2001
DOI: 10.1007/s11746-001-0239-6
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Enzymatic esterification of (−)‐menthol with lauric acid in isooctane by sorbitan monostearate‐coated lipase from Candida rugosa

Abstract: Esterification of (−)‐menthol and (±)‐menthol with lauric acid in isooctane was successfully catalyzed by a commercial nonioic surfactant (sorbitan monosterate)‐coated lipase from Candida rugosa (Lipase AY “Amano” 30) at the molar ratio of 1∶1 and at 35°C using 1.5 g enzyme/g (−)‐menthol and 0.1‐g molecular sieves. After 1 h, molar conversion of (−)‐menthol reached 81%. Equilibrium was reached after ca. 4 h, giving a (−)‐menthol molar conversion of 94%. Under the same conditions, native lipase catalyzed the es… Show more

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Cited by 15 publications
(5 citation statements)
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(9 reference statements)
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“…When the esterification of rac-menthol with lauric acid is carried out in organic solvents, longer times are needed to achieve comparable conversion values. 42 From the standpoint of separation, the (2:1) M/LA DES is the most convenient. If the enzyme were 100% selective, it would convert only (−)-menthol and consume all of the lauric acid present, thereby facilitating post-reaction separation.…”
Section: ■ Results and Discussionmentioning
confidence: 99%
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“…When the esterification of rac-menthol with lauric acid is carried out in organic solvents, longer times are needed to achieve comparable conversion values. 42 From the standpoint of separation, the (2:1) M/LA DES is the most convenient. If the enzyme were 100% selective, it would convert only (−)-menthol and consume all of the lauric acid present, thereby facilitating post-reaction separation.…”
Section: ■ Results and Discussionmentioning
confidence: 99%
“…In the (3:1) DES, 16% of rac- menthol were converted at 3 h reaction, out of a maximum allowed 33% because of the concentration of the limiting reagent. When the esterification of rac -menthol with lauric acid is carried out in organic solvents, longer times are needed to achieve comparable conversion values . From the standpoint of separation, the (2:1) M/LA DES is the most convenient.…”
Section: Resultsmentioning
confidence: 99%
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“…% ratio. [18] The concentration of the substrate (ibuprofen) in the feed stream was 20 mm based on the racemic mixture. The receiving phase was also composed of 0.94 mm of an aqueous H 2 SO 4 solution as a hydrolysis catalyst.…”
Section: Methodsmentioning
confidence: 99%
“…Enantiomeric resolution of L ‐menthol and preparation of L ‐menthol esters from racemic DL ‐menthol are problems of interest to the flavor and fragrance industries. Candida rugosa lipase (Crl)‐catalyzed esterification of racemic menthol in organic solvents and emulsions has been investigated extensively 10–15. Orlich et al 10 have studied the Crl‐catalyzed reactions in nonionic W/O‐microemulsions with a technical surfactant, Marlipal O13‐60.…”
Section: Introductionmentioning
confidence: 99%