Production of highly enantioselective (−)-menthyl butyrate using Candida rugosa lipase immobilized on epoxy-activated supports

• Main Authors: Othman, Siti Salhah, Basri, Mahiran, Hussein, Mohd Zobir, Abdul Rahman, Mohd Basyaruddin, Raja Abdul Rahman, Raja Noor Zaliha, Salleh, Abu Bakar, Jasmani, Halila
• Format: Article
• Language: English
• Published: Elsevier 2008
• Online Access: http://psasir.upm.edu.my/id/eprint/6144/1/Production%20of%20highly%20enantioselective%20%28%E2%88%92%29-menthyl%20butyrate%20using%20Candida%20rugosa%20lipase%20immobilized%20on%20epoxy-activated%20supports.pdf; http://psasir.upm.edu.my/id/eprint/6144/; http://www.sciencedirect.com/science/article/pii/S0308814607003779

Optically active (−)-menthyl butyrate was synthesized by enantioselective esterification of racemic (±)-menthol and butyric anhydride using lipase from Candida rugosa immobilized onto epoxy-activated supports of Eupergit C and Eupergit C 250 L through physical adsorption method. The effects of various temperature, storage condition, stability in organic solvent and lipase recyclability were investigated for their influence on the enzymatic enantioselective formation of (−)-menthyl butyrate. The immobilized lipases retained high catalytic activity of up to 31% yield and 100% enantiomeric excess of the desired product, and showed better stability compared to the native lipase. They also exhibited about 50% retained activity even after incubation at higher temperatures, storage at room temperature and after long incubation in hexane. Immobilized lipases also showed considerably efficient reusability.