Lipase-catalyzed esterification of selected phenolic acids with linolenyl alcohols in organic solvent media.

Abstract:

:Lipase-catalyzed esterification of selected phenolic acids with linolenyl alcohols was investigated in selected organic solvent media. The enzyme activity for the esterification of dihydrocaffeic acid with linolenyl alcohol in solvent mixtures of hexane/2-butanone of 75:25 (v/v) and 65:35 (v/v) was 0.88 and 0.47 micromol of esterified dihydrocaffeic acid/(g of solid enzyme.min), respectively, with a corresponding esterification yield of 76 and 58%, respectively. However, the esterification of ferulic acid with linolenyl alcohol in the reaction medium of hexane/2-butanone of 65:35 (v/v) resulted in a low yield (16%). Using the reaction medium of hexane/2-butanone of 75:25 (v/v), an increase in linolenyl alcohol concentration with a concomitant use of a constant amount of dihydrocaffeic acid resulted in an increase in esterification yield. The highest esterification yield of 99% was obtained with a ratio of dihydrocaffeic acid to linolenyl alcohol of 1:8 after 7 d of reaction. Biosynthesis of the end product, linolenyl dihydrocaffeate, was confirmed by electrospray ionization mass spectroscopy structural analysis; the ester product demonstrated an antiradical activity close to that of alpha-tocopherol.

authors

Sabally K,Karboune S,Yeboah FK,Kermasha S

doi

10.1385/abab:127:1:017

subject

Has Abstract

pub_date

2005-10-01 00:00:00

pages

17-27

issue

1

eissn

0273-2289

issn

1559-0291

pii

ABAB:127:1:017

journal_volume

127

pub_type

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