Lipase-catalyzed kinetic resolution of 3-hydroxy esters in organic solvents and supercritical carbon dioxide

Capewell, A.; Wendel, V.; Bornscheuer, Uwe T.; Meyer, H.; Scheper, T.

doi:10.1016/0141-0229(95)00229-4

Cited by 34 publications

(6 citation statements)

References 11 publications

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“…Although many lipase-catalyzed reactions in SCCO 2 have been reported, ,− there are no studies on the synthesis of ethyl palmitate under solvent-free and SCCO 2 conditions. The objective of the work reported here was to investigate the various parameters that influence the synthesis of ethyl palmitate.…”

Section: Introductionmentioning

confidence: 99%

Enzymatic Synthesis of Ethyl Palmitate in Supercritical Carbon Dioxide

Kumar

Madras

Modak

2004

Ind. Eng. Chem. Res.

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The esterification of palmitic acid with ethanol was investigated at various temperatures (35-70 °C) in the presence of three lipases (Novozym 435, Lipolase 100T, and hog pancreas lipase) in supercritical carbon dioxide (SCCO 2 ) and under solvent-free conditions. All enzymes showed an optimum temperature of 55 °C under both conditions. The effect of water and ethanol addition on the esterification of acid was also investigated. The conversion obtained in SCCO 2 and under solvent-free conditions with Novozym at optimal conditions was 74 and 97%, respectively. Although a higher apparent yield was obtained under the solvent-free conditions due to higher substrate and enzyme concentrations, the reaction in supercritical carbon dioxide is better because of lower enzyme loading, higher reaction rates and easier downstream processing.

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Section: Introductionmentioning

confidence: 99%

Enzymatic Synthesis of Ethyl Palmitate in Supercritical Carbon Dioxide

Kumar

Madras

Modak

2004

Ind. Eng. Chem. Res.

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“…An optimum temperature of 40 °C in scCO 2 is reported for the synthesis of butyl laurate catalyzed by crude CALB, for the synthesis of geranyl acetate catalyzed by LZ, and for the resolution of 3-hydroxyoctanoic acid methyl esters catalyzed by PCL . However, 62 °C has been reported as the optimum temperature for the hydrolysis of 3-hydroxy-5-phenyl-4-pentenoic acid ethyl ester catalyzed by PCL …”

Section: 7 Effects Of Changing Temperaturementioning

confidence: 99%

“…36 An optimum temperature of 40 °C in scCO 2 is reported for the synthesis of butyl laurate catalyzed by crude CALB, 57 for the synthesis of geranyl acetate catalyzed by LZ, 44 and for the resolution of 3-hydroxyoctanoic acid methyl esters catalyzed by PCL. 69 However, 62 °C has been reported as the optimum temperature for the hydrolysis of 3-hydroxy-5-phenyl-4-pentenoic acid ethyl ester catalyzed by PCL. 53 Conversely, Peres et al 70 report that changes in temperatures between 40 and 60 °C have little effect on geranyl acetate synthesis by NZ 435, and Sovova et al 59 demonstrated that changes in temperature between 30 and 40 °C also have little effect on the catalytic activity of LZ.…”

Section: Effects Of Changing Temperaturementioning

confidence: 99%

Biocatalysis in Supercritical Fluids, in Fluorous Solvents, and under Solvent-Free Conditions

2007

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“…Lipases (triacylglycerol hydrolases, E.C. 3.1.1.3) have been used for hydrolysis, esterification, and transesterification in absence of solvents (5)(6)(7) in organic solvents (8)(9)(10) and in supercritical fluids (11)(12). Enzymatic reactions are conducted in organic solvents and are heterogeneous (13) and are diffusion-controlled (14).…”

Section: Introductionmentioning

confidence: 99%

Synthesis of isoamyl laurate and isoamyl stearate in supercritical carbon dioxide

Varma

Madras

2007

Appl Biochem Biotechnol

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The synthesis of isoamyl laurate and isoamyl stearate was studied in supercritical carbon dioxide with three lipases, Novozym 435, Lipolase 100T, and Candida rugosa. The maximum conversion of 37% and 53%, respectively for isoamyl laurate and isoamyl stearate was obtained when Novozym 435 was used. The effect of various parameters such as molar ratio of alcohol to acid, presence of water, time and temperature was investigated. An optimum temperature of 40-45 degrees C was observed for all reactions. The kinetics of reactions was fast and equilibrium was achieved in 2-3 h. Although the presence of excess alcohol did not reduce conversion, excess water reduced conversion significantly.

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Lipase-catalyzed kinetic resolution of 3-hydroxy esters in organic solvents and supercritical carbon dioxide

Cited by 34 publications

References 11 publications

Enzymatic Synthesis of Ethyl Palmitate in Supercritical Carbon Dioxide

Enzymatic Synthesis of Ethyl Palmitate in Supercritical Carbon Dioxide

Biocatalysis in Supercritical Fluids, in Fluorous Solvents, and under Solvent-Free Conditions

Synthesis of isoamyl laurate and isoamyl stearate in supercritical carbon dioxide

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