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Bidirectional role of synthetic musk tonalide as photosensitizer and activator on amino acids:Formation of sensitizer imine at aqueous chemistry interface of skin

作     者:Na Luo Yanpeng Gao Mei Wang Xiaolin Niu Guiying Li Taicheng An 

作者机构:Guangdong-Hong Kong-Macao Joint Laboratory for Contaminants Exposure and HealthGuangdong Key Laboratory of Environmental Catalysis and Health Risk ControlInstitute of Environmental Health and Pollution ControlGuangdong University of TechnologyGuangzhou 510006China Guangzhou Key Laboratory of Environmental Catalysis and Pollution ControlKey Laboratory of City Cluster Environmental Safety and Green Development of the Ministry of EducationSchool of Environmental Science and EngineeringGuangdong University of TechnologyGuangzhou 510006China 

出 版 物:《Eco-Environment & Health》 (生态环境与健康(英文))

年 卷 期:2023年第2卷第1期

页      面:32-39页

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基  金:This work was supported by the National Key Research and Development Program of China(2019YFC1804503 and 2019YFC1804501) the Key-Area Research and Development Program of Guangdong Province(2020B1111350002) the Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program(2017BT01Z032) the National Natural Science Foundation of China(41977365 and 41425015) the Key Project of Guangdong-Guangxi Joint Fund(2020B1515420002) 

主  题:Personal care products Amino acids Photosensitive damage Electron transfer Imines 

摘      要:Personal care products(PCPs)inevitably come into contact with the skin in people’s daily life,potentially causing adverse effects on human *** adverse effects can be exacerbated under UV irradiation but are rarely *** this study,to clearly understand the damage of representative PCPs to human skin and their photochemical transformation behaviors,fragrance tonalide(AHTN)was measured in the presence of amino acids as a basic building block of human *** results showed that amino acids could decelerate the photochemical transformation rate of AHTN,increasing the likelihood of AHNT persisting on the skin surface and the health risk to the human ***,the interaction between amino acids and AHTN was *** could play bidirectional roles in damaging amino acids:the photosensitizer and reactive *** a photosensitizer,the ^(1)O_(2) generated from the AHTN photosensitization was partly employed to oxidative damage amino ***,by combining experiments with quantum chemical computation,the carbonyl group of the activator AHTN was found to be the active site to activate the N-containing group of amino *** activation mechanism was the electron transfer between AHTN and amino *** formed during the photochemical transformation of AHTN with histidine/glycine were the molecular initiating event for potential skin *** study reported for the first time that skin photosensitizer formation threatens human health during the photochemical transformation of AHTN.

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