Solvent effects on lipase-catalyzed esterification of glycerol and fatty acids

The lipase-catalyzed acylglycerol synthesis with fatty acids of different chain length is studied. Measured ester mole fractions at equilibrium are compared with calculated mole fractions. For these calculations the computer program TREP (Two-phase Reaction Equilibrium Prediction) is used. This prog...

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Bibliographic Details
Published in:Biotechnology and bioengineering 1993-10, Vol.42 (8), p.953-962
Main Authors: Janssen, A.E.M, Padt, A. van der, Reit, K. van't
Format: Article
Language:English
Subjects:
ACIDE GRAS
ACIDE GRAS SATURE
ACIDE OLEIQUE
ACIDO OLEICO
ACIDOS GRASOS
ACIDOS GRASOS SATURADOS
ACTIVIDAD ENZIMATICA
ACTIVITE ENZYMATIQUE
APLICACIONES DEL ORDENADOR
APPLICATION DES ORDINATEURS
BACTERIA
Bioconversions. Hemisynthesis
Biological and medical sciences
Biotechnology
enzymatic esterification
equilibrium
ESTERIFICACION
ESTERIFICATION
Fundamental and applied biological sciences. Psychology
GLICERIDOS
GLICEROL
GLYCERIDE
GLYCEROL
lipase
log P
LOGICIEL
Methods. Procedures. Technologies
organic solvent choice
PROGRAMAS DE ORDENADOR
Sectie Proceskunde
SIMULACION
SIMULATION
SOLVANT
SOLVENTES
Sub-department of Food and Bioprocess Engineering
TRIACILGLICEROL LIPASA
TRIACYLGLYCEROL LIPASE
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Summary:The lipase-catalyzed acylglycerol synthesis with fatty acids of different chain length is studied. Measured ester mole fractions at equilibrium are compared with calculated mole fractions. For these calculations the computer program TREP (Two-phase Reaction Equilibrium Prediction) is used. This program is based on the UNIFAC group contribution method and is developed for nondilute two-phase reaction systems. With one set of equilibrium constants, namely 1.3, 0.8, and 0.6 for monoester, diester, and triester synthesis, respectively, the equilibrium position of the reaction between glycerol and all saturated fatty acids with a chain length from 6 to 18 and oleic acid (cis-9- octadecenoic acid) can be calculated. Deviations, expressed as the ratio between calculated and measured ester mole fractions, usually were between 0.7 and 1.2. In the presence of solvents, the deviations of the monoester mole fractions were higher and rose up to 3. Without addition of a solvent, the ester mole fractions at equilibrium are dependent on the fatty acid chain length. With the short-chain hexanoic acid, the monoester mole fraction is the highest ester mole fraction, while for the long-chain oleic acid, the diester mole fraction is the highest one. The ester mole fractions become independent on the chain length of the fatty acid with a solvent added in a sufficient high concentration. Both reactions, with saturated and unsaturated C(18) fatty acids, lead to the same equilibrium position. The program TREP is found to make good predictions of the equilibrium amounts of ester and fatty acid. However, systematic deviations arise between measured and calculated amounts of water and glycerol in the organic phase. The calculated water and glycerol amounts are always lower than the measured ones. These deviations seem to be highest in nonpolar media and are probably due to deficiencies in the UNIFAC calculation method
ISSN:0006-3592
1097-0290
DOI:10.1002/bit.260420806