Linked Life Data

4020838

Source:http://linkedlifedata.com/resource/pubmed/id/4020838

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
8
pubmed:dateCreated
1985-9-12
pubmed:abstractText
Optically pure analogues of (R)- and (S)-warfarin selectively deuterated in either the 6-, 7-, or 8-position were prepared and incubated with microsomal preparations from either nontreated, phenobarbital-pretreated, or beta-naphthoflavone-pretreated male Sprague-Dawley rats. The amount of deuterium retained and the relative amount of hydroxylated product formed (6-, 7-, 8-, or 4'-hydroxywarfarin) from each of the six substrates for each of the treatments were determined by capillary gas chromatography-mass spectrometry. The degree of deuterium retention in all products from all substrates was largely independent of both absolute configuration and induction state. Conversely, the relative amounts of product formed were highly dependent upon both absolute configuration and induction state. These results suggest that all the hydroxylation reactions proceed through an addition rearrangement step prior to or in the absence of epoxide formation, which appears to be dictated by the nature of the heme-Fe3+-oxene complex. In contrast, the position of hydroxylation or regioselectivity appears to be primarily dependent upon the nature of the apoprotein.
pubmed:grant
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Aug
pubmed:issn
0022-2623
pubmed:author
pubmed:issnType
Print
pubmed:volume
28
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
992-6
pubmed:dateRevised
2008-11-21
pubmed:meshHeading
pubmed:year
1985
pubmed:articleTitle
Substrate probes for the mechanism of aromatic hydroxylation catalyzed by cytochrome P-450: selectively deuterated analogues of warfarin.
pubmed:publicationType
Journal Article, In Vitro, Research Support, U.S. Gov't, P.H.S.