Association Behavior in Steroidal Systems — NMR Spectroscopic and Vapor Pressure Osmometric Studies of Bile Acid Derivatives

  • Eleanor J. Fendler
  • Steven N. Rosenthal
Conference paper
Part of the NATO Advanced Study Institutes Series book series (ASIC, volume 61)


Nmr and vapor pressure osmometric (VPO) studies indicate that bile acid esters self-associate and form small aggregates in organic solvents. Intermolecular hydrogen bonding between hydroxyl groups on the steroid nucleus and possibly the carboxylate on the side chain is proposed to play a vital role in the formation of aggregates. The concentration dependence of the chemical shift of the hydroxyl protons confirms the existence of H-bonds in these systems. The decrease in 13C relaxation times of methyl cholate in CDCl3 with increasing concentration is consistent with the self-association in this system. Analysis of the VPO data for methyl cholate in chloroform indicates that the model of self-association is best described by a Type III indefinite sequential type of self-association rather than a monomer-n-mer one.


Bile Acid Bile Salt Cholic Acid Steroidal System Lithocholic Acid 
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Copyright information

© D. Reidel Publishing Company 1980

Authors and Affiliations

  • Eleanor J. Fendler
    • 1
  • Steven N. Rosenthal
    • 1
  1. 1.Department of ChemistryTexas A&M UniversityCollege StationUSA

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