Studies on Steroids Clxix. High-Performance Liquid Chromatographic Behavior of Sulfated Bile Acids

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Abstract
The elution behavior of sulfated bile acids in high-performance liquid chromatography on the octadecylsilyl bonded column with acetonitrile/0.5% phosphate buffer has been investigated. A significant influence of pH of the mobile phase on the capacity ratio (κ′) was observed in the higher pH region for bile acid 12-sulfates. Blockage of the 12α-hydroxyl group in sulfated bile acids by acetylation produced a marked decrease in the κ′ values relative to their parent compounds in the pH range above 6.0. The κ′ values of dehydrocholate monosulfates and their acetates were measured and the increments exerted by transformation into the acetates were estimated. Remarkable increments were observed for dehydrocholate monosulfates with the 3α-hydroxyl group but not for those with the 7α- or 12α-hydroxyl group. The effect of pH of the mobile phase on chromatographic behavior has been discussed from the stereochemical point of view.

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