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    Chemoenzymatic Synthesis of 4-Fluoro-N-Acetylhexosamine Uridine Diphosphate Donors: Chain Terminators in Glycosaminoglycan Synthesis

    Author
    Schultz, Victor L.; Zhang, Xing; Linkens, Kathryn; Rimel, Jenna; Green, Dixy E.; Deangelis, Paul L.; Linhardt, Robert J.
    ORCID
    https://orcid.org/0000-0003-2219-5833
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    CHEMOENZYMATIC SYNTHESIS OF URIDINE DIPHOSPHATE-GLCNAC AND.pdf (779.1Kb)
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    Date Issued
    2017-02-17
    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 4-Fluoro-N-Acetylhexosamine Uridine Diphosphate Donors: Chain Terminators in Glycosaminoglycan Synthesis, V. L. Schultz, X. Zhang, K. Linkens, J. Rimel, D. E. Green, P. DeAngelis, and R. J. Linhardt, Journal of Organic Chemistry, 82, 2243–2248 2017.
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    URI
    https://hdl.handle.net/20.500.13015/5339; https://doi.org/10.1021/acs.joc.6b02929
    Abstract
    Unnatural uridine diphosphate (UDP)-sugar donors, UDP-4-deoxy-4-fluoro-N-acetylglucosamine (4FGlcNAc) and UDP-4-deoxy-4-fluoro-N-acetylgalactosamine (4FGalNAc), were prepared using both chemical and chemoenzymatic syntheses relying on N-acetylglucosamine-1-phosphate uridylyltransferase (GlmU). The resulting unnatural UDP-sugar donors were then tested as substrates in glycosaminoglycan synthesis catalyzed by various synthases. UDP-4FGlcNAc was transferred onto an acceptor by Pastuerella multocida heparosan synthase 1 and subsequently served as a chain terminator.;
    Description
    Journal of Organic Chemistry, 82, 2243–2248; 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 Chemical Society (ACS)
    Relationships
    The Linhardt Research Labs Online Collection; Rensselaer Polytechnic Institute, Troy, NY; Journal of Organic Chemistry; https://harc.rpi.edu/;
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    A full text version is available in DSpace@RPI;
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