Predicting initial transformation products of food-based bio-polymers and -molecules during food disinfection

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Abstract/Contents

Abstract
Starting in the early 1900s, chlorinating potable water supplies dramatically reduced the incidence of waterborne diseases. However, in the 1970s, analytical chemists discov-ered trihalomethanes (THMs) as byproducts of chlorination reactions with natural organic matter (NOM) in drinking water. Although greater than 600 disinfection byproducts (DBPs) have since been characterized in drinking water, regulations continue to focus on THMS and haloacetic acids (HAAs). With recent toxicological studies demonstrating that other DBPs have orders of magnitude higher toxic potencies than THMs and HAAs, cur-rent research has shifted to focus on characterizing newer classes of DBPs that could con-tribute to toxicity. However, these investigations remain arduous due to the difficulty in characterizing DBP precursors found in NOM. Nonetheless, research using amino acids and other model precursors demonstrates that yields of THMs and HAAs are < 1% due to the difficulty of breaking carbon-carbon bonds to liberate these 1-2 carbon byproducts from larger precursor structures. Identifying the higher-yield initial products of chlorine addition to components of NOM has been difficult because the structures of these NOM compo-nents are unclear. With regards to food, pathogenic outbreaks are still prevalent. It is estimated that foodborne pathogen outbreaks now exceed those in drinking water. Free chlorine is the most widely used food disinfectant. Although chlorine exposures required for food wash-ing in packaging facilities have not yet been codified, chlorine doses (50-200 mg/L as Cl2) and precursor concentrations (solid food) are much higher than encountered in drinking water. Although research on the formation of DBPs in chemically disinfected foods has been published, these studies tend to focus on the same low-yield DBPs (e.g., THMs) that are the focus of drinking water research. They are unlikely to represent an exposure con-cern in food because they tend to partition to the washwater rather than the food. In con-trast, the structures of the biomolecular precursors in food (e.g., the amino acids constitut-ing protein and the fatty acids constituting lipids) are well-characterized. Instead, I argue that the initial products of chlorine addition to amino acids and fatty acids will be of greater importance for consumer exposure since they will form at high yield and remain bound in food matrices. This dissertation introduces (chapter 2) the reader to: the necessity of food disinfec-tion, food processing, mechanisms of disinfection by chlorine and ozone, and the study of food disinfection byproducts as the backdrop for understanding the subsequent chapters. Following this introduction, the dissertation uses the formation of chlorotyrosines from protein-bound tyrosines in produce as a model for the initial chlorine addition products to proteins within produce and demonstrates their importance as toxicity drivers relative to the 1-2 carbon DBPs of current research interest (chapter 3). Finally, this work (chapter 4) shows the formation of fatty acid chlorohydrins from lipid-bound fatty acids as a model for the initial chlorine addition products to lipids inside chlorine-treated produce. Overall, this dissertation shows the complexity of food disinfection byproduct research, and the need for further investigation of these contaminants as potentially dominant components of the over-all toxic exposures.

Description

Type of resource text
Form electronic resource; remote; computer; online resource
Extent 1 online resource.
Place California
Place [Stanford, California]
Publisher [Stanford University]
Copyright date 2022; ©2022
Publication date 2022; 2022
Issuance monographic
Language English

Creators/Contributors

Author Simpson, Adam Michael-Anthony
Degree supervisor Mitch, William A
Thesis advisor Mitch, William A
Thesis advisor Criddle, Craig
Thesis advisor Luthy, Richard G
Thesis advisor Tarpeh, William
Degree committee member Criddle, Craig
Degree committee member Luthy, Richard G
Degree committee member Tarpeh, William
Associated with Stanford University, Civil & Environmental Engineering Department

Subjects

Genre Theses
Genre Text

Bibliographic information

Statement of responsibility Adam Simpson.
Note Submitted to the Civil & Environmental Engineering Department.
Thesis Thesis Ph.D. Stanford University 2022.
Location https://purl.stanford.edu/mq066vq4290

Access conditions

Copyright
© 2022 by Adam Michael-Anthony Simpson
License
This work is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported license (CC BY-NC).

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