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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
1
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pubmed:dateCreated |
2002-2-1
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pubmed:abstractText |
Antibody 38C2 efficiently catalyzes deuterium-exchange reactions at the alpha position of a variety of ketones and aldehydes, including substrates that have a variety of sensitive functional groups. In addition to the regio- and chemoselectivity of these reactions, the catalytic rates (kcat) and rate-enhancement values (kcat/kun) are among the highest values ever observed with catalytic antibodies. Comparison of the substrate range of the catalytic antibody with highly evolved aldolase enzymes, such as rabbit-muscle aldolase, highlights the much broader practical scope of the antibody, which accepts a wide range of substrates. The hydrogen-exchange reaction was used for calibration and mapping of the antibody active site. Isotope-exchange experiments with cycloheptanone reveal that the formation of the Schiff base species (as concluded from the 16O/18O exchange rate at the carbonyl oxygen) is much faster than the formation of the enamine intermediate (as concluded from the H/D exchange rate), and both steps are faster than the antibody-catalyzed aldol addition reaction.
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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 |
http://linkedlifedata.com/resource/pubmed/chemical/Aldehydes,
http://linkedlifedata.com/resource/pubmed/chemical/Antibodies, Catalytic,
http://linkedlifedata.com/resource/pubmed/chemical/Cycloheptanes,
http://linkedlifedata.com/resource/pubmed/chemical/Deuterium,
http://linkedlifedata.com/resource/pubmed/chemical/Fructose-Bisphosphate Aldolase,
http://linkedlifedata.com/resource/pubmed/chemical/Hexanones,
http://linkedlifedata.com/resource/pubmed/chemical/Immunoglobulin Fab Fragments,
http://linkedlifedata.com/resource/pubmed/chemical/Ketones,
http://linkedlifedata.com/resource/pubmed/chemical/Methyl n-Butyl Ketone,
http://linkedlifedata.com/resource/pubmed/chemical/antibody aldolase,
http://linkedlifedata.com/resource/pubmed/chemical/cycloheptanone
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pubmed:status |
MEDLINE
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pubmed:month |
Jan
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pubmed:issn |
0947-6539
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:day |
4
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pubmed:volume |
8
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
229-39
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pubmed:dateRevised |
2009-8-4
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pubmed:meshHeading |
pubmed-meshheading:11822454-Aldehydes,
pubmed-meshheading:11822454-Animals,
pubmed-meshheading:11822454-Antibodies, Catalytic,
pubmed-meshheading:11822454-Catalysis,
pubmed-meshheading:11822454-Chemistry, Physical,
pubmed-meshheading:11822454-Cycloheptanes,
pubmed-meshheading:11822454-Deuterium,
pubmed-meshheading:11822454-Fructose-Bisphosphate Aldolase,
pubmed-meshheading:11822454-Hexanones,
pubmed-meshheading:11822454-Immunoglobulin Fab Fragments,
pubmed-meshheading:11822454-Ketones,
pubmed-meshheading:11822454-Magnetic Resonance Spectroscopy,
pubmed-meshheading:11822454-Mass Spectrometry,
pubmed-meshheading:11822454-Methyl n-Butyl Ketone,
pubmed-meshheading:11822454-Models, Molecular,
pubmed-meshheading:11822454-Molecular Structure,
pubmed-meshheading:11822454-Muscles,
pubmed-meshheading:11822454-Physicochemical Phenomena,
pubmed-meshheading:11822454-Rabbits,
pubmed-meshheading:11822454-Substrate Specificity,
pubmed-meshheading:11822454-Time Factors
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pubmed:year |
2002
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pubmed:articleTitle |
Highly efficient antibody-catalyzed deuteration of carbonyl compounds.
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pubmed:affiliation |
Department of Chemistry and Institute of Catalysis Science and Technology, Technion-Israel Institute of Technology Technion City, Haifa.
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pubmed:publicationType |
Journal Article,
Comparative Study,
Research Support, Non-U.S. Gov't
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