{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,31]],"date-time":"2025-10-31T21:58:17Z","timestamp":1761947897002},"reference-count":49,"publisher":"Wiley","issue":"6","license":[{"start":{"date-parts":[[2013,9,4]],"date-time":"2013-09-04T00:00:00Z","timestamp":1378252800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Intern J of Cosmetic Sci"],"published-print":{"date-parts":[[2013,12]]},"abstract":"<jats:title>Synopsis<\/jats:title><jats:sec><jats:title>Objective<\/jats:title><jats:p>Most <jats:styled-content style=\"fixed-case\">UV<\/jats:styled-content> filters used in sunscreens and other cosmetic products contain carbonyl groups, which generally are able to react with peptides or free amino acids of the human skin. To estimate their reactivity, we studied different prominent <jats:styled-content style=\"fixed-case\">UV<\/jats:styled-content> filter substances, octocrylene, ethylhexyl salicylate, 4\u2010t\u2010butyl\u20104\u2032\u2010methoxydibenzoylmethane, ethylhexyl methoxycinnamate, benzophenone\u20103, hydroxymethylbenzoyl sulphonic acid, octyldimethyl p\u2010aminobenzoic acid, 3\u2010benzylidene camphor, 4\u2010methylbenzylidene camphor, diethylhexyl butamido triazone and ethylhexyl triazone.<\/jats:p><\/jats:sec><jats:sec><jats:title>Methods<\/jats:title><jats:p>A simple screening method using an amino <jats:styled-content style=\"fixed-case\">HPTLC<\/jats:styled-content> plate as protein model was established. The influence of different reaction conditions like heating and irradiation was determined.<\/jats:p><\/jats:sec><jats:sec><jats:title>Results<\/jats:title><jats:p>The ketones <jats:styled-content style=\"fixed-case\">BP<\/jats:styled-content>\u20103, <jats:styled-content style=\"fixed-case\">HMBS<\/jats:styled-content> and <jats:styled-content style=\"fixed-case\">BM<\/jats:styled-content>\u2010<jats:styled-content style=\"fixed-case\">DBM<\/jats:styled-content> revealed the highest binding rates after both irradiation and heating. After 1\u00a0h of irradiation, 82%, 28% and 96%, respectively, were bonded to the amino phase, while heating resulted in values of 52%, 36% and 16%. For <jats:styled-content style=\"fixed-case\">BP<\/jats:styled-content>\u20103 and <jats:styled-content style=\"fixed-case\">HMBS<\/jats:styled-content>, even storage in the dark at room temperature resulted in a low binding. Contrarily, for the two camphor derivatives 3\u2010<jats:styled-content style=\"fixed-case\">BC<\/jats:styled-content> and 4\u2010<jats:styled-content style=\"fixed-case\">MBC<\/jats:styled-content>, only irradiation led to a slightly turnover. <jats:styled-content style=\"fixed-case\">UV<\/jats:styled-content> filters with ester groups also showed a different behaviour depending on their main skeleton. While <jats:styled-content style=\"fixed-case\">OCR<\/jats:styled-content> especially reacted under heating with the amino phase, resulting in 36% of bound species after one hour, <jats:styled-content style=\"fixed-case\">UV<\/jats:styled-content> irradiation particularly encouraged a reaction of the other esters. After 1\u00a0h irradiation, 15% of <jats:styled-content style=\"fixed-case\">EHMC<\/jats:styled-content>, 38% of <jats:styled-content style=\"fixed-case\">EHS<\/jats:styled-content> and 48% of <jats:styled-content style=\"fixed-case\">OD<\/jats:styled-content>\u2010<jats:styled-content style=\"fixed-case\">PABA<\/jats:styled-content> were bonded to the amino groups of the <jats:styled-content style=\"fixed-case\">HPTLC<\/jats:styled-content> plate, whereas the reactivity of the two triazones, <jats:styled-content style=\"fixed-case\">EHT<\/jats:styled-content> and <jats:styled-content style=\"fixed-case\">DEBT<\/jats:styled-content>, was comparatively low.<\/jats:p><\/jats:sec><jats:sec><jats:title>Conclusion<\/jats:title><jats:p>Especially the <jats:styled-content style=\"fixed-case\">UV<\/jats:styled-content> filters <jats:styled-content style=\"fixed-case\">BP<\/jats:styled-content>\u20103, <jats:styled-content style=\"fixed-case\">BM<\/jats:styled-content>\u2010<jats:styled-content style=\"fixed-case\">DBM<\/jats:styled-content>,<jats:styled-content style=\"fixed-case\"> HMBS<\/jats:styled-content>,<jats:styled-content style=\"fixed-case\"> EHMC<\/jats:styled-content> or <jats:styled-content style=\"fixed-case\">OCR<\/jats:styled-content>, which are commonly known to cause contact dermatitis, showed a high tendency to form adducts with the amino layer. Thus, the amino plate seems to be a proper tool to screen for skin sensitizers.<\/jats:p><\/jats:sec>","DOI":"10.1111\/ics.12082","type":"journal-article","created":{"date-parts":[[2013,7,31]],"date-time":"2013-07-31T19:15:18Z","timestamp":1375298118000},"page":"588-599","source":"Crossref","is-referenced-by-count":9,"title":["Rapid screening method to study the reactivity of <scp>UV<\/scp> filter substances towards skin proteins by high\u2010performance thin\u2010layer chromatography"],"prefix":"10.1111","volume":"35","author":[{"given":"C.","family":"Stiefel","sequence":"first","affiliation":[{"name":"Institute of Food Chemistry University of Hohenheim Garbenstrasse 28 Stuttgart 70599 Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"W.","family":"Schwack","sequence":"additional","affiliation":[{"name":"Institute of Food Chemistry University of Hohenheim Garbenstrasse 28 Stuttgart 70599 Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2013,9,4]]},"reference":[{"key":"e_1_2_6_2_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1600-0781.1995.tb00157.x"},{"key":"e_1_2_6_3_1","first-page":"24","article-title":"Mechanisms of aging and photoageing of skin\u2010how wrinkles are formed","volume":"32","author":"Ichihashi M.","year":"2004","journal-title":"Fragr J."},{"key":"e_1_2_6_4_1","first-page":"882","article-title":"Effects of ultraviolet radiation on human skin","volume":"124","author":"Mommaas A.M.","year":"1998","journal-title":"SOFW J."},{"key":"e_1_2_6_5_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1600-0781.2004.00111.x"},{"key":"e_1_2_6_6_1","doi-asserted-by":"publisher","DOI":"10.1046\/j.1365-2133.1998.02506.x"},{"key":"e_1_2_6_7_1","first-page":"47","article-title":"Skin aging","volume":"17","author":"Puizina\u2010Ivi\u0107 N.","year":"2008","journal-title":"Acta Dermatovenerol. 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