Conversion of (3S,4R)-Tetrahydrodaidzein to (3S)-Equol by THD Reductase: Proposed Mechanism Involving a Radical Intermediate
DC Field | Value | Language |
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dc.contributor.author | Kim, Mihyang | - |
dc.contributor.author | Marsh, E. Neil G. | - |
dc.contributor.author | Kim, Soo-Un | - |
dc.contributor.author | Han, Jaehong | - |
dc.date.available | 2019-05-30T00:57:46Z | - |
dc.date.issued | 2010-07 | - |
dc.identifier.issn | 0006-2960 | - |
dc.identifier.issn | 1520-4995 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/22333 | - |
dc.description.abstract | To elucidate the mechanism of (3S)-equol biosynthesis, (2,3,4-d(3))-trans-THD was synthesized and converted to (3S)-equol by THD reductase in Eggerthella strain Julong 732. The position of the deuterium atoms in (3S)-equol was determined by H-1 NMR and H-2 NMR spectroscopy, and the product was identified as (2,3,4(alpha)-d(3))-(3S)-equol. All the deuterium atoms were retained, while the OH group at C-4 was replaced by a hydrogen atom with retention of configuration. To explain the deuterium retention in this stereospecific reduction, we propose a mechanism involving radical intermediates. | - |
dc.format.extent | 6 | - |
dc.language | 영어 | - |
dc.language.iso | ENG | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.title | Conversion of (3S,4R)-Tetrahydrodaidzein to (3S)-Equol by THD Reductase: Proposed Mechanism Involving a Radical Intermediate | - |
dc.type | Article | - |
dc.identifier.doi | 10.1021/bi100465y | - |
dc.identifier.bibliographicCitation | BIOCHEMISTRY, v.49, no.26, pp 5582 - 5587 | - |
dc.description.isOpenAccess | N | - |
dc.identifier.wosid | 000279197300020 | - |
dc.identifier.scopusid | 2-s2.0-77954203090 | - |
dc.citation.endPage | 5587 | - |
dc.citation.number | 26 | - |
dc.citation.startPage | 5582 | - |
dc.citation.title | BIOCHEMISTRY | - |
dc.citation.volume | 49 | - |
dc.type.docType | Article | - |
dc.publisher.location | 미국 | - |
dc.subject.keywordPlus | HUMAN INTESTINAL BACTERIUM | - |
dc.subject.keywordPlus | ABSOLUTE-CONFIGURATIONS | - |
dc.subject.keywordPlus | HUMAN FECES | - |
dc.subject.keywordPlus | S-EQUOL | - |
dc.subject.keywordPlus | DAIDZEIN | - |
dc.subject.keywordPlus | BIOTRANSFORMATION | - |
dc.subject.keywordPlus | DIHYDRODAIDZEIN | - |
dc.subject.keywordPlus | METABOLITES | - |
dc.subject.keywordPlus | GENISTEIN | - |
dc.relation.journalResearchArea | Biochemistry & Molecular Biology | - |
dc.relation.journalWebOfScienceCategory | Biochemistry & Molecular Biology | - |
dc.description.journalRegisteredClass | sci | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
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