eprintid: 10530
rev_number: 45
userid: 326
dir: disk0/00/01/05/30
datestamp: 2012-01-30 21:29:49
lastmod: 2016-11-15 13:55:14
status_changed: 2012-01-30 21:29:49
type: thesis_degree
metadata_visibility: show
contact_email: cheng.wenjing@hotmail.com
item_issues_count: 0
eprint_status: archive
creators_name: Cheng, wenjing
creators_email: cheng.wenjing@hotmail.com
title: CHEMICAL KINETICS AND INTERACTIONS INVOLVED IN HORSERADISH PEROXIDASE-MEDIATED OXIDATIVE POLYMERIZATION OF PHENOLIC COMPOUNDS
ispublished: unpub
divisions: sch_eng_civilenvironmental
full_text_status: public
keywords: Estrogen, Horseradish Peroxidase, Enzymatic Oxidative Coupling, Wastewater
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.

date: 2012-01-30
date_type: published
pages: 81
institution: University of Pittsburgh
refereed: TRUE
related_url_url: http://www.pitt.edu/
etdcommittee_type: committee_chair
etdcommittee_type: committee_member
etdcommittee_type: committee_member
etdcommittee_name: Harper, Willie
etdcommittee_name: Casson, Leonard 
etdcommittee_name: Monnell, Jason
etd_defense_date: 2011-11-17
etd_approval_date: 2012-01-30
etd_submission_date: 2011-11-22
etd_release_date: 2012-01-30
etd_access_restriction: 1_year
etd_patent_pending: FALSE
assigned_doi: doi:10.5195/pitt.etd.2011.10530
thesis_type: thesis
degree: MS
citation:   Cheng, wenjing  (2012) CHEMICAL KINETICS AND INTERACTIONS INVOLVED IN HORSERADISH PEROXIDASE-MEDIATED OXIDATIVE POLYMERIZATION OF PHENOLIC COMPOUNDS.  Master's Thesis, University of Pittsburgh.    (Unpublished)  
document_url: http://d-scholarship-dev.library.pitt.edu/10530/1/MS_thesis-Wenjing_Final.pdf