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Synthesis of Cucurbit[7]uril Based Affinity Derivatization Tags and Evaluation of their Use in the Enrichment and Identification of Carbonylated Plasma Proteins

Smith, Ashton K
http://orcid.org/0000-0002-7999-0929
http://rave.ohiolink.edu/etdc/view?acc_num=ohiou1587487385359776

Abstract Details

2020, Master of Science (MS), Ohio University, Chemistry and Biochemistry (Arts and Sciences).
Cucurbit[n]urils (CB[n]) are pumpkin-shaped molecular containers with a hollow inner cavity which in aqueous solution can act as molecular hosts to certain guest molecules, self-assembling into host-guest inclusion complexes. They exhibit versatile molecular recognition properties. In this work, we explored the potential applications of Cucubit[n]urils in proteomics research by developing CB[7] guests which are capable of derivatizing carbonylated peptides, allowing for enrichment harnessing CB[7] based affinity. Protein carbonylation is a harmful, irreversible, post translational modification, and is considered a biomarker for oxidative stress, which has been linked to a variety of human health disorders including Diabetes Mellitus and Alzheimer’s. Current studies into protein carbonylation rely on affinity enrichment based on biotin-avidin affinity, which is limited in number of ways, reducing its utility in sensitive LC-MS based proteomics. Here, we exhibit two novel derivatization agents which lay the foundation for a method which can bypass these limiting factors and potentially provide a more efficient, practical and versatile form of affinity enrichment. Furthermore, we build upon the information elucidated by this work and present with a new optimized tag for use in further studies.
Eric Masson, PhD (Advisor)
70 p.
Analytical Chemistry; Biochemistry; Chemistry; Organic Chemistry
Cucurbiturils; Protein carbonylation; proteomics; Avidin; ferrocene; LC-MS; ARP; BHZ; DNPH; affinity chromatography;

Recommended Citations

Citations

  • Smith, A. K. (2020). Synthesis of Cucurbit[7]uril Based Affinity Derivatization Tags and Evaluation of their Use in the Enrichment and Identification of Carbonylated Plasma Proteins [Master's thesis, Ohio University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=ohiou1587487385359776

    APA Style (7th edition)

  • Smith, Ashton. Synthesis of Cucurbit[7]uril Based Affinity Derivatization Tags and Evaluation of their Use in the Enrichment and Identification of Carbonylated Plasma Proteins. 2020. Ohio University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=ohiou1587487385359776.

    MLA Style (8th edition)

  • Smith, Ashton. "Synthesis of Cucurbit[7]uril Based Affinity Derivatization Tags and Evaluation of their Use in the Enrichment and Identification of Carbonylated Plasma Proteins." Master's thesis, Ohio University, 2020. http://rave.ohiolink.edu/etdc/view?acc_num=ohiou1587487385359776

    Chicago Manual of Style (17th edition)

ohiou1587487385359776
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© 2020, all rights reserved.
This open access ETD is published by Ohio University and OhioLINK.