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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
5989
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pubmed:dateCreated |
2010-7-21
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pubmed:databankReference |
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pubmed:abstractText |
The Diels-Alder reaction is a cornerstone in organic synthesis, forming two carbon-carbon bonds and up to four new stereogenic centers in one step. No naturally occurring enzymes have been shown to catalyze bimolecular Diels-Alder reactions. We describe the de novo computational design and experimental characterization of enzymes catalyzing a bimolecular Diels-Alder reaction with high stereoselectivity and substrate specificity. X-ray crystallography confirms that the structure matches the design for the most active of the enzymes, and binding site substitutions reprogram the substrate specificity. Designed stereoselective catalysts for carbon-carbon bond-forming reactions should be broadly useful in synthetic chemistry.
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pubmed:grant |
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pubmed:commentsCorrections |
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
Jul
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pubmed:issn |
1095-9203
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pubmed:author |
pubmed-author:GallaherJasmine LJL,
pubmed-author:GelbMichael HMH,
pubmed-author:HilvertDonaldD,
pubmed-author:HoukKendall NKN,
pubmed-author:KissGertG,
pubmed-author:KudaJJ,
pubmed-author:LambertAbigail RAR,
pubmed-author:LovickHelena MHM,
pubmed-author:MichaelForrest EFE,
pubmed-author:SiegelJustin BJB,
pubmed-author:St ClairJennifer LJL,
pubmed-author:StoddardBarry LBL,
pubmed-author:ZanghelliniAlexandreA
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pubmed:issnType |
Electronic
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pubmed:day |
16
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pubmed:volume |
329
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
309-13
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pubmed:dateRevised |
2011-1-5
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pubmed:meshHeading |
pubmed-meshheading:20647463-Acrylamides,
pubmed-meshheading:20647463-Algorithms,
pubmed-meshheading:20647463-Butadienes,
pubmed-meshheading:20647463-Carbon,
pubmed-meshheading:20647463-Catalysis,
pubmed-meshheading:20647463-Catalytic Domain,
pubmed-meshheading:20647463-Computer Simulation,
pubmed-meshheading:20647463-Computer-Aided Design,
pubmed-meshheading:20647463-Crystallography, X-Ray,
pubmed-meshheading:20647463-Enzymes,
pubmed-meshheading:20647463-Hydrogen Bonding,
pubmed-meshheading:20647463-Hydrophobic and Hydrophilic Interactions,
pubmed-meshheading:20647463-Kinetics,
pubmed-meshheading:20647463-Models, Molecular,
pubmed-meshheading:20647463-Mutagenesis,
pubmed-meshheading:20647463-Physicochemical Processes,
pubmed-meshheading:20647463-Protein Conformation,
pubmed-meshheading:20647463-Protein Engineering,
pubmed-meshheading:20647463-Proteins,
pubmed-meshheading:20647463-Software,
pubmed-meshheading:20647463-Stereoisomerism,
pubmed-meshheading:20647463-Substrate Specificity
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pubmed:year |
2010
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pubmed:articleTitle |
Computational design of an enzyme catalyst for a stereoselective bimolecular Diels-Alder reaction.
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pubmed:affiliation |
Department of Biochemistry, University of Washington, Seattle, WA 98195, USA.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, Non-P.H.S.,
Research Support, Non-U.S. Gov't,
Research Support, N.I.H., Extramural
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