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  3. Developing a series of hydroquinone ring-cleaving dioxygenase model complexes
Title

Developing a series of hydroquinone ring-cleaving dioxygenase model complexes

    Item Description
    Limited Access
    The author(s) chose to restrict access to this thesis to current Whitman students, faculty, and staff. Please log in to view it.
    Linked Agent
    Creator (cre): Behrman, Alex
    Creator (cre): Blakeley, Mark
    Advisor (adv): Machonkin, Tim
    Department (dpt): Whitman College. Chemistry Department
    Date
    May 8, 2019
    Graduation Year
    2019
    Abstract

    PcpA is a hydroquinone ring cleaving dioxygenase (RCDO) involved in the enzymatic pathway used to break down the normally toxic chemical pentachlorophenol for metabolic use in Sphingobium chlorophenolicum. This enzyme utilizes a mononuclear nonheme Fe(II) active site with a two His/one Glu facial capping geometry around the Fe(II) center. Model complexes provide a means for better understanding the substrate specificity and mechanistic details of this enzyme and similar RCDOs. A family of tetradentate ligands that incorporate a tethered hydroquinone moiety and that are soluble in protic solvents were synthesized in order to mimic the substrate-bound Fe(II) active site of RCDOs. Upon incorporation of these ligands with divalent metal ions, the resulting coordination compounds provide a flexible platform for structural and spectroscopic studies of how protons control the reactivity of the metal-coordinated hydroquinone moiety.

    Subject
    Hydroquinone
    Dioxygenases
    Enzymes -- PcpA
    Proteobacteria -- Sphingobium chlorophenolicum
    Pentachlorophenol
    Chemical models
    Nuclear magnetic resonance spectroscopy
    Ligands (Biochemistry)
    Crystallization
    Science
    Academic theses
    Whitman College 2019 -- Dissertation collection -- Chemistry Department
    Genre
    Theses
    Extent
    61 pages
    Permanent URL
    http://works.whitman.edu/2019035
    Rights
    http://rightsstatements.org/vocab/InC/1.0/
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