tretinoin and retinol-phosphate

Topics: Absorption; Animals; beta Carotene; Biological Transport; Carotenoids; Cell Differentiation; Cell Membrane; Cell Nucleus; Chemical Phenomena; Chemistry; Diterpenes; Homeostasis; Humans; Intracellular Membranes; Polyisoprenyl Phosphate Monosaccharides; Terminology as Topic; Tretinoin; Vitamin A

Regulation of the biosynthesis of alpha-fetoprotein and albumin was studied in a temperature-sensitive fetal rat hepatocyte line (RLA209-15) which exhibits a differentiated phenotype when grown at 40 degrees C. Retinoic acid inhibited alpha-fetoprotein production but increased albumin production. This retinoid also changed the proportion of three forms of alpha-fetoprotein; the biosynthesis of the 73,000- and 69,000-dalton variants, which are indistinguishable from authentic rat alpha-fetoprotein, was inhibited and an additional 65,000-dalton variant was induced. It has previously been shown that alpha-fetoprotein production decreases during maturation whereas albumin production increases. Our data suggest that retinoic acid induces maturation of fetal liver cells in vitro. Further, the 65,000-dalton alpha-fetoprotein variant may be characteristic of liver maturation.

Topics: alpha-Fetoproteins; Animals; Cell Line; Diterpenes; Fetus; Kinetics; Liver; Rats; Retinyl Esters; Serum Albumin; Tretinoin; Vitamin A

Topics: Animals; Chromatography, High Pressure Liquid; Diterpenes; Dolichol Monophosphate Mannose; Dolichol Phosphates; Dolichols; Mannose; Mannosephosphates; Polyisoprenyl Phosphate Monosaccharides; Rats; Tretinoin; Vitamin A

Vitamin A antibodies were obtained using retinoic acid conjugated to human serum albumin as an immunogen. The following constraints governed the reactivity of vitamin A analogues with such an anti-serum. The stereochemistry of the side chain is relatively unimportant, and 9- and 13-cis retinal react almost as well as all-trans retinal. The nature of the ring is important; all of the compounds that react readily carry a beta-ionic ring; all of the compounds bearing an aromatic ring react poorly; the two compounds that display intermediate reactivity have non-aromatic 6- and 5-membered rings, respectively.

Topics: Chemical Phenomena; Chemistry; Diterpenes; Epitopes; Humans; Polyisoprenyl Phosphates; Retinaldehyde; Tretinoin; Vitamin A

Phosphorylated retinoids were synthesized by a modification of the procedure that Popják et al. (Popják, G., Cornforth, J. W., Cornforth, R. H., Ryhage, R., and Goodman, D. S. (1962) J. Biol. Chem. 237, 56-61) used to synthesize farnesylpyrophosphate. The all-trans-beta-retinyl phosphate; all-trans-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraene-1-yl phosphate; perhydromonoeneretinyl phosphate; all-trans-beta-retinoyl phosphate; 13-cis-beta-retinoyl phosphate derivatives were tested as acceptors of [14C]mannose from GDP-[14C]mannose in a reaction catalyzed by rat liver membranes. The phosphate esters all functioned as acceptors of mannose to give a product chromatographically indistinguishable from endogenous mannosylretinyl phosphate. The mixed anhydrides, however, did not function as mannosyl acceptors. Neither class of compounds had any effect on the biosynthesis of dolichylmannosyl phosphate. Rat liver membranes did not catalyze the transfer of [14C]galactose from UDP-[14C]galactose to retinyl phosphate even at a concentration of retinyl phosphate (0.73 mM) which stimulated formation o mannosylretinyl phosphate by more than 50-fold...

Topics: Animals; Cell Membrane; Diterpenes; Glycolipids; Hexosephosphates; Liver; Magnetic Resonance Spectroscopy; Mannose; Mass Spectrometry; Organophosphorus Compounds; Rats; Spectrometry, Fluorescence; Spectrophotometry, Ultraviolet; Tretinoin; Uridine Diphosphate Galactose; Vitamin A