DC Field | Value | Language |
---|---|---|
dc.contributor.author | Cho, Byung-Kwan | ko |
dc.contributor.author | Cho, Ho Jung | ko |
dc.contributor.author | Park, Sung-Hee | ko |
dc.contributor.author | Yun, Hyungdon | ko |
dc.contributor.author | Kim, Byung-Gee | ko |
dc.date.accessioned | 2013-03-04T02:17:52Z | - |
dc.date.available | 2013-03-04T02:17:52Z | - |
dc.date.created | 2012-02-06 | - |
dc.date.created | 2012-02-06 | - |
dc.date.issued | 2003-12 | - |
dc.identifier.citation | JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, v.26, pp.273 - 285 | - |
dc.identifier.issn | 1381-1177 | - |
dc.identifier.uri | http://hdl.handle.net/10203/81467 | - |
dc.description.abstract | An efficient simultaneous synthesis of enantiopure (S)-amino acids and chiral (R)-amines was achieved using alpha/omega-aminotransferase (alpha/omega-AT) coupling reaction with two-liquid phase system. As, among the enzyme components in the alpha/omega-AT coupling reaction systems, only omega-AT is severely hampered by product inhibition by ketone product, the coupled reaction cannot be carried out above 60 mM substrates. To overcome this problem, a two-liquid phase reaction was chosen, where dioctylphthalate was selected as the solvent based upon biocompatibility, partition coefficient and effect on enzyme activity. Using 100 mM of substrates, the AroAT/omega-AT and the AlaAT/omega-AT coupling reactions asymmetrically synthesized (S)-phenylaianine and (S)-2-aminobutyrate with 93% (>99% ee(S)) and 95% (>99% ee(S)) of conversion yield, and resolved the racemic alpha-methylbenzylamine with 56% (95% ee(R)) and 54% (96% ee(R)) of conversion yield, respectively. Moreover, using 300 mM of 2-oxobutyrate and 300 mM of racemic alpha-methylbenzylamine as substrates, the coupling reactions yielded 276 mM of (S)-2-aminobutyrate (>99% ee) and 144 mM of (R)-alpha-methylbenzylamine (>96% ee) in 9 h. Here, most of the reactions take place in the aqueous phase, and acetophenone mainly moved to the organic phase according to its partition coefficient. (C) 2003 Published by Elsevier B.V. | - |
dc.language | English | - |
dc.publisher | ELSEVIER SCIENCE BV | - |
dc.subject | UNNATURAL AMINO-ACIDS | - |
dc.subject | ESCHERICHIA-COLI K-12 | - |
dc.subject | ASYMMETRIC-SYNTHESIS | - |
dc.subject | L-PHENYLALANINE | - |
dc.subject | KINETIC RESOLUTION | - |
dc.subject | OMEGA-TRANSAMINASE | - |
dc.subject | BIPHASIC SYSTEM | - |
dc.subject | CHIRAL AMINES | - |
dc.subject | BIOCATALYSIS | - |
dc.subject | BIOSYNTHESIS | - |
dc.title | Simultaneous synthesis of enantiomerically pure (S)-amino acids and (R)-amines using alpha/omega-aminotransferase coupling reactions with two-liquid phase reaction system | - |
dc.type | Article | - |
dc.identifier.wosid | 000187060500021 | - |
dc.identifier.scopusid | 2-s2.0-0242407524 | - |
dc.type.rims | ART | - |
dc.citation.volume | 26 | - |
dc.citation.beginningpage | 273 | - |
dc.citation.endingpage | 285 | - |
dc.citation.publicationname | JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC | - |
dc.identifier.doi | 10.1016/j.molcatb.2003.07.006 | - |
dc.contributor.localauthor | Cho, Byung-Kwan | - |
dc.contributor.nonIdAuthor | Cho, Ho Jung | - |
dc.contributor.nonIdAuthor | Park, Sung-Hee | - |
dc.contributor.nonIdAuthor | Yun, Hyungdon | - |
dc.contributor.nonIdAuthor | Kim, Byung-Gee | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordAuthor | aminotransferase | - |
dc.subject.keywordAuthor | coupling reaction | - |
dc.subject.keywordAuthor | chiral amino acids | - |
dc.subject.keywordAuthor | amines | - |
dc.subject.keywordAuthor | two-liquid phase reaction | - |
dc.subject.keywordPlus | UNNATURAL AMINO-ACIDS | - |
dc.subject.keywordPlus | ESCHERICHIA-COLI K-12 | - |
dc.subject.keywordPlus | ASYMMETRIC-SYNTHESIS | - |
dc.subject.keywordPlus | L-PHENYLALANINE | - |
dc.subject.keywordPlus | KINETIC RESOLUTION | - |
dc.subject.keywordPlus | OMEGA-TRANSAMINASE | - |
dc.subject.keywordPlus | BIPHASIC SYSTEM | - |
dc.subject.keywordPlus | CHIRAL AMINES | - |
dc.subject.keywordPlus | BIOCATALYSIS | - |
dc.subject.keywordPlus | BIOSYNTHESIS | - |
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