Insights into the photoprotection mechanism of the UV filter homosalate
Homosalate (HMS) is a salicylate molecule that is commonly included within commercial sunscreen formulations to provide protection from the adverse effects of ultraviolet (UV) radiation exposure. In the present work, the mechanisms by which HMS provides UV photoprotection are unravelled, using a mul...
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| Veröffentlicht in: | Physical chemistry chemical physics : PCCP 2020-07, Vol.22 (27), p.1559-15519 |
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| creator | Holt, Emily L Krokidi, Konstantina M Turner, Matthew A. P Mishra, Piyush Zwier, Timothy S Rodrigues, Natércia d. N Stavros, Vasilios G |
| description | Homosalate (HMS) is a salicylate molecule that is commonly included within commercial sunscreen formulations to provide protection from the adverse effects of ultraviolet (UV) radiation exposure. In the present work, the mechanisms by which HMS provides UV photoprotection are unravelled, using a multi-pronged approach involving a combination of time-resolved ultrafast laser spectroscopy in the gas-phase and in solution, laser-induced fluorescence, steady-state absorption spectroscopy, and computational methods. The unique combination of these techniques allow us to show that the
enol
tautomer of HMS undergoes ultrafast excited state intramolecular proton transfer (ESIPT) upon photoexcitation in the UVB (290-320 nm) region; once in the
keto
tautomer, the excess energy is predominantly dissipated non-radiatively. Sharp transitions are observed in the LIF spectrum at close-to-origin excitation energies, which points towards the potential presence of a second conformer that does not undergo ESIPT. These studies demonstrate that, overall, HMS exhibits mostly favourable photophysical characteristics of a UV filter for inclusion in sunscreen formulations.
Homosalate has been found to exhibit favourable photophysics for inclusion in sunscreens, using a combination of spectroscopic and computational approaches. |
| doi_str_mv | 10.1039/d0cp02610g |
| format | Article |
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enol
tautomer of HMS undergoes ultrafast excited state intramolecular proton transfer (ESIPT) upon photoexcitation in the UVB (290-320 nm) region; once in the
keto
tautomer, the excess energy is predominantly dissipated non-radiatively. Sharp transitions are observed in the LIF spectrum at close-to-origin excitation energies, which points towards the potential presence of a second conformer that does not undergo ESIPT. These studies demonstrate that, overall, HMS exhibits mostly favourable photophysical characteristics of a UV filter for inclusion in sunscreen formulations.
Homosalate has been found to exhibit favourable photophysics for inclusion in sunscreens, using a combination of spectroscopic and computational approaches.</description><identifier>ISSN: 1463-9076</identifier><identifier>EISSN: 1463-9084</identifier><identifier>DOI: 10.1039/d0cp02610g</identifier><identifier>PMID: 32602867</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Excitation spectra ; INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY ; Laser induced fluorescence ; Molecular Structure ; Photochemical Processes ; Photoexcitation ; Radiation effects ; Salicylates - chemistry ; Spectrum analysis ; Sun screens ; Ultrafast lasers ; Ultraviolet filters ; Ultraviolet Rays</subject><ispartof>Physical chemistry chemical physics : PCCP, 2020-07, Vol.22 (27), p.1559-15519</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c463t-7733fff48ec1e3dacab85f3b11fdf742d1351382459c58eb705c707bd3c768723</citedby><cites>FETCH-LOGICAL-c463t-7733fff48ec1e3dacab85f3b11fdf742d1351382459c58eb705c707bd3c768723</cites><orcidid>0000-0002-6225-2487 ; 0000-0002-4468-5748 ; 0000-0003-0916-1292 ; 0000-0002-6828-958X ; 0000-0001-7035-2878 ; 0000000170352878 ; 0000000244685748 ; 0000000309161292 ; 000000026828958X ; 0000000262252487</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32602867$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://www.osti.gov/biblio/1635420$$D View this record in Osti.gov$$Hfree_for_read</backlink></links><search><creatorcontrib>Holt, Emily L</creatorcontrib><creatorcontrib>Krokidi, Konstantina M</creatorcontrib><creatorcontrib>Turner, Matthew A. P</creatorcontrib><creatorcontrib>Mishra, Piyush</creatorcontrib><creatorcontrib>Zwier, Timothy S</creatorcontrib><creatorcontrib>Rodrigues, Natércia d. N</creatorcontrib><creatorcontrib>Stavros, Vasilios G</creatorcontrib><creatorcontrib>Purdue Univ., West Lafayette, IN (United States)</creatorcontrib><title>Insights into the photoprotection mechanism of the UV filter homosalate</title><title>Physical chemistry chemical physics : PCCP</title><addtitle>Phys Chem Chem Phys</addtitle><description>Homosalate (HMS) is a salicylate molecule that is commonly included within commercial sunscreen formulations to provide protection from the adverse effects of ultraviolet (UV) radiation exposure. In the present work, the mechanisms by which HMS provides UV photoprotection are unravelled, using a multi-pronged approach involving a combination of time-resolved ultrafast laser spectroscopy in the gas-phase and in solution, laser-induced fluorescence, steady-state absorption spectroscopy, and computational methods. The unique combination of these techniques allow us to show that the
enol
tautomer of HMS undergoes ultrafast excited state intramolecular proton transfer (ESIPT) upon photoexcitation in the UVB (290-320 nm) region; once in the
keto
tautomer, the excess energy is predominantly dissipated non-radiatively. Sharp transitions are observed in the LIF spectrum at close-to-origin excitation energies, which points towards the potential presence of a second conformer that does not undergo ESIPT. These studies demonstrate that, overall, HMS exhibits mostly favourable photophysical characteristics of a UV filter for inclusion in sunscreen formulations.
Homosalate has been found to exhibit favourable photophysics for inclusion in sunscreens, using a combination of spectroscopic and computational approaches.</description><subject>Excitation spectra</subject><subject>INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY</subject><subject>Laser induced fluorescence</subject><subject>Molecular Structure</subject><subject>Photochemical Processes</subject><subject>Photoexcitation</subject><subject>Radiation effects</subject><subject>Salicylates - chemistry</subject><subject>Spectrum analysis</subject><subject>Sun screens</subject><subject>Ultrafast lasers</subject><subject>Ultraviolet filters</subject><subject>Ultraviolet Rays</subject><issn>1463-9076</issn><issn>1463-9084</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp90c9LwzAUB_AgitPpxbtS9SJCNb_atEeZOgcDPTivoU2TNaNtapMe_O_N1jnBg6c8yIfH970HwBmCdwiS9L6AooU4RnC5B44QjUmYwoTu72oWj8CxtSsIIYoQOQQjgmOIk5gdgemssXpZOhvoxpnAlTJoS-NM2xknhdOmCWopyqzRtg6M2oDFR6B05WQXlKY2NqsyJ0_AgcoqK0-37xgsnp_eJy_h_HU6mzzMQ-GzuJAxQpRSNJECSVJkIsuTSJEcIVUoRnGBiE-YYBqlIkpkzmAkGGR5QQSLE4bJGFwNfY11mluhfcpSmKbxYTmKSUQx9OhmQH6Kz15ax2tthayqrJGmtxxT5DeURpR5ev2HrkzfNX4ErzCFJGHxuuHtoERnrO2k4m2n66z74gjy9Q34I5y8bW4w9fhi27LPa1ns6M_SPbgcQGfF7vf3iLwtlDfn_xnyDTSwlPs</recordid><startdate>20200721</startdate><enddate>20200721</enddate><creator>Holt, Emily L</creator><creator>Krokidi, Konstantina M</creator><creator>Turner, Matthew A. 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P ; Mishra, Piyush ; Zwier, Timothy S ; Rodrigues, Natércia d. N ; Stavros, Vasilios G</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c463t-7733fff48ec1e3dacab85f3b11fdf742d1351382459c58eb705c707bd3c768723</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Excitation spectra</topic><topic>INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY</topic><topic>Laser induced fluorescence</topic><topic>Molecular Structure</topic><topic>Photochemical Processes</topic><topic>Photoexcitation</topic><topic>Radiation effects</topic><topic>Salicylates - chemistry</topic><topic>Spectrum analysis</topic><topic>Sun screens</topic><topic>Ultrafast lasers</topic><topic>Ultraviolet filters</topic><topic>Ultraviolet Rays</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Holt, Emily L</creatorcontrib><creatorcontrib>Krokidi, Konstantina M</creatorcontrib><creatorcontrib>Turner, Matthew A. 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P</au><au>Mishra, Piyush</au><au>Zwier, Timothy S</au><au>Rodrigues, Natércia d. N</au><au>Stavros, Vasilios G</au><aucorp>Purdue Univ., West Lafayette, IN (United States)</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Insights into the photoprotection mechanism of the UV filter homosalate</atitle><jtitle>Physical chemistry chemical physics : PCCP</jtitle><addtitle>Phys Chem Chem Phys</addtitle><date>2020-07-21</date><risdate>2020</risdate><volume>22</volume><issue>27</issue><spage>1559</spage><epage>15519</epage><pages>1559-15519</pages><issn>1463-9076</issn><eissn>1463-9084</eissn><abstract>Homosalate (HMS) is a salicylate molecule that is commonly included within commercial sunscreen formulations to provide protection from the adverse effects of ultraviolet (UV) radiation exposure. In the present work, the mechanisms by which HMS provides UV photoprotection are unravelled, using a multi-pronged approach involving a combination of time-resolved ultrafast laser spectroscopy in the gas-phase and in solution, laser-induced fluorescence, steady-state absorption spectroscopy, and computational methods. The unique combination of these techniques allow us to show that the
enol
tautomer of HMS undergoes ultrafast excited state intramolecular proton transfer (ESIPT) upon photoexcitation in the UVB (290-320 nm) region; once in the
keto
tautomer, the excess energy is predominantly dissipated non-radiatively. Sharp transitions are observed in the LIF spectrum at close-to-origin excitation energies, which points towards the potential presence of a second conformer that does not undergo ESIPT. These studies demonstrate that, overall, HMS exhibits mostly favourable photophysical characteristics of a UV filter for inclusion in sunscreen formulations.
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| ispartof | Physical chemistry chemical physics : PCCP, 2020-07, Vol.22 (27), p.1559-15519 |
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| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Excitation spectra INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY Laser induced fluorescence Molecular Structure Photochemical Processes Photoexcitation Radiation effects Salicylates - chemistry Spectrum analysis Sun screens Ultrafast lasers Ultraviolet filters Ultraviolet Rays |
| title | Insights into the photoprotection mechanism of the UV filter homosalate |
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