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Efficient Candida rugosa lipase immobilization on Maghnite clay and application for the production of (1R)-(−)-Menthyl acetate

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Abstract

This work focused on the identification of natural, economical, and efficient supports for immobilization of Candida rugosa lipase (CRL) to catalyze the resolution of (±)-menthol. To this purpose, CRL has been immobilized on natural montmorillonite from Algeria (Maghnite-H), ion-exchange resins (Amberjet®1200-H and Amberjet®4200-Cl), and diatomaceous earth (Celite®545). After a preliminary screening of supports, the immobilization of CRL led to a markedly improved enantioselectivity. Excellent enantioselectivity (E ≥ 134) was achieved by the four supported lipases (E = 68 for free enzyme). Compared to the three other supports tested, higher enantioselectivity was observed with Maghnite-H used as immobilization matrix. In this work, the effects of solvent, reaction time, and temperature, on the conversion as well as on enantioselectivity were investigated. The maximum of conversion (% C = 43%) with high enantiomeric excess of products (eep > 99) was obtained when the reaction is catalyzed by CRL immobilized on Maghnite-H at 30 °C for 24 h, and using toluene as selected solvent. Immobilized CRL on Maghnite-H exhibited good thermostability over a wide temperature range (30–90 °C) compared to the free one. These results suggest that CRL immobilized on Maghnite-H has good potential as biocatalyst for the production of (1R)-(−)-menthyl acetate.

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Abbreviations

C :

Conversion rate %

eep :

Enantiomeric excess of product %

E :

Enantiomeric ratio

IY:

Immobilization yield %

T :

Temperature °C

t :

Time h

t R :

Retention time min

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Acknowledgements

This work was generously supported by the General Directorate for Scientific Research and Technological Development (DG-RSDT), Algerian Ministry of Scientific Research.

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Correspondence to Fatiha Benamia.

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Benamia, F., Benouis, S., Belafriekh, A. et al. Efficient Candida rugosa lipase immobilization on Maghnite clay and application for the production of (1R)-(−)-Menthyl acetate. Chem. Pap. 71, 785–793 (2017). https://doi.org/10.1007/s11696-016-0080-9

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  • DOI: https://doi.org/10.1007/s11696-016-0080-9

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