The anomeric configuration of the D-mannosyl retinyl phosphate formed in rat liver microsomes.
Alkaline hydrolysis at 65 degrees converted D-mannosyl retinyl phosphate primarily into D-mannose 2-phosphate which was identified by its behavior on paper chromatography in two solvent systems, as well as by its resistance to acid hydrolysis under conditions that converted authentic alpha-D-mannosyl phosphate to mannose. When the D-mannosyl retinyl phosphate was hydrolyzed in alkali at 100 degrees, the main product was beta-D-mannosyl phosphate and not the alpha anomer (as shown by chromatography with authentic samples on thin layers of silica gel). No evidence for enzymatic hydrolysis of D-mannosyl retinyl phosphate by alpha-mannosidase was obtainable. It is concluded that the compound under investigation is beta-D-mannosyl retinyl phosphate.
D000818:Animals; D002854:Chromatography, Paper; D004224:Diterpenes; D006600:Hexosephosphates; D008358:Mannose; D008862:Microsomes, Liver / Q000032:analysis*; D008968:Molecular Conformation; D011103:Polyisoprenyl Phosphate Monosaccharides; D051381:Rats; D013237:Stereoisomerism; D014801:Vitamin A / Q000031:analogs & derivatives*
D004224:Diterpenes; D006600:Hexosephosphates; D011103:Polyisoprenyl Phosphate Monosaccharides; D014801:Vitamin A; C013101:mannosylretinylphosphate; D008358:Mannose