CaltechAUTHORS
  A Caltech Library Service

Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Spectra of Cholic Acids and Hydrocarbons Included in Sodium Desoxycholate Solutions

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

Full text is not posted in this repository. Consult Related URLs below.

Use this Persistent URL to link to this item: https://resolver.caltech.edu/CaltechAUTHORS:20151008-153202779

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.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja00796a036DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja00796a036PublisherArticle
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.
Funders:
Funding AgencyGrant Number
U.S. Public Health Service (USPHS)GM-11072
NSFUNSPECIFIED
Deutsche Forschungsgemeinschaft (DFG)UNSPECIFIED
Other Numbering System:
Other Numbering System NameOther Numbering System ID
Caltech Gates and Crellin Laboratories of Chemistry4502
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

Repository Staff Only: item control page