Chinese Journal of Applied Chemistry ›› 2011, Vol. 28 ›› Issue (04): 426-431.DOI: 10.3724/SP.J.1095.2011.00237

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The Catalytic Activity and Stereoselectivity of Lipase Immobilized in Cetyl Trimethyl Ammonium Bromide/Sorbitan Monostearate Microemulsion-based Gel

WANG Jing, SONG Shaofang*, LU Fusui   

  1. (College of Chemistry and Material Science,Shandong Agricultural University,Taian 271018)
  • Received:2010-04-22 Revised:2010-09-17 Published:2011-04-10 Online:2011-04-10
  • Contact: SONG Shaofang

Abstract:

Cetyl trimethyl ammonium bromide/sorbitan monostearate(Span-60) microemulsion-based gel(CTAB/Span-60 MBG) having good stability in aqueous solution was successfully prepared. The mass percentage of Span-60 in emulsifier mixture(EM, the mixture of n-butanol and Span-60) was determined. The catalytic activity and stereoselectivity of lipase immobilized in CTAB/Span-60 MBG were tested using the esterification of hexanoic acid and hexanol, the hydrolysis of α-glyceryl monostearate and the stereoselective esterification of racemic ibuprofen and octanol as probes, respectively. The results showed that CTAB/Span-60 MBG with good mechanical strength could be achieved when the mass percentage of Span-60 in EM was less than 57%. In organic solvent, the catalytic esterification activity of lipase in this MBG increased gradually with the increase of the content of Span-60 in EM at the first stage and reached maximum at 35% and then decreased slightly with further increase of the content, and was higher than that in CTAB MBG, within the investigated content of Span-60. This immobilized lipase could catalyze the hydrolysis of α-glyceryl monostearate in aqueous solution and the reaction conversion rate didn′t change any more after 24 h. The catalytic hydrolytic activity decreased by 13.68% after 9 re-usage times. This suggests that lipase in CTAB/Span-60 MBG could be separated and reused. Lipase in this MBG also selectively catalyzed S-enantiomer ibuprofen to S-enantiomer ester and the excessive enantiomeric product(eee) of the latter gradually decreased with the proceeding of the reaction, but showing better stereoselectivity than CTAB MBG. As a promising carrier for immobilizing lipase, CTAB/Span60 MBG could be used in biosynthesis and biotransformation not only in organic solvent but also in aqueous solution.

Key words: microemulsion-based gel (MBG), immobilized lipase, catalytic activity, enantioselectivity, reaction conversion rate, enantiomeric excess (eee)

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