Metabolism in the rat of potassium nonan-5-sulphate, a symmetrical anionic surfactant

Abstract

1. The metabolism of potassium nonan-5-[³⁵S]sulphate, a symmetrical secondary alkylsulphate ester, was investigated in the rat. Oral administration of the radiolabelled ester was followed by the elimination of the majority of radioactivity in the urine.

2. Potassium nonan-5-[³⁵S]sulphate is degraded in vivo to produce at least three radiolabelled sulphate esters.

3. The same metabolites were produced by isolated rat livers perfused with potassium nonan-5-[³⁵S]sulphate.

4. The three radioactive metabolites were identified by combined g.l.c.-mass spectroscopy as the unchanged parent ester, nonan-1-ol-5-sulphate and nonanoate-5 sulphate.

5. The nature of the latter two metabolites indicates that potassium nonan-5-sulphate is metabolized by ω-oxidation only and, moreover, the alkylsulphate ester is metabolized only at one end of the molecule.