PMID: 9528688Apr 7, 1998Paper

Isolation and analysis of dityrosine from enzyme-catalyzed oxidation of tyrosine and X-irradiated peptide and proteins

Chemico-biological Interactions
M Sharma, R Jain

Abstract

Dityrosine (DT) was isolated in a single-step by reversed-phase HPLC in 25% yield from enzyme-catalyzed oxidation of N-acetyl tyrosine followed by deacetylation. The isolated product was characterized by 1H NMR. A three-step chromatographic procedure was reported to facilitate the preparation of DT from the enzyme-catalyzed oxidation of tyrosine in 26% yield of theoretical maximum. Upon irradiation at 284 nm in acidic and 315 nm alkaline conditions, DT exhibits strong fluorescence at 400 nm-range. However, when excited at 300 nm-range, contribution of similar fluorescence by Trp oxidation and other protein modifications cannot be overruled. In order to identify the formation of DT unequivocally, Tyr was subjected to X-irradiation under nitrogen at pH 4 and labeled with dansyl chloride. HPLC conditions were devised to resolve dansylated DT from dansylated standard amino acids. Radiation-induced DT was identified by cochromatography with a dansylated, authentic sample of DT isolated and characterized from enzyme-catalyzed oxidation of Tyr. The formation of DT in the irradiated samples, determined by the integrated peak area, increased with dose (0-600 Gy). HPLC analysis of dansylated hydrolysate of the major product from an irrad...Continue Reading

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Citations

Jul 3, 2007·Free Radical Biology & Medicine·Yves BlouquitCécile Sicard-Roselli
Dec 9, 2003·Journal of Inorganic Biochemistry·Feda E AliFrances Separovic
Oct 14, 2014·Physical Chemistry Chemical Physics : PCCP·Abdeslam Et TaouilCécile Sicard-Roselli

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