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Magnetic resonance studies of protein-small molecule interactions. Binding of N-trifluoroacetyl-D-(and L-)-tryptophan to α-chymotrypsin

Smallcombe, Stephen H. and Gammon, Kenneth L. and Richards, John H. (1972) Magnetic resonance studies of protein-small molecule interactions. Binding of N-trifluoroacetyl-D-(and L-)-tryptophan to α-chymotrypsin. Journal of the American Chemical Society, 94 (13). pp. 4581-4584. ISSN 0002-7863. http://resolver.caltech.edu/CaltechAUTHORS:20150429-124735351

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Abstract

A magnetic resonance technique has been developed for studying the competitive binding to proteins of two small molecules; the nmr spectrum of only one needs to be observed. This technique has been applied to study the competition between N-trifluoroacetyl-D-tryptophan and the L enantiomer for the active site of α-chymotrypsin from pH 5.0 to 8.0. The chemical shift for the fluorine nuclei of N-trifluoroacetyl-D-tryptophan bound to the enzyme is found to be the same as that for N-trifluoroacetyla-D -p fluorophenylalanine. The binding of both D- and L-tryptophan derivatives shows a marked dependence on deprotonation of a group on the free enzyme with pK_a = 6.6 (presumably His-57).


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja00768a028DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja00768a028PublisherArticle
Additional Information:© 1972 American Chemical Society. Received October 6, 1971. This work was supported by a grant from the U. S. Public Health Service (GM16424).
Funders:
Funding AgencyGrant Number
U. S. Public Health Service (USPHS)GM16424
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Caltech Gates and Crellin Laboratories of Chemistry4342
Record Number:CaltechAUTHORS:20150429-124735351
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20150429-124735351
Official Citation:Smallcombe, S. H., Gammon, K. L., & Richards, J. H. (1972). Magnetic resonance studies of protein-small molecule interactions. Binding of N-trifluoroacetyl-D-(and L-)-tryptophan to .alpha.-chymotrypsin. Journal of the American Chemical Society, 94(13), 4581-4584. doi: 10.1021/ja00768a028
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:57091
Collection:CaltechAUTHORS
Deposited By: Joanne McCole
Deposited On:01 May 2015 17:00
Last Modified:01 May 2015 17:01

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