Enzymatic esterification of (−)‐menthol with fatty acids in solvent by a commercial lipase from Candida rugosa

Abstract

Esterification of (−)‐menthol with fatty acids in isooctane was successfully catalyzed using a commercial lipase, Lipase AY “Amano” 30 from Candida rugosa in original powder form. The esterification reactions were performed to elucidate the effects of temperature, enzyme load, molar ratio of (−)‐menthol/fatty acid, and fatty acid type, keeping the (−)‐menthol concentration at 200 mM. At the optimal conditions for (−)‐menthol esterification, determined at a (−)‐menthol/lauric acid molar ratio of 1∶1 and 35°C [1.5 g enzyme/g (−)‐menthol, 0.1 g molecular sieves], the molar conversion of (−)‐menthol after 48 h reached 93%. After 24h, the lowest and the highest molar conversions of fatty acids at 2∶1 molar ratio were obtained with myristic acid (71%) and margaric acid (98%), respectively. After 48 h, the molar conversions of lauric acid at molar ratios 2∶1, 1∶1, and 1∶2 were 98, 93, and 49%, respectively.

Enzymatic esterification of (−)‐menthol with lauric acid in isooctane by sorbitan monostearate‐coated lipase from Candida rugosa

“…Esterification reactions in isooctane were carried out in a glass reaction flask (25 mL) at the optimal conditions determined for native Lipase AY in our previous study in duplicate (9). Heating of the water bath and stirring of the reaction mixture were performed with a magnetic stirrer equipped with a heating unit (Framo-Geraetetechnik M22/1 5655; Franz Morat KG, Eisenbach, Germany).…”

Optimization of Lipase‐Catalyzed Fractionation of Two Conjugated Linoleic Acid (CLA) Isomers

“…4, with increasing temperature, the amount of 9c, 11t-CLA isomer in the FFA fraction started to decrease at first and then a slight increase could be observed that might be due to not being the temperatures that are more suitable for enzyme activity. Babali et al [17] and Kamiya et al [18] reported that the optimal reaction temperature for C. rugosa was around 35°C while Wang et al [19] showed that reaction temperature higher than 50°C caused the enzyme to be degraded and decreased the esterification of CLA with ethanol. They reported that 50°C and pH of 6.5 were optimal reaction conditions for total esterification.…”

Lipase-catalyzed esterification of conjugated linoleic acid with l-carnitine in solvent-free system and acetonitrile

“…The use of lipases enables to prepare optically pure products because of enzyme specificity. Many research works have reported that the lipase-catalyzed synthesis reactions of varies ester such as esterification of fatty acids with sugars, phospholipids, Lmenthol and vitamin C, etc., were carried out in nonaqueous system [10][11][12][13]. However, there is little research on the esterification of CLA with L-carnitine (Scheme 1).…”