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Differential Rates of Proton Exchange for the Guanidinium Nitrogens of L-Arginine Determined by Natural-Abundance Nitrogen-15 Nuclear Magnetic Resonance Spectroscopy

Yavari, Issa and Roberts, John D. (1978) Differential Rates of Proton Exchange for the Guanidinium Nitrogens of L-Arginine Determined by Natural-Abundance Nitrogen-15 Nuclear Magnetic Resonance Spectroscopy. Biochemical and Biophysical Research Communications, 83 (2). pp. 635-640. ISSN 0006-291X. https://resolver.caltech.edu/CaltechAUTHORS:20151023-101624893

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Abstract

Differential rates of N-H proton-exchange reactions have been determined for the guanidinium nitrogens of l-arginine, 1̂, in the pH range of 0.5 to 11.5 by natural-abundance nitrogen-15 NMR spectroscopy. Base-catalyzed N-H proton exchange of the -NH- group is found to be two times faster than for the guanidino -NH_2 groups. The results can be rationalized by consideration of the contributions of various valence-bond structures to the resonance hybrid of 1.


Item Type:Article
Related URLs:
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http://dx.doi.org/10.1016/0006-291X(78)91037-9DOIArticle
http://www.sciencedirect.com/science/article/pii/0006291X78910379PublisherArticle
Additional Information:© 1978 Academic Press, Inc. Received May 26, 1978. Supported by the Public Health Service, Research Grant No. GM-11072 from the Division of General Medical Sciences, and by the National Science Foundation.
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U.S. Public Health Service (USPHS)GM-11072
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Caltech Gates and Crellin Laboratories of Chemistry5793
Issue or Number:2
Record Number:CaltechAUTHORS:20151023-101624893
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151023-101624893
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ID Code:61481
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:26 Oct 2015 21:32
Last Modified:03 Oct 2019 09:08

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