E. Lamcharfi et al., DETERMINATION OF MOLECULAR ASSOCIATIONS OF SOME HYDROPHOBIC AND HYDROPHILIC BILE-ACIDS BY INFRARED AND RAMAN-SPECTROSCOPY, European biophysics journal, 25(4), 1997, pp. 285-291
The aim of this study was to analyse the Raman and infrared spectra of
eight common mammalian bile acids in order to identify intermolecular
interactions between hydroxyl and carbonyl groups. The results are co
nsidered in the light of the new hydrophilic/hydrophobic classificatio
n of bile acids. The alcohol OH group of the hydrophobic bile acids fo
rms different intermolecular bonds. The most hydrophobic bile acid, li
thocholic acid forms polymers, and this may explain its very low water
solubility. The hydrophilic bile acids have some of their alcohol OH
groups free of any intermolecular interaction. The strongly hydrophili
c murideoxycholic acid also forms dimers, again consistent with a very
low water solubility. The proposed structural arrangements are in agr
eement with published crystallographic studies.