Origin of some derivatives of retinoic acid found in rat bile.
After the intraportal injection of retinoic acid-15-(14)C into rats, all-trans methyl retinoate, a cis isomer of methyl retinoate, retinoyl beta-glucurono-gamma-lactone, retinoic acid, and retinoyl beta-glucuronide were isolated from methanol extracts of rat bile by chromatography on anion-exchange resin and silicic acid columns and characterized on thin-layer plates of Silica Gel G. On the other hand, when bile was extracted with n-butanol or analyzed directly by thin-layer chromatography, only retinoyl beta-glucuronide and a very small amount of retinoic acid could be detected. Butanol extracts of the liver and the intestine, however, still contained a small radioactive nonpolar fraction. When retinoyl beta-glucuronide was incubated with an anion-exchange resin in the presence of methanol, several nonpolar products appeared. Apparently the methyl retinoate, retinoyl beta-glucurono-gamma-lactone, and most of the retinoic acid previously found in bile after retinoic acid administration are produced from retinoyl beta-glucuronide during the isolation procedure.
D000143:Acids / Q000378:metabolism; D000818:Animals; D001646:Bile; D001652:Bile Ducts / Q000502:physiology; D002247:Carbon Isotopes; D055598:Chemical Phenomena; D002621:Chemistry; D002852:Chromatography, Ion Exchange; D002855:Chromatography, Thin Layer; D003460:Crystallization; D004952:Esters; D005965:Glucuronates / Q000378:metabolism; D005966:Glucuronidase; D007783:Lactones / Q000378:metabolism; D008297:Male; D051381:Rats; D013237:Stereoisomerism; D014801:Vitamin A / Q000378:metabolism*
D000143:Acids; D002247:Carbon Isotopes; D004952:Esters; D005965:Glucuronates; D007783:Lactones; D014801:Vitamin A; D005966:Glucuronidase