Abstract
The use of solvent engineering to achieve selective enzymatic synthesis of feruloylated acylglycerols during the transesterification of ethyl ferulate with TAG was investigated. Novozym 435 catalyzed transesterification of ethyl ferulate and TAG resulted in a mixture of feruloylated monoacylglycerols (FMAG) and feruloylated diacylglycerols (FDAG). These feruloylated acylglycerols have recently received much attention because of their health benefits, antioxidant properties and UV absorption. However, FMAG in a pure form is more advantageous than the FMAG–FDAG mixture in exhibiting stabilizing, emulsifying and conditioning properties. Thus, it is significant to perform efficient selectivity in the synthetic process. In this present study, the effect of various solvent mixtures, including unitary, binary and ternary organic media selective enzymatic synthesis of feruloylated acylglycerols was investigated by response surface methodology. Selectivity towards FMAG substantially increased from 14.5% in the unitary solvent n-hexane to 94.2% in the binary mixtures of 2-methyl-2-butanol (2M2B) and toluene (1:1, v/v). The maximum conversion achieved was 75.4% in this binary mixture medium. Analysis of variance (ANOVA) showed that 99.6% of the observed variation was explained by the polynomial model. Lack of fit analysis indicated that the regress equation was adequate for predicting the degree of the selectivity.
Similar content being viewed by others
References
Compton DL (2005) Sunscreens based on vegetable oil. Lipid Technol 17:276–279
Compton DL, Laszlo JA, Berhow MA (2006) Identification and quantification of feruloylated mono-, di-, and triacylglycerols from vegetable oils. J Am Oil Chem Soc 83:753–758
Warner K, Laszlo JA (2005) Addition of ferulic acid, ethyl ferulate, and feruloylated monoacyl- and diacyl-glycerols to salad oils and frying oils. J Am Oil Chem Soc 82:647–652
Sun SD, Shan L, Liu YF, Jin QZ, Wang XG, Wang ZM (2007) A novel, two consecutive enzyme synthesis of feruloylated monoacyl- and diacyl-glycerols in a solvent-free system. Biotechnol Lett 29:1947–1950
Damstrup ML, Abildskov J, Kiil S, Jensen AD, Sparso FV, Xu XB (2006) Evaluation of binary solvent mixtures for efficient monoacylglycerol production by continuous enzymatic glycerolysis. J Agric Food Chem 54:7113–7119
Liao HF, Tsai WC, Chang SW, Shieh CJ (2003) Application of solvent engineering to optimize lipase-catalyzed 1,3-diacylglycerols by mixtures response surface methodology. Biotechnol Lett 25:1857–1861
Kuo SJ, Parkin KL (1996) Solvent polarity Influences product selectivity of lipase-mediated esterification reactions in microaqueous media. J Am Oil Chem Soc 73:1427–1433
Rendon X, Lopez-Munguia A, Castillo E (2001) Solvent engineering applied to lipase-catalyzed glycerolysis of triolein. J Am Oil Chem Soc 78:1061–1066
Myers RH, Montgomery DC (2002) Response surface methodology. Wiley, United States
Daniel W (1991) Biostatistics: a foundation for analysis in the health sciences. Wiley, United States
Sun SD, Shan L, Liu YF, Jin QZ, Zhang LX, Wang XG (2008) Solvent–free enzymatic preparation of feruloylated monoacylglycerols optimized of feruloylated monoacylglycerols optimized by response surface methodology. J Agric Food Chem 56:442–447
Acknowledgments
This work was financially supported by the National Nature Science Foundation of Chinese (No. 50773009), the Program for Changjiang Scholars and Innovative Research Team in University (No. IRT0526).
Author information
Authors and Affiliations
Corresponding author
About this article
Cite this article
Zheng, Y., Quan, J., Zhu, LM. et al. Optimization of Selective Lipase-Catalyzed Feruloylated Monoacylglycerols by Response Surface Methodology. J Am Oil Chem Soc 85, 635–639 (2008). https://doi.org/10.1007/s11746-008-1248-4
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11746-008-1248-4