title: Long-chain cyclic acetals of glycerol: metabolism of the stereomeric 1,3-dioxanes and 1,3-dioxolanes in myelinating rat brain.
abstract: The metabolism of the stereomeric cyclic glycerol acetals of [1-(14)C]hexadecanal was studied in myelinating rat brain. It was found that the four isomers, cis- and trans-2-pentadecyl-5-hydroxy-1,3-dioxanes and cis- and trans-2-pentadecyl-4-hydroxymethyl-1,3-dioxolanes, were utilized by the tissue at different rates. The acetals were primarily metabolized via a ring-opening mechanism leading to palmitic acid, some of which was subsequently elongated-desaturated. Only the five-membered ring isomers were incorporated as intact acetals into both neutral and polar brain lipids.
mesh_terms: D000080:Acetals / Q000378:metabolism; D000535:Aluminum; D000818:Animals; D001921:Brain / Q000378:metabolism*; D002250:Carbon Radioisotopes; D002849:Chromatography, Gas; D002855:Chromatography, Thin Layer; D004147:Dioxins / Q000378:metabolism*; D004149:Dioxoles / Q000378:metabolism*; D005990:Glycerol / Q000378:metabolism*; D007700:Kinetics; D008055:Lipids / Q000096:biosynthesis; D008094:Lithium; D008297:Male; D010084:Oxidation-Reduction; D010169:Palmitic Acids / Q000096:biosynthesis; D010713:Phosphatidylcholines / Q000096:biosynthesis; D010714:Phosphatidylethanolamines / Q000096:biosynthesis; D051381:Rats; D013237:Stereoisomerism
chemical_list: D000080:Acetals; D002250:Carbon Radioisotopes; D004147:Dioxins; D004149:Dioxoles; D008055:Lipids; D010169:Palmitic Acids; D010713:Phosphatidylcholines; D010714:Phosphatidylethanolamines; D008094:Lithium; D000535:Aluminum; D005990:Glycerol