537-40-6Relevant articles and documents
PALM OIL ENRICHED IN UNSATURATED FATTY ACIDS
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Paragraph 0065; 0066, (2013/06/06)
A process for producing a food oil containing at least 50% monounsaturated fatty acids from palm oil is disclosed. Fatty acids are released from palm oil glycerides, such as by fat-splitting. The free fatty acids (FFA) are separated to obtain a fraction enriched in unsaturated palm fatty acid. This fraction is subject to a condensation reaction with glycerol to form an oil comprising mainly triglycerides (triacylglycerols). The condensation reaction is catalyzed by an enzyme.
Enzymatic synthesis of symmetrical 1,3-diacylglycerols by direct esterification of glycerol in solvent-free system
Rosu, Roxana,Yasui, Mamoru,Iwasaki, Yugo,Yamane, Tsuneo
, p. 839 - 843 (2007/10/03)
1,3-Diacylglycerols were synthesized by direct esterification of glycerol with free fatty acids in a solvent-free system. Free fatty acids with relatively low melting points (45°C) such as unsaturated and medium-chain saturated fatty acids were used. With stoichiometric ratios of the reactants and water removal by evaporation at 3 mm Hg vacuum applied at 1 h and thereafter, the maximal 1,3-diacylglycerol content in the reaction mixture was: 84.6% for 1,3-dicaprylin, 84.4% for 1,3-dicaprin, 74.3% for 1,3-dilinolein, 71.7% for 1,3-dieicosapentaenoin, 67.4% for 1,3-dilaurin, and 61.1% for 1,3-diolein. Some of the system's parameters (temperature, water removal, and molar ratio of the reactants) were optimized for the production of 1,3-dicaprylin, and the maximal yield reached 98%. The product was used for the chemical synthesis of 1,3-dicapryloyl-2-eicosapentaenoylglycerol. The yield after purification was 42%, and the purity of the triacylglycerol was 98% (both 1,3-dicapryloyl-2-eicosapentaenoylglycerol and 1,2-dicapryloyl-3-eicosapentaenoylglycerol included) by gas chromatographic analysis, of which 90% was the desired structured triacylglycerol (1,3-dicapryloyl-2-eicosapentaenoylglycerol) as determined by silver ion high-performance liquid chromatographic analysis.
Synthesis of Triacylglyceride Hydroperoxides Derived from Linoleic Acid
Baba, Naomichi,Hirota, Naohisa,Umino, Hitoshi,Matsuo, Kyowa,Nakajima, Shuhei,et al.
, p. 1547 - 1548 (2007/10/02)
Four triacylglyceride hydroperoxides were synthesized by DCC-mediated esterification of a dimethylperketal of 13-hydroperoxyoctadecadienoic acid with glycerides, in which on e or two linoleoyl groups were linked, and by final removal of the protective group with a mixture of THF, acetic acid and water.
Fat Hydrolysis and Esterification by a Lipase from Humicola lanuginosa
Omar, Ibrahim Che,Nishio, Naomichi,Nagai, Shiro
, p. 2153 - 2160 (2007/10/02)
The hydrolysis and esterification by a thermostable lipase from Humicola lanuginosa No. 3 were investigated.Both reactions occurred readily at temperatures between 45-50 deg C.Esterification by the enzyme with glycerol was observed to be specific towards fatty acids with carbon numbers of C12-C18.Lauric acid esters with different alcohols such as primary alcohols, terpene alcohols, etc., were also synthesized readily.Esterification by the enzyme was adversely affected by the water content (optimum, ca. 7percent), however, the hydrolysis rate increased rapidly with increasing water content (optimum, ca. 60percent).The enzyme showed increased activity in organic solvent-aqueous reaction systems.Nevertheless, hydrolysis in complete organic phase reactions was found not to be feasible.Hydrolysis at a higher temperature (50 or 55 deg C) in a solvent free phase was almost the same as that in organic solvent-aqueous phase reactions.The components of glycerides varied considerably during hydrolysis, whereby esterification resulted in a higher quantity of mono- and diglycerides (about 40percent), compared to in the case of hydrolysis, for which the value was about 10-20percent.
