Zile M H, Schnoes H K, DeLuca H F
Proc Natl Acad Sci U S A. 1980 Jun;77(6):3230-3. doi: 10.1073/pnas.77.6.3230.
Several metabolites detected in the bile of rats given radioactive retinoic acid were separated by liquid/gel partition chromatography and purified by high-pressure liquid chromatography. One of these metabolites was found to be sensitive to beta-D-glucuronidase, yielding both 13-cis- and all-trans-retinoic acid. It had the characteristic ultraviolet absorption spectrum of retinoic acid esters. Trimethylsilyl ether and acetyl derivatives of the methylated metabolite were prepared and examined by mass spectrometry. The resulting mass spectra established the structure to be retinoyl beta-glucuronide. Retinoyl glucuronide was rapidly excreted into the bile: the excretion was complete by 12 hr after the administration of retinoic acid. At this time the metabolite represented 12% of bile radioactivity (10% of dose). These observations confirm the existence of retinoyl glucuronide but demonstrate that it represents only one of several retinoic acid metabolites in bile.
通过液/凝胶分配色谱法分离给予放射性视黄酸的大鼠胆汁中检测到的几种代谢物,并通过高压液相色谱法进行纯化。发现其中一种代谢物对β-D-葡萄糖醛酸酶敏感,可产生13-顺式和全反式视黄酸。它具有视黄酸酯的特征紫外吸收光谱。制备甲基化代谢物的三甲基硅醚和乙酰衍生物,并通过质谱法进行检测。所得质谱确定其结构为视黄酰β-葡萄糖醛酸苷。视黄酰葡萄糖醛酸苷迅速排泄到胆汁中:给予视黄酸后12小时排泄完成。此时,该代谢物占胆汁放射性的12%(剂量的10%)。这些观察结果证实了视黄酰葡萄糖醛酸苷的存在,但表明它只是胆汁中几种视黄酸代谢物之一。