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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
10
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pubmed:dateCreated |
1998-11-24
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pubmed:abstractText |
A total of 215 Streptomyces strains were screened for their capacity to regio- and stereoselectively hydroxylate beta- and/or alpha-ionone to the respective 3-hydroxy derivatives. With beta-ionone as the substrate, 15 strains showed little conversion to 4-hydroxy- and none showed conversion to the 3-hydroxy product as desired. Among these 15 Streptomyces strains, S. fradiae Tü 27, S. arenae Tü 495, S. griseus ATCC 13273, S. violaceoniger Tü 38, and S. antibioticus Tü 4 and Tü 46 converted alpha-ionone to 3-hydroxy-alpha-ionone with significantly higher hydroxylation activity compared to that of beta-ionone. Hydroxylation of racemic alpha-ionone [(6R)-(-)/(6S)-(+)] resulted in the exclusive formation of only the two enantiomers (3R,6R)- and (3S, 6S)-hydroxy-alpha-ionone. Thus, the enzymatic hydroxylation of alpha-ionone by the Streptomyces strains tested proceeds with both high regio- and stereoselectivity.
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pubmed:commentsCorrections | |
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 |
Oct
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pubmed:issn |
0099-2240
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
64
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3878-81
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pubmed:dateRevised |
2009-11-18
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pubmed:meshHeading |
pubmed-meshheading:9758813-Hydroxylation,
pubmed-meshheading:9758813-Norisoprenoids,
pubmed-meshheading:9758813-Nuclear Magnetic Resonance, Biomolecular,
pubmed-meshheading:9758813-Species Specificity,
pubmed-meshheading:9758813-Stereoisomerism,
pubmed-meshheading:9758813-Streptomyces,
pubmed-meshheading:9758813-Streptomyces antibioticus,
pubmed-meshheading:9758813-Streptomyces griseus,
pubmed-meshheading:9758813-Terpenes
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pubmed:year |
1998
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pubmed:articleTitle |
Stereo- and regioselective hydroxylation of alpha-ionone by Streptomyces strains.
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pubmed:affiliation |
Institut für Technische Biochemie, Universität Stuttgart, Stuttgart, Germany.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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