Dual response surface-optimized synthesis of L-menthyl conjugated linoleate in solvent-free system by Candida rugosa lipase

Bioresour Technol. 2010 Feb;101(4):1305-9. doi: 10.1016/j.biortech.2009.09.063. Epub 2009 Oct 14.

Abstract

Lipase-catalyzed synthesis of L-menthyl conjugated linoleate in solvent-free system was studied in this paper. Duel response surface methodology was employed to explore the factors which would influence the reaction conversion by a range of independent experiments. The conditions of reaction temperature, reaction time, enzyme amount, substrate molar ratio and water content were symmetrically investigated. When the substrates were 1 mmol CLA and 1 mmol L-menthol, the maximum conversion (79.1+/-0.8%) was obtained at 30 degrees C, Candida rugosa lipase of 33.7% (w/w by weight of L-menthol), water content of 32% (w/w by weight of L-menthol), reaction time of 43 h. The product isomers (9Z,11E-/10E,12Z-=63/37) were analyzed by GC/MS. The similarity between the oleic acid and 9Z,11E-CLA conformations which were obtained by molecular modeling could account for the specific catalyzed by C. rugosa lipase.

MeSH terms

  • Analysis of Variance
  • Biotechnology / methods*
  • Candida / enzymology*
  • Gas Chromatography-Mass Spectrometry
  • Linoleic Acid / chemical synthesis*
  • Linoleic Acid / chemistry
  • Lipase / metabolism*
  • Menthol / chemistry*
  • Models, Chemical
  • Molecular Conformation
  • Reproducibility of Results
  • Solvents / chemistry*
  • Surface Properties

Substances

  • Solvents
  • Menthol
  • Linoleic Acid
  • Lipase