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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
3
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pubmed:dateCreated |
1993-7-12
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pubmed:abstractText |
The interaction of (R)-1-acetamido-2-(4-fluorophenyl)ethane-1-boronic acid with alpha-chymotrypsin at pH 4 was studied by a variety of 19F-NMR experiments. It was demonstrated that this compound forms a complex with a 1:1 stoichiometry, probably because the boronic acid acts as a 'transition state' inhibitor of the enzyme. Analysis of fluorine T1 relaxation behavior and 19F[1H] NOE data shows that the rate constant for dissociation of the complex is 1.3 s-1 and that the motion of the 4-fluoroaromatic ring within the complex can be characterized by an overall rotational correlation time of 13 ns and a correlation time for rotation about its local C2 axis of 110 ns. Enzyme-induced fluorine chemical shifts, fluorine relaxation times, line width data and 2D 19F[1H] NOE results suggest that the structure of the complex in the vicinity of the fluoroaromatic ring is similar to that found in a closely similar acylated enzyme. However, the dynamics of 4-fluoroaromatic ring motions are different in the two systems, with the ring being slightly more mobile in the boronic acid complex than in the acylenzyme.
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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 |
0006-3002
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
4
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pubmed:volume |
1163
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
321-34
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pubmed:dateRevised |
2007-11-14
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pubmed:meshHeading |
pubmed-meshheading:8507671-Binding Sites,
pubmed-meshheading:8507671-Boronic Acids,
pubmed-meshheading:8507671-Chymotrypsin,
pubmed-meshheading:8507671-Fluorine,
pubmed-meshheading:8507671-Fluorobenzenes,
pubmed-meshheading:8507671-Magnetic Resonance Spectroscopy,
pubmed-meshheading:8507671-Molecular Conformation,
pubmed-meshheading:8507671-Motion,
pubmed-meshheading:8507671-Time Factors
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pubmed:year |
1993
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pubmed:articleTitle |
NMR studies of the alpha-chymotrypsin-(R)-1-acetamido-2-(4- fluorophenyl)ethane-1-boronic acid complex.
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pubmed:affiliation |
Department of Chemistry, University of California, Santa Barbara 93106.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.,
Research Support, U.S. Gov't, Non-P.H.S.
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