Leibfritz, Dieter and Roberts, John D. (1973) Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Spectra of Cholic Acids and Hydrocarbons Included in Sodium Desoxycholate Solutions. Journal of the American Chemical Society, 95 (15). pp. 4996-5003. ISSN 0002-7863. doi:10.1021/ja00796a036. https://resolver.caltech.edu/CaltechAUTHORS:20151008-153202779
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Abstract
The ^(13)C resonances of cholic, desoxycholic, chenodesoxycholic, and lithocholic acids and some of their derivatives have been recorded and assigned to specific carbons. Comparison of the carbon chemical shifts for steroids with cis and trans A/B ring junctions show substantial similarities for the atoms in the C and D rings but large differences for some of the atoms in the A and B rings. The task of making the assignments was facilitated by comparisons of the T_1 relaxation times of the carbon nuclei and the use of lanthanide shift reagents to separate the carbon resonances sufficiently to simplify the interpretation of the off-resonance, partially proton-decoupled, spectra. Sodium desoxycholate in D_2O solution gives rather broad carbon resonances for all but the methyl and the quaternary carbons, as expected for substantial intermolecular association. These solutions take up p-xylene and 2-methylnaphthalene in about 2:1 molar, ratios. The ^(13)C spectra of the substances so included indicate that there is considerable restriction of the molecular motion of the 2-methylnaphthalene, but relatively little of p-xylene.
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Additional Information: | © 1973 American Chemical Society. Received October 4, 1972. Supported by the Public Health Service, Research Grant No. GM-11072 from the Division of General Medical Sciences, and by the National Science Foundation. Deutsche Forschungsgemeinschaft Postdoctoral Research Fellow, 1970-1971. | |||||||||
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Issue or Number: | 15 | |||||||||
DOI: | 10.1021/ja00796a036 | |||||||||
Record Number: | CaltechAUTHORS:20151008-153202779 | |||||||||
Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20151008-153202779 | |||||||||
Official Citation: | Nuclear magnetic resonance spectroscopy. Carbon-13 spectra of cholic acids and hydrocarbons included in sodium desoxycholate solutions Dieter Leibfritz and John D. Roberts Journal of the American Chemical Society 1973 95 (15), 4996-5003 DOI: 10.1021/ja00796a036 | |||||||||
Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
ID Code: | 60936 | |||||||||
Collection: | CaltechAUTHORS | |||||||||
Deposited By: | Ruth Sustaita | |||||||||
Deposited On: | 10 Oct 2015 01:50 | |||||||||
Last Modified: | 10 Nov 2021 22:42 |
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