HPLC STUDY ON ION-PAIRING ABILITY OF DEOXYCHOLIC ACID EPIMERS

• Published in: Journal of liquid chromatography & related technologies 2001-04, Vol.24 (2), p.173-185
• Main Authors: Szász, György, Takács-Novák, Krisztina, Kökösi, József
• Format: Article
• Language: English
• Subjects: Analytical chemistry; Chemistry; Chromatographic methods and physical methods associated with chromatography; Exact sciences and technology; Other chromatographic methods
• ISSN: 1082-6076; 1520-572X
• DOI: 10.1081/JLC-100001480

In line with the postulate that the physiological functions of bile acids, in particular their contribution to the regulation of the fat metabolism, may be related to their ion-pairing ability, this paper provides data on the chromatographic aspects related to their ion-pairing ability. The paper provides data about the chromatographic aspects of this subject. The ion-pairing (i.e. HPLC-retention-increasing) effects of the therapeutically applied deoxycholic acid epimers (7-deoxycholic acid, DOC; chenodeoxycholic acid, ChDOC; and ursodeoxycholic acid, UDOC) were studied in a reversed-phase HPLC system. As cationic partner substances, nine quaternary ammonium drug compounds were used as cationic partners The ion-pairing activities of the deoxycholic acids were found to be very strong, and much better than those of anionic ion-pairing agents such as pentanesulfonic acid and caproic acid. The natures of the binding of the DOC epimers by the C 18 surface were also determined. While DOC and ChDOC formed double layers on the surface, UDOC was bound only in a monolayer. The differences in chromatographic behavior are interpreted on a stereochemical basis.