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Enzymatic synthesis of butyl hydroxycinnamates and their inhibitory effects on LDL-oxidation

Paper ID Volume ID Publish Year Pages File Format Full-Text
24971 43549 2008 8 PDF Available
Title
Enzymatic synthesis of butyl hydroxycinnamates and their inhibitory effects on LDL-oxidation
Abstract

The potential of the Aspergillus niger type A feruloyl esterase (AnFaeA) for the synthesis of various phenolic acid esters was examined using a ternary-organic reaction system consisting of a mixture of n-hexane, 1- or 2-butanol and water. Reaction parameters including the type of methyl hydroxycinnamate, the composition of the reaction media, the temperature, and the substrate concentration were investigated to evaluate their effect on initial rate and conversion to butyl esters of sinapic acids. Optimisation of the reaction parameters lead to 78% and 9% yield for the synthesis of 1-butyl and 2-butyl sinapate, respectively. For the first time, a feruloyl esterase was introduced in the reaction system as cross-linked enzyme aggregates (CLEAs), after optimisation of the immobilisation procedure, allowing the recycling and reuse of the biocatalyst. The inhibition of copper-induced LDL oxidation by hydroxycinnamic acids and their corresponding butyl esters was investigated in vitro. Kinetic analysis of the antioxidation process demonstrates that sinapate derivatives are effective antioxidants indicating that esterification increases the free acid's antioxidant activity especially on dimethoxylated compounds such as sinapic acid compared to methoxy-hydroxy-compounds such as ferulic acid.

Keywords
FAE, feruloyl esterase; LDL, low-density lipoprotein; MCA, methyl caffeate; MpCA, methyl p-coumarate; MFA, methyl ferulate; MSA, methyl sinapate; 1-but-SA, 1-butyl-sinapate; 2-but-SA, 2-butyl-sinapate; 1-but-FA, 1-butyl-ferulate; DSWB, destarched wheat br
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Enzymatic synthesis of butyl hydroxycinnamates and their inhibitory effects on LDL-oxidation
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Biotechnology - Volume 133, Issue 4, 29 February 2008, Pages 497–504
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us