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Immobilization of Candida rugosa lipase onto magnetic beads for kinetic resolution of (R,S)-ibuprofen

Paper ID Volume ID Publish Year Pages File Format Full-Text
50607 46804 2012 5 PDF Available
Title
Immobilization of Candida rugosa lipase onto magnetic beads for kinetic resolution of (R,S)-ibuprofen
Abstract

Two commercially available lipases from Candida rugosa (CRL from Sigma-Aldrich Co. and OF from Meito Sangyo Co.) were immobilized onto glutaraldehyde-activated and EDC/sulfo-NHS-activated amine-terminated magnetic beads (MB). In this study a procedure for immobilization of lipase OF using EDC and sulfo-NHS onto the surface of magnetic particles was developed. The resulting “OF lipase enzymatic system” yielded good results of enantioselectivity (E = 19, eep = 83%) and conversion (c = 42%) of the kinetic resolution of (R,S)-ibuprofen. Additionally, this procedure provides easy recovery and effective reuse of lipase OF, maintaining the enantioselectivity of the reaction on the same high level after five cycles. It was also demonstrated that the cross-linking reaction of lipases (CRL and OF) via glutaraldehyde onto magnetic support did not result in acceptable levels of conversion and enantioselectivity of the esterification reaction. Based on the results it should be noted that the immobilization technique we studied using EDC and sulfo-NHS onto MB could be potentially important for industrial application of kinetic resolution of non-steroidal anti-inflammatory drugs.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► The immobilization of Candida rugosa lipase onto magnetic beads (MB) was performed. ► Immobilized lipase was used in kinetic resolution of (R,S)-ibuprofen. ► Amine-terminated magnetic beads were activated by glutaraldehyde and sulfo-NHS/EDC. ► High enantioselectivity of kinetic resolution using sulfo-NHS/EDC was obtained. ► The sulfo-NHS/EDC-activated MB provides easy recovery and reuse of lipase.

Keywords
Biocatalytic reaction; Candida rugosa lipase; (R,S)-ibuprofen; Immobilization; Kinetic resolution; Magnetic beads
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Immobilization of Candida rugosa lipase onto magnetic beads for kinetic resolution of (R,S)-ibuprofen
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 24, 5 July 2012, Pages 80–84
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
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