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Isolation of Cross-Coupling Products in Model Studies on the Photochemical Modification of Proteins by Tiaprofenic Acid

✍ Scribed by Miguel Angel Miranda; Julia Pérez-Prieto; Agustin Lahoz; Isabel M. Morera; Zaideth Sarabia; Ramón Martínez-Máñez; Jose V. Castell


Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
169 KB
Volume
1999
Category
Article
ISSN
1434-193X

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✦ Synopsis


To gain insight into the chemical nature of drug-induced more hindered phenol, such as 2,6-di-tert-butylphenol. Similar results are obtained when tiaprofenic acid (TPA) or photoallergy, model studies have been carried out on the photochemical modification of proteins by tiaprofenic acid.

its methyl ester are used as photosensitizers. The observed formation of "dimers" can be related to protein photo-Irradiation of decarboxylated tiaprofenic acid (DTPA) in the presence of p-cresol leads to C-C-and C-O-connected p-crosslinking, through the coupling of two tyrosine units. On the other hand, phenol-(D)TPA cross-coupling may be cresol "dimers", together with DTPA hydrodimers. The pcresol-DTPA cross-coupling product was not detected in this relevant to the understanding of drug-protein photobinding. reaction. However, a product of this type is formed using a aggregates (protein photo-crosslinking). Finally, using xylated tiaprofenic acid (2) [a] Instituto de Tecnologı ´a Quı ´mica/Departamento de Quı ´mica,

We report herein that irradiation of DTPA in the pres-Universidad Polite ´cnica de Valencia, ence of p-cresol leads to CϪC-and CϪO-connected PC