rdf:type |
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lifeskim:mentions |
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pubmed:issue |
1
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pubmed:dateCreated |
2005-2-18
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pubmed:abstractText |
Three 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.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/2,3-diaminopropionic acid,
http://linkedlifedata.com/resource/pubmed/chemical/Antioxidants,
http://linkedlifedata.com/resource/pubmed/chemical/Carnosine,
http://linkedlifedata.com/resource/pubmed/chemical/Dipeptidases,
http://linkedlifedata.com/resource/pubmed/chemical/Enzyme Inhibitors,
http://linkedlifedata.com/resource/pubmed/chemical/Free Radical Scavengers,
http://linkedlifedata.com/resource/pubmed/chemical/Hydroxyl Radical,
http://linkedlifedata.com/resource/pubmed/chemical/Peroxynitrous Acid,
http://linkedlifedata.com/resource/pubmed/chemical/Tyrosine,
http://linkedlifedata.com/resource/pubmed/chemical/aminoacyl-histidine dipeptidase,
http://linkedlifedata.com/resource/pubmed/chemical/beta-Alanine
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pubmed:status |
MEDLINE
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pubmed:month |
Feb
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pubmed:issn |
0939-4451
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:volume |
28
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
77-83
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:15662563-Acetylation,
pubmed-meshheading:15662563-Antioxidants,
pubmed-meshheading:15662563-Biochemistry,
pubmed-meshheading:15662563-Carnosine,
pubmed-meshheading:15662563-Dipeptidases,
pubmed-meshheading:15662563-Drug Evaluation, Preclinical,
pubmed-meshheading:15662563-Enzyme Inhibitors,
pubmed-meshheading:15662563-Free Radical Scavengers,
pubmed-meshheading:15662563-Humans,
pubmed-meshheading:15662563-Hydrolysis,
pubmed-meshheading:15662563-Hydroxyl Radical,
pubmed-meshheading:15662563-Molecular Mimicry,
pubmed-meshheading:15662563-Peroxynitrous Acid,
pubmed-meshheading:15662563-Structure-Activity Relationship,
pubmed-meshheading:15662563-Tyrosine,
pubmed-meshheading:15662563-beta-Alanine
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pubmed:year |
2005
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pubmed:articleTitle |
Biochemical properties of new synthetic carnosine analogues containing the residue of 2,3-diaminopropionic acid: the effect of N-acetylation.
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pubmed:affiliation |
Dipartimento di Scienze del Farmaco, Università degli Studi G. d'Annunzio, 66013 Chieti, Italy.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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