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Bile acids: LXI. Synthesis and properties of conjugates of 5α‐bile acids
Author(s) -
Shaw Roger,
Elliott William H.
Publication year - 1980
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02534369
Subject(s) - taurine , chemistry , conjugate , chromatography , glycine , epimer , phase (matter) , ring (chemistry) , amino acid , organic chemistry , biochemistry , mathematical analysis , mathematics
Allo bile acids and their taurine‐ and glycine‐conjugates were synthesized by modification of existing procedures. Their chromatographic and spectral properties were investigated and compared with the 5β‐analogs. Some of the naturally occurring 5α‐ and 5β‐conjugates were separable by high performance liquid chromatography via straight‐phase (Corasil II column) or reverse‐phase systems (μBondapak/C 18 column), though unsuccessful with thin layer or gas liquid chromatography. Differences between the C‐5 epimers in the infrared and proton magnetic resonance spectra could be attributed to the configurations at the A/B ring junction and the configuration of the 3‐hydroxyl group. The calcium salts of the allo compounds were generally less soluble in water than the 5β‐isomers.