Source:http://linkedlifedata.com/resource/pubmed/id/10346935
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
10
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pubmed:dateCreated |
1999-6-10
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pubmed:abstractText |
The substrate properties of a series of 1-methyl-4-phenyl-1,2,3, 6-tetrahydropyridinyl (MPTP) analogues in which the C-4 phenyl group has been replaced with various 4-azaaryl moieties have been examined in an effort to evaluate the contribution of electronic, polar, and steric parameters to the MAO-B-catalyzed oxidation of this type of cyclic tertiary allylamine to the corresponding dihydropyridinium metabolite. No significant correlation could be found with the calculated energy of the C-H bond undergoing cleavage. A general trend, however, was observed between the magnitude of the log P value with the magnitude of kcat/Km. The results indicate that the placement of a polar nitrogen atom in the space occupied by the phenyl group of MPTP leads to a dramatic decrease in substrate properties. Enhanced substrate properties, however, were observed when benzoazaarenes replaced the corresponding five-membered azaarenes. These results are consistent with our previously published molecular model of the active site of MAO-B.
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pubmed:grant | |
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 |
May
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pubmed:issn |
0022-2623
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
20
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pubmed:volume |
42
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
1828-35
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pubmed:dateRevised |
2007-11-14
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pubmed:meshHeading |
pubmed-meshheading:10346935-Animals,
pubmed-meshheading:10346935-Aza Compounds,
pubmed-meshheading:10346935-Catalysis,
pubmed-meshheading:10346935-Cattle,
pubmed-meshheading:10346935-Kinetics,
pubmed-meshheading:10346935-Liver,
pubmed-meshheading:10346935-Monoamine Oxidase,
pubmed-meshheading:10346935-Pyridines,
pubmed-meshheading:10346935-Structure-Activity Relationship,
pubmed-meshheading:10346935-Substrate Specificity,
pubmed-meshheading:10346935-Thermodynamics
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pubmed:year |
1999
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pubmed:articleTitle |
Studies on the monoamine oxidase-B-catalyzed biotransformation of 4-azaaryl-1-methyl-1,2,3,6-tetrahydropyridine derivatives.
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pubmed:affiliation |
Department of Chemistry, Virginia Tech, Blacksburg, Virginia 24061, USA.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.
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