Authors: López-Alarcón, C.¹; Aspée, A.¹; Henríquez, C.¹; Campos, A. M.²; Lissi, E. A.¹

Source: Redox Report, Volume 10, Number 4, August 2005 , pp. 227-234(8)

Publisher: Maney Publishing

Abstract:

The capacity of urocanic acid to interact with peroxyl radicals has been evaluated in several systems: oxidation in the presence of a free radical source (2,2?-azobis(2-amidinopropane; AAPH), protection of phycocyanin bleaching elicited by peroxyl radicals, and Cu(II)- and AAPH-promoted LDL oxidation. The results indicate that both isomers (cis and trans) are mild peroxyl radical scavengers. For example, trans-urocanic acid is nearly 400 times less efficient than Trolox in the protection of the peroxyl radical promoted bleaching of phycocyanin. Regarding the removal of urocanic acid by peroxyl radicals, nearly 100 ?M trans-urocanic acid is required to trap half of the produced radicals under the employed conditions (10 mM AAPH, 37°C). Competitive experiments show that the cis-isomer traps peroxyl radicals ˜30% less efficiently than the trans-isomer. Given the high concentrations that trans-urocanic acid reaches in skin, its capacity to trap peroxyl radicals could contribute to the protection of the tissue towards ROS-mediated processes. Furthermore, both isomers, and particularly the cis-isomer, protect LDL from Cu(II)-induced oxidation.

Keywords: C-PHYCOCYANIN; PEROXYL RADICALS; UROCANIC ACID; LDL

Document Type: Research Article

DOI: http://dx.doi.org/10.1179/135100005X70189

Affiliations: 1: Facultad de Química y Biología, Universidad de Santiago de Chile, Santiago, Chile 2: Departamento de Química, Universidad Técnica Federico Santamaría, Valparaíso, Chile

Publication date: 2005-08-01

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