• Find People
  • Campus Map
  • PiratePort
  • A-Z
    • About
    • Submit
    • Browse
    • Login
    View Item 
    •   ScholarShip Home
    • Dissertations and Theses
    • Master's Theses
    • View Item
    •   ScholarShip Home
    • Dissertations and Theses
    • Master's Theses
    • View Item
    JavaScript is disabled for your browser. Some features of this site may not work without it.

    Browse

    All of The ScholarShipCommunities & CollectionsDateAuthorsTitlesSubjectsTypeDate SubmittedThis CollectionDateAuthorsTitlesSubjectsTypeDate Submitted

    My Account

    Login

    Statistics

    View Google Analytics Statistics

    SCREENING AND CHARACTERIZATION OF BIOCATALYSTS FOR SYNTHESIS OF WIELAND MIESCHER KETONE: A VERSATILE SYNTHETIC INTERMEDIATE

    Thumbnail
    View/ Open
    PATEL-MASTERSTHESIS-2020.pdf (1.591Mb)

    Show full item record
    Author
    Patel, Mitul P
    Abstract
    Biocatalysts derived from biological molecules such as proteins, RNA, and DNA have long been exploited for applications in synthetic chemistry. Lipases, a versatile class of biocatalysts, are known to exhibit significant promiscuity for non-native substrates in non-aqueous and mixed organic/aqueous solvents. While lipases are known to possess catalytic activity for a wide range of organic transformations, predicting which lipases will catalyze specific carbon-carbon bond forming reactions remains a significant challenge. In this study, the catalytic potential of a library of commercially available lipases was investigated by screening them for catalysis of the Robinson Annulation, a synthetically important carbon-carbon bond forming reaction. Specifically, the lipase library was screened for synthesis of the Wieland-Miescher Ketone, an important intermediate in the synthesis of biologically active compounds such as steroids and terpenoids, from methyl vinyl ketone and 2-methyl-1,3-cyclohexanedione. An optimized procedure is presented for Wieland-Miescher Ketone synthesis using a crude preparation of porcine pancreatic lipase (PPL), reporting on both yield and enantiomeric excess. Finally, commercially available lipases are often sold as crude preparations, containing many different proteins, and are often used by many researchers without further purification, potentially obscuring the identity of the catalytic species. Therefore, a methodology to isolate and characterize the active component(s) of these lipase formulations is described in this study.
    URI
    http://hdl.handle.net/10342/8809
    Subject
     Biocatalysis; Lipases; Wieland Miescher Ketone 
    Date
    2020-12-07
    Citation:
    APA:
    Patel, Mitul P. (December 2020). SCREENING AND CHARACTERIZATION OF BIOCATALYSTS FOR SYNTHESIS OF WIELAND MIESCHER KETONE: A VERSATILE SYNTHETIC INTERMEDIATE (Master's Thesis, East Carolina University). Retrieved from the Scholarship. (http://hdl.handle.net/10342/8809.)

    Display/Hide MLA, Chicago and APA citation formats.

    MLA:
    Patel, Mitul P. SCREENING AND CHARACTERIZATION OF BIOCATALYSTS FOR SYNTHESIS OF WIELAND MIESCHER KETONE: A VERSATILE SYNTHETIC INTERMEDIATE. Master's Thesis. East Carolina University, December 2020. The Scholarship. http://hdl.handle.net/10342/8809. January 15, 2021.
    Chicago:
    Patel, Mitul P, “SCREENING AND CHARACTERIZATION OF BIOCATALYSTS FOR SYNTHESIS OF WIELAND MIESCHER KETONE: A VERSATILE SYNTHETIC INTERMEDIATE” (Master's Thesis., East Carolina University, December 2020).
    AMA:
    Patel, Mitul P. SCREENING AND CHARACTERIZATION OF BIOCATALYSTS FOR SYNTHESIS OF WIELAND MIESCHER KETONE: A VERSATILE SYNTHETIC INTERMEDIATE [Master's Thesis]. Greenville, NC: East Carolina University; December 2020.
    Collections
    • Master's Theses
    Publisher
    East Carolina University

    xmlui.ArtifactBrowser.ItemViewer.elsevier_entitlement

    East Carolina University has created ScholarShip, a digital archive for the scholarly output of the ECU community.

    • About
    • Contact Us
    • Send Feedback