Source:http://linkedlifedata.com/resource/pubmed/id/18452336
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
11
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pubmed:dateCreated |
2008-6-2
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pubmed:abstractText |
This is the first report of the use of Clostridium sporogenes extracts for enantioselective reduction of CC double bonds of beta,beta-disubstituted (1) and alpha,beta-disubstituted nitroalkenes (3). Crude enzyme preparations reduced aryl derivatives 1a-e and 1h, in 35-86% yield with > or =97% ee. Reduction of (E)- and (Z)-isomers of 1c gave the same enantiomer of 2c (> or =99% ee). In contrast, alpha,beta-disubstituted nitroalkene 3a was a poor substrate, yielding (S)- 4a in low yield (10-20%), and the ee (30-70% ee) depended on NADH concentration. An efficient synthesis of a library of nitroalkenes 1 is described.
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pubmed:grant | |
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 |
Jun
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pubmed:issn |
0022-3263
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
6
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pubmed:volume |
73
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
4295-8
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pubmed:meshHeading |
pubmed-meshheading:18452336-Alkenes,
pubmed-meshheading:18452336-Biotransformation,
pubmed-meshheading:18452336-Catalysis,
pubmed-meshheading:18452336-Clostridium,
pubmed-meshheading:18452336-Magnetic Resonance Spectroscopy,
pubmed-meshheading:18452336-Oxidation-Reduction,
pubmed-meshheading:18452336-Spectrometry, Mass, Electrospray Ionization,
pubmed-meshheading:18452336-Stereoisomerism
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pubmed:year |
2008
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pubmed:articleTitle |
Highly enantioselective reduction of beta,beta-disubstituted aromatic nitroalkenes catalyzed by Clostridium sporogenes.
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pubmed:affiliation |
Manchester Interdisciplinary Biocentre, University of Manchester, 131 Princess Street, Manchester, United Kingdom.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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