Source:http://linkedlifedata.com/resource/pubmed/id/15290691
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
8
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pubmed:dateCreated |
2004-8-3
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pubmed:abstractText |
Several Anisotome diterpene derivatives were synthesized in an attempt to obtain a crystalline compound for X-ray analysis. Although we were unable to obtain a suitable crystal, the absolute configuration of the irregular diterpene skeleton was determined using two other techniques: a circular dichroism (CD) protocol based on a tetraarylporphyrin molecular tweezer that allowed prediction of the absolute stereochemistry on a microscale level, and a method employing differences in NMR shifts from derivatization of the naturally occurring acid 1 with enantiomers of a phenylglycine methyl ester (PGME) chiral anisotropic reagent. The excellent agreement between the CD and NMR methods led to the assignment of a 2S-absolute configuration for anisotomenoic acid 1.
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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 |
Oct
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pubmed:issn |
0899-0042
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
16
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
549-58
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pubmed:dateRevised |
2007-11-14
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pubmed:meshHeading |
pubmed-meshheading:15290691-Angiosperms,
pubmed-meshheading:15290691-Circular Dichroism,
pubmed-meshheading:15290691-Diterpenes,
pubmed-meshheading:15290691-Glycine,
pubmed-meshheading:15290691-Magnetic Resonance Spectroscopy,
pubmed-meshheading:15290691-Models, Molecular,
pubmed-meshheading:15290691-Molecular Conformation,
pubmed-meshheading:15290691-Molecular Structure,
pubmed-meshheading:15290691-Spectrophotometry, Ultraviolet,
pubmed-meshheading:15290691-Stereoisomerism
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pubmed:year |
2004
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pubmed:articleTitle |
Determination of the absolute configuration of Anisotome irregular diterpenes: application of CD and NMR methods.
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pubmed:affiliation |
Crop and Food Research, Department of Chemistry, Otago University, Dunedin, New Zealand. vanklinkj@crop.cri.nz
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.,
Research Support, Non-U.S. Gov't
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