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Nitrogen-15 Magnetic Resonance Spectroscopy. Natural-Abundance Nitrogen-15 Spectra of Some 2-Amino-2-deoxy-D-hexose Derivatives

Botto, Robert E. and Roberts, John D. (1977) Nitrogen-15 Magnetic Resonance Spectroscopy. Natural-Abundance Nitrogen-15 Spectra of Some 2-Amino-2-deoxy-D-hexose Derivatives. Journal of Organic Chemistry, 42 (13). pp. 2247-2249. ISSN 0022-3263. http://resolver.caltech.edu/CaltechAUTHORS:20151008-115811190

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Abstract

The nitrogen-15 nuclear magnetic resonance spectra of some 2-amino-2-deoxj D-hexose drochlorides and 2-acetamido-2-deoxy-D-hexoses and N-benzoyl-D-glucosamine are reported. The differences in chemical shifts for the various hexopyranose structures are discussed in terms of steric, stereoelectronic, and hydrogen-bonding effects. These model compounds were used to study substituent effects related to amino sugar containing polysaccharides and antibiotics.


Item Type:Article
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http://dx.doi.org/10.1021/jo00433a012DOIArticle
http://pubs.acs.org/doi/abs/10.1021/jo00433a012PublisherArticle
Additional Information:© 1977 American Chemical Society. Received September 28, 1976. Supported by the Public Health Service, Research Grant GM-11072, from the Division of General Medical Sciences, and by the National Science Foundation.
Funders:
Funding AgencyGrant Number
U.S. Public Health Service (USPHS)GM-11072
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Caltech Gates and Crellin Laboratories of Chemistry5438
Record Number:CaltechAUTHORS:20151008-115811190
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20151008-115811190
Official Citation:Nitrogen-15 magnetic resonance spectroscopy. Natural-abundance nitrogen-15 spectra of some 2-amino-2-deoxy-D-hexose derivatives Robert E. Botto and John D. Roberts The Journal of Organic Chemistry 1977 42 (13), 2247-2249 DOI: 10.1021/jo00433a012
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:60911
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:11 Oct 2015 11:05
Last Modified:11 Oct 2015 11:05

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