Source:http://linkedlifedata.com/resource/pubmed/id/12585481
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
3
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pubmed:dateCreated |
2003-2-14
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pubmed:abstractText |
A technique based on liquid chromatography has been developed to facilitate studies of enantioselectivity in penicillin G acylase (PGA)-catalyzed hydrolysis of some 2-aryloxyalkanoic acid methyl esters and isosteric analogues. PGA was covalently immobilized on an aminopropyl monolithic silica support to create an immobilized HPLC-enzyme reactor. Two sets of experimental data were drawn to calculate the enantioselectivity (E) of the kinetically controlled enantiomer-differentiating reaction, the degree of substrate conversion and the enantiomeric excess of the product. The developed enzymatic reactor was coupled through a switching valve to an achiral analytical column for separation and quantitation of the hydrolysis products. The enantiomeric excess was determined off-line on a PGA-chiral stationary phase. In this way, highly precise E values were determined. A computational study related to the hydrolysis of the considered racemic esters was also carried out in order to unambiguously clarify both the substrate specificity and the enantioselectivity displayed by PGA.
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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 |
Feb
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pubmed:issn |
0003-2700
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pubmed:author |
pubmed-author:CaccialanzaGabrieleG,
pubmed-author:CalleriEnricaE,
pubmed-author:FracchiollaGiuseppeG,
pubmed-author:LavecchiaAntonioA,
pubmed-author:LoiodiceFulvioF,
pubmed-author:LubdaDieterD,
pubmed-author:MassoliniGabriellaG,
pubmed-author:NovellinoEttoreE,
pubmed-author:TemporiniCaterinaC,
pubmed-author:TortorellaPaoloP
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pubmed:issnType |
Print
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pubmed:day |
1
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pubmed:volume |
75
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
535-42
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:12585481-Catalysis,
pubmed-meshheading:12585481-Chromatography, High Pressure Liquid,
pubmed-meshheading:12585481-Enzymes, Immobilized,
pubmed-meshheading:12585481-Esters,
pubmed-meshheading:12585481-Hydrolysis,
pubmed-meshheading:12585481-Penicillin Amidase,
pubmed-meshheading:12585481-Stereoisomerism,
pubmed-meshheading:12585481-Substrate Specificity
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pubmed:year |
2003
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pubmed:articleTitle |
Enantioselective hydrolysis of some 2-aryloxyalkanoic acid methyl esters and isosteric analogues using a penicillin G acylase-based HPLC monolithic silica column.
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pubmed:affiliation |
Dipartimento di Chimica Farmaceutica, Universita' di Pavia, Via Taramani 12, 1-27100 Pavia, Italy. g.massolini@unipv.it
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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