Chemical synthesis of all-trans-beta-retinoyl phosphat.
all-trans-beta-Retinoic acid is phosphorylated to retinoyl phosphate by bis(triethylamine) phosphate with yields of 10-15%. The product is soluble in methanol and is eluted from DEAE-cellulose acetate at a concentration of 0.1M-ammonium acetate in 99% (v/v) methanol. Its phosphate/retinoic acid molar ratio is 1. Retinoyl phosphate has an absorption maximum at 360nm in methanol, whereas retinoic acid has a maximum at 350 nm. The compound is hydrolysed at pH2 and pH13 for 20 min at 37 degrees C, but is relatively stable under the same conditions at pH4, 6, 8 and 10. Retinoyl phosphate (RF 0.1) can be separated from retinyl phosphate (RF 0.2) by chromatography on thin layers of silica gel in chloroform/methanol/water (60:25:4, by vol.).
D002855:Chromatography, Thin Layer; D006868:Hydrolysis; D009943:Organophosphorus Compounds / Q000138:chemical synthesis; D013057:Spectrum Analysis; D014212:Tretinoin / Q000031:analogs & derivatives* / Q000032:analysis / Q000138:chemical synthesis; D014801:Vitamin A / Q000031:analogs & derivatives*
D009943:Organophosphorus Compounds; D014801:Vitamin A; D014212:Tretinoin