Linked Life Data

6833253

Source:http://linkedlifedata.com/resource/pubmed/id/6833253

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
7
pubmed:dateCreated
1983-5-5
pubmed:abstractText
Oxidation of 1-octene by cytochrome P-450 results concurrently in formation of 1,2-oxidooctane and in N-alkylation by the catalytically activated olefin of the prosthetic heme group. The stereochemistry of trans-1-[1-2H]octene is retained during both transformations. This alkylation stereochemistry requires addition of the pyrrole nitrogen and the activated oxygen to the same side of the double bond, a reaction geometry opposite to that expected if the heme were alkylated by the epoxide metabolite. Stereochemical analysis shows that the S enantiomer of the epoxide is formed in slight excess over the R enantiomer by oxidation of the re and si faces, respectively, of the olefin, but that heme alkylation only occurs during oxidation of the re face. The stereochemical specificity of epoxidation and heme alkylation requires that (a) the two processes proceed by independent (probably concerted) mechanisms, or (b) the two processes diverge from a common acyclic intermediate.
pubmed:grant
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Apr
pubmed:issn
0021-9258
pubmed:author
pubmed:issnType
Print
pubmed:day
10
pubmed:volume
258
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
4208-13
pubmed:dateRevised
2007-11-14
pubmed:meshHeading
pubmed:year
1983
pubmed:articleTitle
Stereochemistry of cytochrome P-450-catalyzed epoxidation and prosthetic heme alkylation.
pubmed:publicationType
Journal Article, Research Support, U.S. Gov't, P.H.S.