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pubmed-article:15662563pubmed:abstractTextThree novel carnosine analogues 7-9 containing the residue of L(+)2,3-diaminopropionic acid with different degree of N-acetylation instead of beta-alanine have been synthesized and characterized. Comparative analysis of hydrolysis by carnosinase revealed that the mono- and bis-acetylated compounds 8 and 9 are resistant to enzymatic hydrolysis and act as competitive inhibitors of this enzyme. The hydroxyl radical scavenging potential of the three analogues was evaluated by their ability to inhibit iron/H(2)O(2)-induced degradation of deoxyribose. The second-order rate constants of the reaction of compounds 7-9 with hydroxyl radical were almost identical to that of carnosine. These compounds were also found to act as protective agents against peroxynitrite-dependent damage as assessed by their ability to prevent nitration of free tyrosine induced by this species.lld:pubmed
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pubmed-article:15662563pubmed:dateRevised2006-11-15lld:pubmed
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pubmed-article:15662563pubmed:articleTitleBiochemical properties of new synthetic carnosine analogues containing the residue of 2,3-diaminopropionic acid: the effect of N-acetylation.lld:pubmed
pubmed-article:15662563pubmed:affiliationDipartimento di Scienze del Farmaco, Università degli Studi G. d'Annunzio, 66013 Chieti, Italy.lld:pubmed
pubmed-article:15662563pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:15662563pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed