Asymmetric synthesis of (S)-ethyl-4-chloro-3-hydroxy butanoate using a Saccharomyces cerevisiae reductase: enantioselectivity and enzyme?substrate docking studies

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dc.contributor.authorJ Jung-
dc.contributor.authorH J Park-
dc.contributor.authorK N Uhm-
dc.contributor.authorDoo Il Kim-
dc.contributor.authorH K Kim-
dc.date.accessioned2017-04-19T09:19:28Z-
dc.date.available2017-04-19T09:19:28Z-
dc.date.issued2010-
dc.identifier.issn1570-9639-
dc.identifier.uri10.1016/j.bbapap.2010.06.011ko
dc.identifier.urihttps://oak.kribb.re.kr/handle/201005/9683-
dc.description.abstractEthyl (S)-4-chloro-3-hydroxy butanoate (ECHB) is a building block for the synthesis of hypercholesterolemia drugs. In this study, various microbial reductases have been cloned and expressed in Escherichia coli. Their reductase activities toward ethyl-4-chloro oxobutanoate (ECOB) have been assayed. Amidst them, Baker's yeast YDL124W, YOR120W, and YOL151W reductases showed high activities. YDL124W produced (S)-ECHB exclusively, whereas YOR120W and YOL151W made (R)-form alcohol. The homology models and docking models with ECOB and NADPH elucidated their substrate specificities and enantioselectivities. A glucose dehydrogenase-coupling reaction was used as NADPH recycling system to perform continuously the reduction reaction. Recombinant E. coli cell co-expressing YDL124W and Bacillus subtilis glucose dehydrogenase produced (S)-ECHB exclusively.-
dc.publisherElsevier-
dc.titleAsymmetric synthesis of (S)-ethyl-4-chloro-3-hydroxy butanoate using a Saccharomyces cerevisiae reductase: enantioselectivity and enzyme?substrate docking studies-
dc.title.alternativeAsymmetric synthesis of (S)-ethyl-4-chloro-3-hydroxy butanoate using a Saccharomyces cerevisiae reductase: enantioselectivity and enzyme?substrate docking studies-
dc.typeArticle-
dc.citation.titleBiochimica et Biophysica Acta-Proteins and Proteomics-
dc.citation.number9-
dc.citation.endPage1849-
dc.citation.startPage1841-
dc.citation.volume1804-
dc.contributor.affiliatedAuthorDoo Il Kim-
dc.contributor.alternativeName정지혜-
dc.contributor.alternativeName박현주-
dc.contributor.alternativeName엄기남-
dc.contributor.alternativeName김두일-
dc.contributor.alternativeName김형권-
dc.identifier.bibliographicCitationBiochimica et Biophysica Acta-Proteins and Proteomics, vol. 1804, no. 9, pp. 1841-1849-
dc.identifier.doi10.1016/j.bbapap.2010.06.011-
dc.subject.keywordChiral intermediate-
dc.subject.keywordDocking model-
dc.subject.keywordEnantioselectivity-
dc.subject.keywordHyperlipidemia drug-
dc.subject.keywordReductase-
dc.subject.localChiral intermediate-
dc.subject.localDocking model-
dc.subject.localEnantioselectivity-
dc.subject.localHyperlipidemia drug-
dc.subject.localReductase-
dc.description.journalClassY-
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