Investigation of the Sunscreen Octocrylene’s Interaction with Amino Acid Analogs in the Presence of UV Radiation
| Autor: | Isabella Karlsson, Jerker Mårtensson, Anna Börje, Elin Persson |
|---|---|
| Rok vydání: | 2012 |
| Předmět: |
Benzylamines
Magnetic Resonance Spectroscopy Ultraviolet Rays UV filter Cosmetics Biochemistry Acylation chemistry.chemical_compound Benzylamine Phenols Cyclohexanes Amide Benzophenone Humans Organic chemistry Drug Interactions Reactivity (chemistry) Sulfhydryl Compounds Amino Acids Physical and Theoretical Chemistry Chromatography High Pressure Liquid chemistry.chemical_classification Photolysis Ethanol Molecular Mimicry General Medicine Allergens Skatole Amino acid Solutions Kinetics Octocrylene Acrylates chemistry Sunscreening Agents |
| Zdroj: | Photochemistry and Photobiology. 88:904-912 |
| ISSN: | 0031-8655 |
| Popis: | Octocrylene is an organic UV filter, commonly used in sunscreens and cosmetics, which can give rise to both contact and photocontact allergy. Our aim was to investigate octocrylene's interaction with amino acid analogs in the presence of UV radiation to better understand the reason for octocrylene's photoallergenic capacity. The amino acid analogs were photolysed in presence and absence of octocrylene for 1 h in cyclohexane. The rate of degradation was considerably slower for all amino acid analogs when octocrylene was present in the mixture. Benzylamine, the lysine analog, did react with octocrylene during the photolysis and the corresponding amide was formed in an acylation reaction. By varying the benzylamine concentration and keeping the octocrylene concentration fixed the reaction rate was shown to be independent of the amine concentration. The same type of acylation reaction took place when octocrylene alone was photolysed in ethanol in which the ethyl ester was formed from octocrylene and ethanol. Our results suggest that octocrylene's ability to cause photocontact allergy could be due to its photoinduced reactivity toward primary amines and alcohols. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Plný text