Source:http://linkedlifedata.com/resource/pubmed/id/11536516
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
11
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pubmed:dateCreated |
1995-6-16
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pubmed:abstractText |
Stereoselective and enantiospecific transformation mechanisms in lignan biogenesis are only now yielding to scientific inquiry: it has been shown that soluble cell-free preparations from Forsythia intermedia catalyse the formation of the enantiomerically pure lignan, (-)-secoisolariciresinol, when incubated with coniferyl alcohol in the presence of NAD(P)H and H2O2. Surprisingly, (-)-pinoresinol also accumulates in this soluble cell-free assay mixture in > 96% enantiomeric excess, even though it is not the naturally occurring antipode present in Forsythia sp. But these soluble cell-free preparations do not engender stereoselective coupling; instead, racemic pinoresinols are first formed, catalysed by an H2O2-dependent peroxidase reaction. An enantiospecific NAD(P)H reductase then converts (+)-pinoresinol, and not the (-)-antipode, into (-)-secoisolariciresinol. Stereoselective synthesis [correction of syntheis] of (+)-pinoresinol from E-coniferyl alcohol is, however, catalysed by an insoluble enzyme preparation in F. suspensa, obtained following removal of readily soluble and ionically bound enzymes; no exogenously supplied cofactors were required other than oxygen, although the reaction was stimulated by NAD-malate addition. Thus, the overall biochemical pathway to enantiomerically pure (-)-secoisolariciresinol has been delineated.
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pubmed:keyword |
http://linkedlifedata.com/resource/pubmed/keyword/NASA Discipline Number 40-50,
http://linkedlifedata.com/resource/pubmed/keyword/NASA Discipline Plant Biology,
http://linkedlifedata.com/resource/pubmed/keyword/NASA Program Space Biology,
http://linkedlifedata.com/resource/pubmed/keyword/Non-NASA Center
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
S
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Hydrogen Peroxide,
http://linkedlifedata.com/resource/pubmed/chemical/Lignans,
http://linkedlifedata.com/resource/pubmed/chemical/NADP,
http://linkedlifedata.com/resource/pubmed/chemical/Oxidoreductases,
http://linkedlifedata.com/resource/pubmed/chemical/Peroxidases,
http://linkedlifedata.com/resource/pubmed/chemical/Phenols,
http://linkedlifedata.com/resource/pubmed/chemical/Plant Extracts,
http://linkedlifedata.com/resource/pubmed/chemical/coniferyl alcohol
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pubmed:status |
MEDLINE
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pubmed:month |
Nov
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pubmed:issn |
0031-9422
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
31
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pubmed:owner |
NASA
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3875-81
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pubmed:dateRevised |
2007-8-1
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pubmed:meshHeading |
pubmed-meshheading:11536516-Hydrogen Peroxide,
pubmed-meshheading:11536516-Lignans,
pubmed-meshheading:11536516-NADP,
pubmed-meshheading:11536516-Oxidoreductases,
pubmed-meshheading:11536516-Peroxidases,
pubmed-meshheading:11536516-Phenols,
pubmed-meshheading:11536516-Plant Extracts,
pubmed-meshheading:11536516-Plants,
pubmed-meshheading:11536516-Stereoisomerism
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pubmed:year |
1992
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pubmed:articleTitle |
An extraordinary accumulation of (-)-pinoresinol in cell-free extracts of Forsythia intermedia: evidence for enantiospecific reduction of (+)-pinoresinol.
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pubmed:affiliation |
Institute of Biological Chemistry, Washington State University, Pullman 99164-6340.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.,
Research Support, U.S. Gov't, Non-P.H.S.
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