Determination of molecular associations of some hydrophobic and hydrophilic bile acids by infrared and Raman spectroscopy

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 considered in the light of the new hydrophilic/hydrophobic classification of bile acids. The...

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Bibliographic Details
Published in:European biophysics journal 1997-01, Vol.25 (4), p.285-291
Main Authors: Lamcharfi, E, Cohen-Solal, C, Parquet, M, Lutton, C, Dupré, J, Meyer, C
Format: Article
Language:English
Subjects:
Animals
Bile Acids and Salts - chemistry
Chenodeoxycholic Acid - chemistry
Cholic Acid
Cholic Acids - chemistry
Deoxycholic Acid - chemistry
Lithocholic Acid - chemistry
Mammals
Models, Molecular
Molecular Conformation
Solvents
Spectrophotometry, Infrared
Spectrum Analysis, Raman
Structure-Activity Relationship
Ursodeoxycholic Acid - chemistry
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Summary: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 considered in the light of the new hydrophilic/hydrophobic classification of bile acids. The alcohol OH group of the hydrophobic bile acids forms different intermolecular bonds. The most hydrophobic bile acid, lithocholic 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 hydrophilic murideoxycholic acid also forms dimers, again consistent with a very low water solubility. The proposed structural arrangements are in agreement with published crystallographic studies.
ISSN:0175-7571
1432-1017
DOI:10.1007/s002490050040