Journal
MOLECULES
Volume 26, Issue 19, Pages -Publisher
MDPI
DOI: 10.3390/molecules26196009
Keywords
laser spectroscopy; on-line photolysis; solution-phase photolysis; vitamin; flavins; mass spectrometry
Funding
- Leverhulme Trust [RPG-2017147]
- Yorkshire Forward
- Northern Way Initiative
- EPSRC
- BBSRC
- University of York
- Department of Chemistry
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The application of electrospray ionisation mass spectrometry (ESI-MS) as a technique for detecting reactive intermediates is discussed in this study, where a novel on-line photolysis ESI-MS approach is utilized to detect the photoproducts of riboflavin in aqueous solution. Gas-phase photofragmentation studies of deprotonated riboflavin and the value of exploring both gas- and solution-phase photochemistry to characterize photochemical reactions are highlighted in the results obtained.
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.
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