Chromatographically homogeneous egg lecithin, as determined by TLC on Silica Gel G, has been isolated from crude egg phosphatides by column chromatography on alumina through modification of existing, lengthy methods. The modified method involved application of crude egg phosphatides to a column of alumina in the proportion of 1 g phosphatide/25 g alumina, and elution of the lecithin fraction with the 2‐component solvent system chloroform:methanol, 9:1 by vol. This method of purification separated lecithin from other choline and non‐choline components of crude phosphatides, avoided overloading of the alumina column, and made unnecessary the need for a second chromatographic fractionation of partially purified lecithin on silicic acid, which is needed in existing methods of purification of lecithin.The use of fresh yolks permitted easier removal of pigment from the final product than was possible with commercially dried yolks.Phosphatides extracted from dried yolks were much more highly colored than were the phosphatides extracted from fresh yolks and the color presisted through chromatography on alumina.The fatty acid/phosphorus molar ratio of the purified lecithin was 2.00, which is the theoretical FA/P molar ratio of phosphatidylcholine; other materials with this ratio were not present.
Reactions between sucrose and esters of long chain fatty acids customarily have been conducted in a mutual solvent, such as dimethylformamide. The solvent‐free interesterification of molten sucrose and fatty acid esters at temperatures between 170–187 C has now been performed with the aid of lithium, sodium and potassium soaps as catalysts and solubilizers. When the reactants were heated rapidly and then subjected to reduced pressure, the interesterifications could be brought to equilibrium in 12 min or less, including the time necessary to melt the sucrose. The several soaps and combinations of soaps employed differed markedly in their performance. No sucrose esters were obtained with lithium palmitate, while the yield with lithium oleate was among the best, but consisted of over 90% tetra‐ and higher esters of sucrose. Lower esters were best produced with combinations of lithium oleate with sodium or potassium oleate employed at a level of about 25% total soaps, based on the weight of sucrose. The type of fatty acid ester employed also markedly affected the yield of sucrose esters. Among the esters tested, methyl carbitol palmitate (which could be formed in situ), monopalmitin, distearin and technical grade diglycerides (48% diglycerides) prepared from completely hydrogenated cottonseed oil, interesterified readily.
Thin tayer chromatography was adapted for direct quantitative estimation of sucrose esters of palmitic acid. Urea-phosphoric acid spray was used to detect the sucrose moiety of the various esters. The photometrically determined density of each spot on the thin layer plate was found to be proportional to its sucrose content. Ester content was then obtained by multiplying sucrose found by the factor, tool. wt. ester/mol, wt. sucrose. Ester mixtures were prepared by interesterifying sucrose with various proportions of methyl palmitate in dimettiylformamide solution. Positional isomers were observed at each level of substitution but could not be adequately separated from each other for quantitative evaluation.
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