Activation of retinoic acid by coenzyme A for the formation of ethyl retinoate.
All-trans-retinoic acid is metabolized to a less polar metabolite in rat liver microsomes. This metabolite was proven to be ethyl retinoate by cochromatography on high-performance liquid chromatography, base hydrolysis to all-trans-retinoic acid, and gas chromatography/mass spectral analysis. The formation of ethyl retinoate is a specific enzymatic process; the apparent Km for all-trans-retinoic acid is 9.8 microM. The production of ethyl retinoate is greatly stimulated by the addition of coenzyme A, suggesting the formation of a retinoic acid-coenzyme A intermediate (retinoyl-coenzyme A).
D000255:Adenosine Triphosphate / Q000378:metabolism; D000818:Animals; D001711:Biotransformation / Q000187:drug effects; D003065:Coenzyme A / Q000378:metabolism*; D000431:Ethanol / Q000494:pharmacology; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D008297:Male; D008862:Microsomes, Liver / Q000187:drug effects / Q000378:metabolism*; D010084:Oxidation-Reduction; D010100:Oxygen / Q000494:pharmacology; D051381:Rats; D013696:Temperature; D013997:Time Factors; D014212:Tretinoin / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000378:metabolism*
C046723:ethyl retinoate; D000431:Ethanol; D014212:Tretinoin; D000255:Adenosine Triphosphate; D010100:Oxygen; D003065:Coenzyme A