhardt, Robert J.
    ORCID
    https://orcid.org/0000-0003-2219-5833
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    CONTROLLED PHOTOCHEMICAL DEPOLYMERIZATION OF K5 HEPAROSAN, A.pdf (789.1Kb)
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    Date Issued
    2011-08-30
    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
    Controlled Photochemical Depolymerization of K5 Heparosan, a Bioengineered Heparin Precursor, K. Higashi, M. Ly, Z. Wang, S. Masuko, U. Bhaskar, E. Sterner, F. Zhang, T. Toida, J. S. Dordick, R. J. Linhardt, Carbohydrate Polymers, 86, 1365– 1370, 2011.
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    URI
    https://hdl.handle.net/20.500.13015/5283; https://doi.org/10.1016/j.carbpol.2011.06.042
    Abstract
    Heparosan is a polysaccharide, which serves as the critical precursor in heparin biosynthesis and chemoenzymatic synthesis of bioengineered heparin. Because the molecular weight of microbial heparosan is considerably larger than heparin, the controlled depolymerization of microbial heparosan is necessary prior to its conversion to bioengineered heparin. We have previously reported that other acidic polysaccharides could be partially depolymerized with maintenance of their internal structure using a titanium dioxide-catalyzed photochemical reaction. This photolytic process is characterized by the generation of reactive oxygen species that oxidize individual saccharide residues within the polysaccharide chain. Using a similar approach, a microbial heparosan from Escherichia coli K5 of molecular weight >15,000 was depolymerized to a heparosan of molecular weight 8,000. The 1H-NMR spectra obtained showed that the photolyzed heparosan maintained the same structure as the starting heparosan. The polysaccharide chains of the photochemically depolymerized heparosan were also characterized by electrospray ionization-Fourier-transform mass spectrometry. While the chain of K5 heparosan starting material contained primarily an even number of saccharide residues, as a result of coliphage K5 lyase processing, both odd and even chain numbers were detected in the photochemically-depolymerized heparosan. These results suggest that the photochemical depolymerization of heparosan was a random process that can take place at either the glucuronic acid or the N-acetylglucosamine residue within the heparosan polysaccharide.;
    Description
    Carbohydrate Polymers, 86, 1365– 1370; 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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