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Condensed tannin characterization with FT-ICR MALDI mass spectrometry and separation with saw-tooth gradient HPLC

Reeves, Savanah Gail
http://orcid.org/0000-0002-3531-9092
http://rave.ohiolink.edu/etdc/view?acc_num=miami1591185101154831

Abstract Details

2020, Master of Science, Miami University, Chemistry and Biochemistry.
Condensed tannins (CT) are high molecular weight compounds, comprised of flavan-3-ol monomers stabilized by C-C interflavan bonds. They are found in plants and affect food astringency, protein availability, and biogeochemical cycles. Tannins are highly sorptive, making them difficult to analyze using existing methods. Recently, we developed methods using Fourier Transform Ion Cyclotron Resonance Matrix Assisted Laser Desorption/Ionization mass spectrometry (FT-ICR MALDI-MS) to obtain exact masses of polymer species. Using CT from Sorghum grain, we obtained spectra that exhibited peaks consistent with the (epi)catechin composition, previously proposed. However, the spectra also exhibited peaks that suggested the tannin contained ester groups. Using thiolysis, methanolysis, NMR, and Fourier Transform Infrared Spectroscopy (FTIR), we confirmed that the tannin does not contain ester groups. Instead, we propose that the MALDI matrix 2,5-dihydroxy benzoic acid forms adducts with the procyanidin that survive ionization and yield misleading MS peaks. To further characterize CT, we are developing reversed phase High Performance Liquid Chromatography (RP-HPLC) methods that separate polymers based on molecular weight. This is an improvement over previous methods that give a "hump" for most tannin extracts. Combining MALDI analysis with better HPLC methods will improve the potential to establish the roles of CT in diverse environments.
Ann Hagerman (Advisor)
Neil Danielson (Committee Member)
Andrea Kravats (Committee Member)
Heeyoung Tai (Committee Member)
62 p.
Agricultural Chemicals; Analytical Chemistry; Biochemistry; Chemistry; Food Science; Polymers
condensed tannins; FT-ICR MALDI-MS; HPLC; structural analysis; procyanidins

Recommended Citations

Citations

  • Reeves, S. G. (2020). Condensed tannin characterization with FT-ICR MALDI mass spectrometry and separation with saw-tooth gradient HPLC [Master's thesis, Miami University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=miami1591185101154831

    APA Style (7th edition)

  • Reeves, Savanah. Condensed tannin characterization with FT-ICR MALDI mass spectrometry and separation with saw-tooth gradient HPLC. 2020. Miami University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=miami1591185101154831.

    MLA Style (8th edition)

  • Reeves, Savanah. "Condensed tannin characterization with FT-ICR MALDI mass spectrometry and separation with saw-tooth gradient HPLC." Master's thesis, Miami University, 2020. http://rave.ohiolink.edu/etdc/view?acc_num=miami1591185101154831

    Chicago Manual of Style (17th edition)

miami1591185101154831
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© 2020, all rights reserved.
This open access ETD is published by Miami University and OhioLINK.