Pseudomonas cepacia lipase--mediated transesterification reactions of hydrocinnamates.
Use of lipase from Pseudomonas cepacia in transesterifcation reactions of ethyl hydrocinnamate with different alcohols has been examined. Among the alcohols tested, viz., n-butanol, iso-amyl alcohol, benzyl alcohol, n-octanol and 1-phenylethanol, only n-butanol yielded the transesterified product. Among the solvents tested, viz., n-heptane, n-hexane, cyclohexane, toluene, diisopropylether and n-butanol, the initial rate of transesterification proceeded in the order cyclohexane > n-heptane > n-hexane > diisopropylether > n-butanol > toluene. Using hexane as the solvent and a substrate to enzyme ratio of 1:5, the substrate to alcohol ratio was varied to maximize the yield. n-Butyl hydrocinnamate was obtained in 92% yield in 48 hr by employing a 1:1 (wt/wt) ratio of ethyl hydrocinnamate to lipase and a 1:5 (vol/vol) ratio of ethyl hydrocinnamate to n-butanol in hexane.
Department of Chemistry, Indian Institute of Technology--Madras, Chennai 600 036, India.
K
K
Priya
T
T
Venugopal
Anju
A
Chadha
D000438:Alcohols / Q000737:chemistry; D016956:Burkholderia cepacia / Q000201:enzymology*; D000440:Butanols / Q000737:chemistry; D002384:Catalysis; D004951:Esterification; D006586:Hexanes; D007700:Kinetics; D008049:Lipase / Q000737:chemistry*; D008956:Models, Chemical; D010666:Phenylpropionates / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013010:Sonication; D013379:Substrate Specificity; D013696:Temperature; D013997:Time Factors
D000438:Alcohols; D000440:Butanols; D006586:Hexanes; D010666:Phenylpropionates; D012997:Solvents; C026385:n-hexane; C035253:3-phenylpropionic acid; D008049:Lipase