Lipase-catalyzed monoesterification of 1-O-Hexadecylglycerol in organic solvents
A simple method is presented to esterify 1-O-hexadecyl-rac-glycerol using lipases in different organic solvents. The following fatty acids were used: C(14:0), C(16:0), C(18:0), C(18:1), and C(18:2). Monoesterification was achieved by using a limiting amount of the fatty acid. Both the 1-O- hexadecyl...
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| Autores principales: | , , |
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| Formato: | JOUR |
| Materias: | |
| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00244201_v32_n8_p907_Bertello |
| Aporte de: |
| Sumario: | A simple method is presented to esterify 1-O-hexadecyl-rac-glycerol using lipases in different organic solvents. The following fatty acids were used: C(14:0), C(16:0), C(18:0), C(18:1), and C(18:2). Monoesterification was achieved by using a limiting amount of the fatty acid. Both the 1-O- hexadecyl-3-O-acylglycerol and the 2-O-acylglycerol were obtained in a total yield of 75% and a ratio of 7:1 in dichloromethane after 3 d. Chromatographic data for the monoesters, useful for the identification of the natural products, are given (gas-liquid chromatography, thin-layer chromatography, reverse-phase thin-layer chromatography). The structure was confirmed by a chemical synthesis of 1-O-hexadecyl-2-O-hexadecanoylglycerol. The 3-O- glyceride was also formed by acyl migration, as the minor component. The monoesters were separated by column chromatography and characterized by 1H and 13C nuclear magnetic resonance spectra. |
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