Switch to
Predicate | Object |
---|---|
rdf:type | |
lifeskim:mentions | |
pubmed:issue |
3
|
pubmed:dateCreated |
1988-4-11
|
pubmed:abstractText |
Results from previous studies indicate that rabbit liver microsomal cytochrome P-450 catalyzes the C-5' two-electron oxidation of (S)-nicotine stereoselectivity with preferential loss of the pro-(E)-hydrogen atom trans to the pyridine ring. We now have examined the regio- and stereochemical features of the oxidation of (S)-nicotine by peroxides in the presence of various hemoproteins and by electrochemical and photochemical methods. None of these systems gave rise to the stereochemical outcomes observed with the cytochrome P-450 mediated reaction. The results of these studies are interpreted as additional evidence for the formation of a highly ordered complex between (S)-nicotine and cytochrome P-450 that directs the regio- and diasterioselective alpha-carbon oxidation of this substrate.
|
pubmed:grant | |
pubmed:language |
eng
|
pubmed:journal | |
pubmed:citationSubset |
IM
|
pubmed:chemical | |
pubmed:status |
MEDLINE
|
pubmed:month |
Mar
|
pubmed:issn |
0022-2623
|
pubmed:author | |
pubmed:issnType |
Print
|
pubmed:volume |
31
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
637-40
|
pubmed:dateRevised |
2007-11-14
|
pubmed:meshHeading |
pubmed-meshheading:3346880-Animals,
pubmed-meshheading:3346880-Cytochrome P-450 Enzyme System,
pubmed-meshheading:3346880-Gas Chromatography-Mass Spectrometry,
pubmed-meshheading:3346880-Microsomes, Liver,
pubmed-meshheading:3346880-Nicotine,
pubmed-meshheading:3346880-Oxidation-Reduction,
pubmed-meshheading:3346880-Rabbits,
pubmed-meshheading:3346880-Stereoisomerism
|
pubmed:year |
1988
|
pubmed:articleTitle |
Regio- and stereochemical studies on the alpha-carbon oxidation of (S)-nicotine by cytochrome P-450 model systems.
|
pubmed:affiliation |
Division of Toxicology, School of Pharmacy, University of California, San Francisco 94143.
|
pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.
|