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Reinvestigating the photoprotection properties of a mycosporine amino acid motif
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Whittock, Abigail, Turner, Matthew A. P., Coxon, Daniel J. L., Woolley, Jack Matthew, Horbury, Michael D. and Stavros, Vasilios G. (2020) Reinvestigating the photoprotection properties of a mycosporine amino acid motif. Frontiers in Chemistry, 8 . 574038. doi:10.3389/fchem.2020.574038 ISSN 2296-2646.
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Official URL: https://doi.org/10.3389/fchem.2020.574038
Abstract
With the growing concern regarding commercially available ultraviolet (UV) filters damaging the environment, there is an urgent need to discover new UV filters. A family of molecules called mycosporines and mycosporine-like amino acids (referred to as MAAs collectively) are synthesised by cyanobacteria, fungi and algae and act as the natural UV filters for these organisms. Mycosporines are formed of a cyclohexenone core structure while mycosporine-like amino acids are formed of a cyclohexenimine core structure. To better understand the photoprotection properties of MAAs, we implement a bottom-up approach by first studying a simple analogue of an MAA, 3-aminocyclohex-2-en-1-one (ACyO). Previous experimental studies on ACyO using transient electronic absorption spectroscopy (TEAS) suggest that upon photoexcitation, ACyO becomes trapped in the minimum of an S1 state, which persists for extended time delays (> 2.5 ns). However, these studies were unable to establish the extent of electronic ground state recovery of ACyO within 2.5 ns due to experimental constraints. In the present studies, we have implemented transient vibrational absorption spectroscopy (as well as complementary TEAS) with Fourier transform infrared spectroscopy and density functional theory to establish the extent of electronic ground state recovery of ACyO within this time window. We show that by 1.8 ns, there is > 75 % electronic ground state recovery of ACyO, with the remaining percentage likely persisting in the electronic excited state. Long-term irradiation studies on ACyO have shown that a small percentage degrades after two hours of irradiation, plausibly due to some of the aforementioned trapped ACyO going on to form a photoproduct. Collectively, these studies imply that a base building block of MAAs already displays characteristics of an effective UV filter.
| Item Type: | Journal Article | ||||||||||||||||||||||||||||||||||||||||||||||||
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| Subjects: | Q Science > QC Physics Q Science > QR Microbiology |
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| Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry Faculty of Science, Engineering and Medicine > Science > Physics |
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| Library of Congress Subject Headings (LCSH): | Mycosporine-like amino acids, Ultraviolet radiation, Photochemistry | ||||||||||||||||||||||||||||||||||||||||||||||||
| Journal or Publication Title: | Frontiers in Chemistry | ||||||||||||||||||||||||||||||||||||||||||||||||
| Publisher: | Frontiers Research Foundation | ||||||||||||||||||||||||||||||||||||||||||||||||
| ISSN: | 2296-2646 | ||||||||||||||||||||||||||||||||||||||||||||||||
| Official Date: | 25 September 2020 | ||||||||||||||||||||||||||||||||||||||||||||||||
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| Volume: | 8 | ||||||||||||||||||||||||||||||||||||||||||||||||
| Article Number: | 574038 | ||||||||||||||||||||||||||||||||||||||||||||||||
| DOI: | 10.3389/fchem.2020.574038 | ||||||||||||||||||||||||||||||||||||||||||||||||
| Status: | Peer Reviewed | ||||||||||||||||||||||||||||||||||||||||||||||||
| Publication Status: | Published | ||||||||||||||||||||||||||||||||||||||||||||||||
| Access rights to Published version: | Open Access (Creative Commons) | ||||||||||||||||||||||||||||||||||||||||||||||||
| Date of first compliant deposit: | 8 September 2020 | ||||||||||||||||||||||||||||||||||||||||||||||||
| Date of first compliant Open Access: | 9 September 2020 | ||||||||||||||||||||||||||||||||||||||||||||||||
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