Lipase-catalyzed synthesis of ferulyl oleins in solvent-free medium

Food Chemistry

Volumn 112, Issue 3, 2009, Pages 640-645

  Xin, Jia ying ^a,b   Zhang, Lei ^a   Chen, Lin lin ^a   Zheng, Yan ^a   Wu, Xiao mei ^b   Xia, Chun gu ^b  

^a HARBIN UNIVERSITY OF COMMERCE   (China)

^b LANZHOU INSTITUTE OF CHEMICAL PHYSICS   (China)

Author keywords

Ethyl ferulate; Ferulyl diolein; Ferulyl monoolein; Glycerol; Lipase; Triolein; Vacuum rotary evaporation procedure

Indexed keywords

FERULYL DIOLEIN; FERULYL MONOOLEIN; GLYCEROL; TRIACYLGLYCEROL LIPASE; TRIOLEIN; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; DEACYLATION; ENZYME SYNTHESIS; TRANSESTERIFICATION;

EID: 49249104856     PISSN: 03088146     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.foodchem.2008.06.024     Document Type: Article

References (25)

1. Buisma G.J.H., van Helteren C.T.W., Kramer G.F.H., Veldsink J.W., Derksen J.T.P., and Cuperus F.P. Enzymatic esterifications of functionalized phenols for the synthesis of lipophilic antioxidants. Biotechnology Letters 20 2 (1998) 131-136
2. Castelluccio C., Bolwell G.P., Gerrish C., and Rice-Evans C. Differential distribution of ferulic acid to the major plasma constituents in relation to its potential as an antioxidant. Biochemical Journal 316 2 (1996) 691-694
3. Compton D.L., Laszlo J.A., and Berhow M.A. Lipase-catalyzed synthesis of ferulate esters. Journal of the American Oil Chemists' Society 77 5 (2000) 513-519
4. Compton D.L., Laszlo J.A., and Berhow M.A. Identification and quantification of feruloylated mono-, di-, and triacylglycerols from vegetable oils. Journal of the American Oil Chemists' Society 83 9 (2006) 753-758
5. 2. Journal of the American Oil Chemists' Society 78 1 (2001) 43-47
6. Compton D.L., Kenar J.A., Laszlo J.A., and Felker F.C. Starch-encapsulated, soy-based, ultraviolet-absorbing composites with feruloylated monoacyl- and diacylglycerol lipids. Industrial Crops and Products 25 1 (2007) 17-23
7. Wehtje E., Costes D., and Adlercreutz P. Enantioselectivity of lipases: Effects of water activity. Journal of Molecular Catalysis B: Enzymatic 3 5 (1997) 221-230
8. Fang X., Shima M., Kadota M., Tsuno T., and Adachi S. Suppressive effect of alkyl ferulate on the oxidation of linoleic acid. Bioscience Biotechnology and Biochemistry 70 2 (2006) 457-461
9. Guyot B., Bosquette B., Pina M., and Graille J. Esterification of phenolic acids from green coffee with an immobilized lipase from Candida antarctica in solvent-free medium. Biotechnology Letters 19 6 (1997) 529-532
10. Ho, C. T. (1992). Phenolic compounds in food. An overview. In C. T. Ho, C. Y. Lee, M. T. Huang (Eds.), Phenolic Compounds in Food and Their Effects on Health. I. Analysis Occurrence and Chemistry, ACS Symposium Series 506 (pp. 2-7). Washington, DC.
11. Kobayashi T., Adachi S., and Matsuno R. Lipase-catalyzed condensation of p-methoxyphenethyl alcohol and carboxylic acids with different steric and electrical properties in acetonitrile. Biotechnology Letters 25 1 (2003) 3-7
12. Kochar S.P. Stable and healthful frying oil for the 21st century. Inform 11 (2000) 642-647
13. Laszlo J.A., and Compton D.L. Enzymatic glycerolysis and transesterification of vegetable oil for enhanced production of feruloylated glycerols. Journal of the American Oil Chemists' Society 83 9 (2006) 765-770
14. Laszlo J.A., Compton D.L., Eller F.J., Taylor S.L., and Isbell T.A. Packed-bed bioreactor synthesis of feruloylated monoacyl- and diacylglycerols: Clean production of a "green" sunscreen. Green Chemistry 5 4 (2003) 382-386
15. Rendón X., López-Munguaía A., and Castillo E. Solvent engineering applied to lipase-catalyzed glycerolysis of triolein. Journal of the American Oil Chemists' Society 78 10 (2001) 1061-1066
16. Schuler P. Natural antioxidants exploited commercially. In: Hudson B.J.F. (Ed). Food Antioxidants (1990), Elsevier Applied Science, New York 99-170
17. Shahidi F., and Naczk M. Antioxidant properties of food phenolics. Food Phenolics Sources Chemistry Effects Applications (1995), Technomic Publishing Co., Inc., Lancaster (PA) 235-277
18. Silva F.A., Borges M., Guimar F., Lima F.C., Matus C., and Reis S. Phenolic antioxidants and derivatives: Studies on the relationship among structure, radical scavenging activity and physicochemical parameters. Journal of Agriculture and Food Chemistry 48 6 (2000) 2122-2126
19. Stamatis H., Sereti V., and Kolisis F.N. Studies on the enzymatic synthesis of lipophilic derivatives of natural antioxidants. Journal of the American Oil Chemists′ Society 76 12 (1999) 1505-1510
20. Stamatis H., Sereti V., and Kolisis F.N. Enzymatic synthesis of hydrophilic and hydrophobic derivatives of natural phenolic acids in organic media. Journal of Molecular Catalysis B: Enzymatic 11 4-6 (2001) 323-328
21. Sun S.D., Shan L., Liu Y.F., Jin Q.Z., Wang X.G., and Wang Z.M. A novel, two consecutive enzyme synthesis of feruloylated monoacyl- and diacyl-glycerols in a solvent-free system. Biotechnology Letters 29 12 (2007) 1947-1950
22. Warner K., and Laszlo J.A. Addition of ferulic acid, ethyl ferulate, and feruloylated monoacyl- and diacylglycerols to salad oils and frying oils. Journal of the American Oil Chemists' Society 82 9 (2005) 647-652
23. Weber N., and Mukherjee K.D. Solvent-free lipase-catalyzed preparation of diacylglycerols. Journal of Agriculture and Food Chemistry 52 17 (2004) 5347-5353
24. Xu X. Modification of oils and fats by lipase-catalyzed interesterification: Aspects of process engineering. In: Bornscheuer U.T. (Ed). Enzymes in Lipid Modification (2000), Wiley-VCH, Weinheim 190-215
25. Yoshida Y., Kimura Y., Kadota M., Tsuno T., and Adachi S. Continuous synthesis of alkyl ferulate by immobilized Candida antarctica lipase at high temperature. Biotechnology Letters 28 18 (2006) 1471-1474