Uridine diphosphate glucuronic acid as glucuronyl donor in the synthesis of ‘ester’, aliphatic and steroid glucuronides

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Abstract
Chromatographic and enzymic evidence is presented for the synthesis in mouse-liver preparations of the glucuronides of 0- and p-aminobenzoic acids, [alpha]-ethylhexanoic acid, 1:1-dimethylpropanol and pregnane-3[alpha]: 20[alpha]-diol. Glucuronide formation was also observed when 3[alpha]-hydroxyandrostan-17-one (androsterone), allopregnane-3[beta]:20[beta]-diol or 4-4''-dihydroxy-[alpha][beta]-diethylstilbene was added to the preparations. The presence of the glucuronyl donor uridine diphosphate glucuronic acid was necessary in all cases. After an "ester" glucuronide was formed by such transfer of glucuronic acid, uridine 5''-pyrophosphate was demonstrated chromatographically in the reaction mixture. The enzyme system responsible was located chiefly in the microsomal fraction of a mouse-liver homogenate. The specificity of this enzyme system for the various acceptors is discussed. Uridine diphosphate glucuronic acid acts as glucuronyl donor in the formation of "ether" and "ester" glucuronides of a wide range of compounds, including both "foreign" and "natural" glucuronidogenic substances.