A novel N-acetylglucosaminyl polyprene in hen oviduct.
Incubation of hen oviduct membranes with UDP-[14C]N-acetylglucosamine (GlcNAc) leads to the formation of four endogenously labeled lipids. One of these lipids has not previously been characterized. Based on its chromatographic behavior on SG-81 paper and DEAE-cellulose, it is a monophosphate diester. The oviduct lipid is extremely sensitive to mild acid hydrolysis and, based on a comparison with alpha-GlcNAc-phosphoryl-undecaprenol from Bacillus cereus, the oviduct lipid contains GlcNAc linked to a polyisoprene as the beta anomer, the polyisoprene containing an alpha-unsaturated isoprene unit. Molecular sieve chromatography indicates that the molecular weight of the lipid is on the order of mannosyl-phosphoryl-dolichol and larger than alpha-GlcNAc-phosphoryl-undecaprenol. Formation of the GlcNAc-lipid is insensitive to tunicamycin. Dolichyl phosphate stimulates formation of a GlcNAc-lipid with similar chromatographic properties.
D000818:Animals; D002645:Chickens; D002850:Chromatography, Gel; D004288:Dolichol Phosphates / Q000494:pharmacology; D005260:Female; D006868:Hydrolysis; D010057:Oviducts / Q000187:drug effects / Q000378:metabolism*; D011105:Polyisoprenyl Phosphate Sugars / Q000302:isolation & purification / Q000378:metabolism*; D014415:Tunicamycin / Q000494:pharmacology; D014537:Uridine Diphosphate N-Acetylglucosamine / Q000378:metabolism*; D014539:Uridine Diphosphate Sugars / Q000378:metabolism*
D004288:Dolichol Phosphates; D011105:Polyisoprenyl Phosphate Sugars; D014539:Uridine Diphosphate Sugars; D014415:Tunicamycin; D014537:Uridine Diphosphate N-Acetylglucosamine