Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
9
pubmed:dateCreated
2005-9-19
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.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Sep
pubmed:issn
0893-228X
pubmed:author
pubmed:issnType
Print
pubmed:volume
18
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
1413-9
pubmed:dateRevised
2006-11-15
pubmed:meshHeading
pubmed:year
2005
pubmed:articleTitle
Tyrosinase-catalyzed oxidation of 17beta-estradiol: structure elucidation of the products formed beyond catechol estrogen quinones.
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
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't