Cheng, wenjing
(2012)
CHEMICAL KINETICS AND INTERACTIONS INVOLVED IN HORSERADISH PEROXIDASE-MEDIATED OXIDATIVE POLYMERIZATION OF PHENOLIC COMPOUNDS.
Master's Thesis, University of Pittsburgh.
(Unpublished)
Abstract
To address the growing need for removing the emerging endocrine disrupting compounds (EDCs), the enzyme-based oxidative coupling reaction is suggested as promising alternative in consideration of its generally high specificity and removal efficiency on treatment of waters containing estrogenic phenolic chemicals.
Various factors that affect the reaction rate of oxidative coupling (OXC) reaction of phenolic estrogens catalyzed by Horseradish Peroxidase (HRP) were evaluated in this study. Kinetic parameters were obtained for the removal of phenol as well as natural and synthetic estrogens estrone (E1), 17β-estradiol (E2), estriol (E3), and 17α-ethinylestradiol (EE2). Molecular orbital theory and Autodock software were employed to analyze chemical properties and substrate binding characteristics. It is found that the reactions were first order with respect to phenolic concentration and reaction rate constants (kr) were determined for phenol, E3, E1, E2 and EE2 (in increasing order). It is also found that oxidative coupling was controlled by enzyme-substrate interactions, not diffusion. Docking simulations show that higher binding energy and shorter binding distance both promote more favorable kinetics. This research is the first to show that the OXC of phenolics is an entropy-driven and enthalpy-retarded process.
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Details
| Item Type: |
University of Pittsburgh ETD
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| Status: |
Unpublished |
| Creators/Authors: |
|
| ETD Committee: |
| Title | Member | Email Address | Pitt Username | ORCID |
|---|
| Committee Chair | Harper, Willie | | | | | Committee Member | Casson, Leonard | | | | | Committee Member | Monnell, Jason | | | |
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| Date: |
30 January 2012 |
| Date Type: |
Publication |
| Defense Date: |
17 November 2011 |
| Approval Date: |
30 January 2012 |
| Submission Date: |
22 November 2011 |
| Access Restriction: |
1 year -- Restrict access to University of Pittsburgh for a period of 1 year. |
| Number of Pages: |
81 |
| Institution: |
University of Pittsburgh |
| Schools and Programs: |
Swanson School of Engineering > Civil and Environmental Engineering |
| Degree: |
MS - Master of Science |
| Thesis Type: |
Master's Thesis |
| Refereed: |
Yes |
| Uncontrolled Keywords: |
Estrogen, Horseradish Peroxidase, Enzymatic Oxidative Coupling, Wastewater |
| Related URLs: |
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| Date Deposited: |
30 Jan 2012 21:29 |
| Last Modified: |
15 Nov 2016 13:55 |
| URI: |
http://d-scholarship.pitt.edu/id/eprint/10530 |
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