Enzymatic synthesis of caffeic acid phenethyl ester

Caffeic acid phenethyl ester was successfully synthesized from caffeic acid and phenethyl alcohol catalyzed by Novozym 435. Caffeic acid was found to yield much higher conversion in non-polar solvents than in polar ones, albeit its low solubility in non-polar solvents. Among all solvents tested isoo...

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Bibliographic Details
Published in:Journal of the Chinese Institute of Chemical Engineers
Main Author: Widjaja, A.;Yeh, T.H.;Ju, Y.H.
Format: Article in Journal/Newspaper
Language:English
Published: 2008
Subjects:
Online Access:http://ir.lib.ntust.edu.tw/handle/987654321/33991
https://doi.org/10.1016/j.jcice.2008.05.003
http://ir.lib.ntust.edu.tw/bitstream/987654321/33991/-1/index.html
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Summary:Caffeic acid phenethyl ester was successfully synthesized from caffeic acid and phenethyl alcohol catalyzed by Novozym 435. Caffeic acid was found to yield much higher conversion in non-polar solvents than in polar ones, albeit its low solubility in non-polar solvents. Among all solvents tested isooctane gave the highest conversion and was chosen its the solvent in this study. A reaction temperature of 70 degrees C was chosen to give high solubility of caffeic acid and hence high conversion. The optimum molar ration of acid to alcohol was found to be 1:92. More alcohol resulted in the inactivation of enzyme. An acid to enzyme ratio of 1: 15 (w/w) gave nearly a 100% conversion in 48 h. The conversion was found to be independent of stirring speed. Low stirrer speed of 50 rpm was enough and necessary to provide good mixing. Results from batch reuse stability study show that Novozym 435 could maintain more than 90% of its original activity Lip to the third batch. The enzyme lost its activity faster under higher stirring speed. Reactions carried out without stirring gave better enzyme batch stability, however, the conversions were always less than 90%. (c) 2008 Taiwan Institute of Chemical Engineers. Published by Elsevier B.V. All rights reserved.