Source:http://linkedlifedata.com/resource/pubmed/id/10984740
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
9
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pubmed:dateCreated |
2000-11-7
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pubmed:abstractText |
Both epimers of the naturally occurring nonproteinogenic amino acid L-cyclopentenylglycine, (2S,1'S)- and (2S, 1'R)-2-(cyclopent-2'-enyl)glycine, were obtained via a procedure involving condensation of 3-chlorocyclopentene with diethyl acetylaminomalonate, deethoxycarbonylation, chromatographic separation of the resulting two pairs of enantiomers, and enzymatic resolution of the racemates employing enantioselective hydrolysis of the ethyl ester group with alpha-chymotrypsin. The method was used for preparation of (13)C-labeled compounds of interest for biosynthetic tracer experiments. Enantiomeric purity of the products was determined by chiral HPLC on a Crownpak CR(+) column. The biologically active (2S,1'R) isomer was obtained as a pure compound and characterized for the first time. The (2R,1'R) and (2R,1'S) isomers were obtained as N-acetyl ethyl ester derivatives.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Carbon Isotopes,
http://linkedlifedata.com/resource/pubmed/chemical/Chymotrypsin,
http://linkedlifedata.com/resource/pubmed/chemical/Glycine,
http://linkedlifedata.com/resource/pubmed/chemical/alpha-chymotrypsin,
http://linkedlifedata.com/resource/pubmed/chemical/cyclopentenylglycine
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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:copyrightInfo |
Copyright 2000 Wiley-Liss, Inc.
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pubmed:issnType |
Print
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pubmed:volume |
12
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
665-9
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pubmed:dateRevised |
2009-1-8
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pubmed:meshHeading | |
pubmed:year |
2000
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pubmed:articleTitle |
Synthesis of epimers of L-cyclopentenylglycine using enzymatic resolution.
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pubmed:affiliation |
Department of Medicinal Chemistry, The Royal Danish School of Pharmacy, Copenhagen, Denmark.
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pubmed:publicationType |
Journal Article
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