Isomerization of isopropy]idene glycerol ketals and benzylidene glycerol acetals was studied, and isomerization equilibria were established. Reaction of benzaldehyde with glycerol gave four benzylidene glycerol isomers, which were separated by column chromatography and characterized by NMR spectroscopy and other methods.Isomerization of 1-and 2-monoglycerides and of 1,2-and 1,3-diglyeerides, and their separation by column chromatography, are described. Mechanisms of isomerization in mono-and diglycerides and factors which affect them are discussed.Isomerization of 1-and 2-glycerophosphates and of cyclic glycerophosphates by acid and base was also studied. Hydrolysis products of L-3glyeerylphosphorylcholine and 2-glycerylphosphorylcholine were separated by column chromatography and characterized by periodic acid oxidation, optical rotation, and NMR spectroscopy. No isomerization of unhydrolyzed L-3glycerylphosphoryleholine and 2-glyccrylphosphorylcholine was observed. Evidence indicated that acid-catalyzed hydrolyses of phosphoglyeerides are under thermodynamic control whereas most base-catalyzed hydrolyses are under kinetic control.
he branched-chain fatty alcohols D-(+)-12-methyltetradecanol (Cab-anteiss alcohol) and D-( f )-llp-methylhex;rdean01 (Ca7-anteiso alcohol) were prepared by reduction of the methyl esters of the corresponding C I~-and (21.1-anteiss fatty acids isolated from the lipids of Listerice naonocytogenes. The 1-and 2-~nonoglyceryl ethers were prepared from these alcohols, and tested for effects on circulating leukocyte levels. The synthesis a d isolation of the intermediate benzylidenae glycerols were also reinvestigated. Reaction intermediates and prod~acts were purified and characterized by col~amn, thin-layer, and gas-liquid ~hromatography and by nuclear magnetic resonance spectroscopy.
Incorporation of intravenously injected 1-14C-acetate into lipids of liver and serum was studied in suckling rats and in rats fed commercial or semisynthetic diets containing no added fat, 15% butter, or 15% corn oil. Incorporation into liver cholesterol was higher on commercial than on semisynthetic diets and was stimulated by addition of corn oil to either diet. Incorporation into fatty acids did not parallel incorporation into cholesterol in the different dietary groups. Serum lipids tended to show a pattern of labeling similar to that of liver. Suckling rats showed low incorporation into both cholesterol and fatty acids. In general, these results correspond to the findings of earlier in vitro studies.
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