Source:http://linkedlifedata.com/resource/pubmed/id/16167833
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
9
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pubmed:dateCreated |
2005-9-19
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pubmed:abstractText |
This paper reports a systematic characterization of the products formed by oxidation of 17beta-estradiol (1) with tyrosinase/O2 at low concentrations of physiological relevance. With the substrate at 1-10 nM concentration, the main reaction products included, beside the catechol estrogens 2-hydroxyestradiol (2) and 4-hydroxyestradiol (3), 6-oxo-2-hydroxyestradiol (4), 9,11-dehydro-2-hydroxyestradiol (6), 6,7-dehydro-2-hydroxyestradiol (7), and 9,11-dehydro-4-hydroxyestradiol (10). At higher estradiol concentrations, e.g., 1 microM, 6,7,8,9-dehydro-2-hydroxyestradiol (5) and the dimeric products 8 and 9 were also formed. The origin of these products from oxidative routes of 2 and 3 was established. Overall, the results of this study disclose novel aspects of the reactivity of 1 with the tyrosinase/O2 system and provide the first inventory of the oxidation products of catechol estrogen quinones.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Sep
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pubmed:issn |
0893-228X
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
18
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
1413-9
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:16167833-Catalysis,
pubmed-meshheading:16167833-Chromatography, High Pressure Liquid,
pubmed-meshheading:16167833-Estradiol,
pubmed-meshheading:16167833-Estrogens, Catechol,
pubmed-meshheading:16167833-Molecular Structure,
pubmed-meshheading:16167833-Monophenol Monooxygenase,
pubmed-meshheading:16167833-Oxidation-Reduction,
pubmed-meshheading:16167833-Quinones
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pubmed:year |
2005
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pubmed:articleTitle |
Tyrosinase-catalyzed oxidation of 17beta-estradiol: structure elucidation of the products formed beyond catechol estrogen quinones.
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pubmed:affiliation |
Department of Organic Chemistry and Biochemistry, University of Naples Federico II Complesso Universitario Monte S. Angelo, Via Cinthia 4, I-80126, Naples, Italy. alesssandro.pezzella@unina.it
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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