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Improved acylation of phytosterols catalyzed by Candida antarctica lipase A with superior catalytic activity

Paper ID Volume ID Publish Year Pages File Format Full-Text
3442 171 2013 8 PDF Available
Title
Improved acylation of phytosterols catalyzed by Candida antarctica lipase A with superior catalytic activity
Abstract

This work reported a novel approach to synthesize phytosterol (β-sitosterol as a model) fatty acid esters by employing Candida antarctica lipase A (CAL A) which shows a superior catalytic activity to other lipases. A series of β-sitosteryl fatty acid esters (C2–C18) have been successfully prepared with structural identification of products by 1H NMR and Fourier transform-infrared spectroscopy (FTIR). Compared to other immobilized lipases, CAL A achieves 6–14 times faster esterification of β-sitosterol with myristic acid. CAL A shows low activity toward short chain fatty acids (C2–C6), and remarkably high activity for medium and long chain ones (≥C8). Reaction time, temperature, enzyme load, substrate ratio and concentration, and solvent property are found to profoundly influence reaction rates. A pronounced correlation between enzyme activities and log P values of solvents, among the solvents with a broad spectrum of log P values, was observed. 93–98% yield of β-sitosteryl esters could be achieved with hexane as solvent, fatty acid (C8–C18)/β-sitosterol (1:1, mol:mol), 5–10% CAL A load at 40–50 °C for 24 h. This work demonstrated the promising potential of CAL A in bioprocess of phytosterols for value-added application.

Graphical abstractCandida antarctica lipase A (CAL A) shows a superior activity in catalyzing syntheses of phytosteryl fatty acid (medium/long chain) esters, in which 93–98% yields could be achieved in 24 h.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlight► β-Sitosteryl fatty acid esters (C2–C18) synthesized and identified by 1H NMR and FTIR. ► CAL A shows superior activity in catalyzing acylation of phytosterol to other lipases. ► CAL A achieves 6–14 times faster reaction rate over other lipases. ► 93–98% yield of β-sitosteryl esters achieved at 40–50 °C for 24 h.

Keywords
Phytosterol; β-Sitosterol; Fatty acids; Esterification; Candida antarctica lipase A (CAL A)
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Improved acylation of phytosterols catalyzed by Candida antarctica lipase A with superior catalytic activity
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Publisher
Database: Elsevier - ScienceDirect
Journal: Biochemical Engineering Journal - Volume 70, 15 January 2013, Pages 55–62
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