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Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Chemical Shifts of Small Peptides as a Function of pH

Christl, Manfred and Roberts, John D. (1972) Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Chemical Shifts of Small Peptides as a Function of pH. Journal of the American Chemical Society, 94 (13). pp. 4565-4573. ISSN 0002-7863. http://resolver.caltech.edu/CaltechAUTHORS:20151009-133526369

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Abstract

Carbon-13 spectra of 27 peptides have been obtained by high-resolution nmr spectroscopy with the aid of proton decoupling. The chemical shifts of the different amino acid moieties are found to have systematic deviations from those of the free zwitterionic amino acids. These effects depend very largely on the position of an amino acid in a peptide, i.e., on whether it is a C-terminal, an N-terminal, or a nonterminal unit, but not on the nature of its neighbors in the chain, unless one of these is proline. The results have substantial value for the determination of amino acid sequences in di- and tripeptides. Protonation and deprotonation of zwitterionic peptides have considerable effects on the chemical shifts which are, for the most part, limited to the amino acid units directly involved in the reaction. The one important exception to this rule that we have observed is interpreted as being the consequence of a conformational change which the peptides undergo when transformed from the zwitterion to the anion or cation.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja00768a026DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja00768a026PublisherArticle
Additional Information:© 1972 American Chemical Society. Received May 26, 1971. Supported by the Public Health Service, Grant No. GM-11072-07 from the Division of General Medical Sciences. Max Kade Foundation, Inc., Fellow, 1970-1971.
Funders:
Funding AgencyGrant Number
U.S. Public Health Service (USPHS)GM-11072-07
Max Kade Foundation, Inc.UNSPECIFIED
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Caltech Gates and Crellin Laboratories of Chemistry4257
Record Number:CaltechAUTHORS:20151009-133526369
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20151009-133526369
Official Citation:Nuclear magnetic resonance spectroscopy. Carbon-13 chemical shifts of small peptides as a function of pH Manfred Christl and John D. Roberts Journal of the American Chemical Society 1972 94 (13), 4565-4573 DOI: 10.1021/ja00768a026
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:60956
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:15 Oct 2015 22:13
Last Modified:15 Oct 2015 22:13

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