Wong, Natalie, Rhodes, Chris and Dessent, Caroline Elizabeth Helen orcid.org/0000-0003-4944-0413 (2021) Photodegradation of Riboflavin under Alkaline Conditions:What Can Gas-Phase Photolysis Tell Us about What Happens in Solution? MOLECULES. 6009. ISSN 1420-3049
Abstract
The application of electrospray ionisation mass spectrometry (ESI-MS) as a direct method for detecting reactive intermediates is a technique of developing importance in the routine monitoring of solution-phase reaction pathways. Here, we utilise a novel on-line photolysis ESI-MS approach to detect the photoproducts of riboflavin in aqueous solution under mildly alkaline conditions. Riboflavin is a constituent of many food products, so its breakdown processes are of wide interest. Our on-line photolysis setup allows for solution-phase photolysis to occur within a syringe using UVA LEDs, immediately prior to being introduced into the mass spectrometer via ESI. Gas-phase photofragmentation studies via laser-interfaced mass spectrometry of deprotonated riboflavin, [RF − H]−, the dominant solution-phase species under the conditions of our study, are presented alongside the solution-phase photolysis. The results obtained illustrate the extent to which gas-phase photolysis methods can inform our understanding of the corresponding solution-phase photochemistry. We determine that the solution-phase photofragmentation observed for [RF − H]− closely mirrors the gas-phase photochemistry, with the dominant m/z 241 condensed-phase photoproduct also being observed in gas-phase photodissociation. Further gas-phase photoproducts are observed at m/z 255, 212, and 145. The value of exploring both the gas- and solution-phase photochemistry to characterise photochemical reactions is discussed.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2021 by the authors |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 15 Oct 2021 14:20 |
Last Modified: | 27 Dec 2024 00:20 |
Published Version: | https://doi.org/10.3390/molecules26196009 |
Status: | Published online |
Refereed: | Yes |
Identification Number: | 10.3390/molecules26196009 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:179284 |
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Filename: molecules_26_06009.pdf
Description: Photodegradation of Riboflavin under Alkaline Conditions: What Can Gas-Phase Photolysis Tell Us about What Happens in Solution?
Licence: CC-BY 2.5