relation: http://d-scholarship-dev.library.pitt.edu/10530/
title: CHEMICAL KINETICS AND INTERACTIONS INVOLVED IN HORSERADISH PEROXIDASE-MEDIATED OXIDATIVE POLYMERIZATION OF PHENOLIC COMPOUNDS
creator: Cheng, wenjing
description: 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
type: University of Pittsburgh ETD
type: PeerReviewed
format: application/pdf
language: en
identifier: http://d-scholarship-dev.library.pitt.edu/10530/1/MS_thesis-Wenjing_Final.pdf
identifier:   Cheng, wenjing  (2012) CHEMICAL KINETICS AND INTERACTIONS INVOLVED IN HORSERADISH PEROXIDASE-MEDIATED OXIDATIVE POLYMERIZATION OF PHENOLIC COMPOUNDS.  Master's Thesis, University of Pittsburgh.    (Unpublished)