Solvent-free enzymatic preparation of feruloylated monoacylglycerols optimized by response surface methodology

Journal of Agricultural and Food Chemistry

Volumn 56, Issue 2, 2008, Pages 442-447

  Sun, Shang De ^a   Shan, Liang ^a   Liu, Yuan Fa ^a   Jin, Qing Zhe ^a   Zhang, Li Xia ^a   Wang, Xing Guo ^a  

^a JIANGNAN UNIVERSITY   (China)

Author keywords

Feruloylated monoacylglycerols (FMAG); Lipase catalyzed esterification; Response surface methodology; Solvent free

Indexed keywords

COUMARIC ACID; FERULIC ACID; MONOACYLGLYCEROL; NOVOZYME 435; OLEIC ACID; SOLVENT; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ARTICLE; BIOSYNTHESIS; ESTERIFICATION; METABOLISM;

COUMARIC ACIDS; ESTERIFICATION; LIPASE; MONOGLYCERIDES; OLEIC ACID; SOLVENTS;

CANDIDA ANTARCTICA;

EID: 38949218356     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf0728911     Document Type: Article

References (20)

1. Carbonare, M. D.; Pathak, M. A. Skin photosensitizing agents and the role of reactive oxygen species in photoaging. J. Photochem. Photobiol. B: Biol. 1992, 14, 105-124.
2. Compton, D. L. Sunscreens based on vegetable oil. Lipid Technol. 2005, 17, 276-279.
3. Saija, A.; Tomaino, A.; Cascio, R. L.; Trombetta, D.; Proteggente, A.; Pasquale, A. D.; Uccella, N.; Bonina, F. Ferulic and caffeic acids as potential protective agents against photooxidative skin damage. J. Sci. Food Agric. 1999, 79, 476-480.
4. Darr, D.; Fridovich, I. Free radicals in cutaneous biology. J. Invest. Dermatol. 1994, 102, 671-675.
5. Kochar, S. P. Stable and healthful frying oil for the 21st century. Inform. 2000, 11, 642-647.
6. Anselmi, C.; Centini, M.; Granata, P.; Sega, A.; Buonocore, A.; Bernini, A.; Facino, R. M. Antioxidant activity of ferulic acid alkyl esters in a heterophasic system: a mechanistic insight. J. Agric. Food Chem. 2004, 52, 6425-6432.
7. Kikuzaki, H.; Hisamoto, M.; Hirose, K.; Akiyama, K.; Taniguchi, H. Antioxidant properties of ferulic acid and its related compounds. J. Agric. Food Chem. 2002, 50, 2161-2168.
8. Twu, Y. K.; Shih, I. L.; Yen, Y. H.; Ling, Y. F.; Shieh, C. J. Optimization of lipase-catalyzed synthesis of octyl hydroxyphenylpropionate by response surface methodology. J. Agric. Food Chem. 2005, 53, 1012-1016.
9. Vosmann, K.; Weitkamp, P.; Weber, N. Solvent-free lipase-catalyzed preparation of long-chain alkyl phenylpropanoates and phenylpropyl alkanoates. J. Agric. Food Chem. 2006, 54, 2969-2976.
10. Compton, D. L.; Laszlo, J. A.; Berhow, M. A. Lipase-catalyzed synthesis of ferulate esters. J. Am. Oil Chem. Soc. 2000, 77, 513-519.
11. Laszlo, J. A.; Compton, D. L.; Eller, F. J.; Taylor, S. L.; Isbell, T. A. Packed-bed bioreactor synthesis of feruloylated monoacyl-and diacylglycerols: clean production of a "green" sunscreen. Green Chem. 2003, 5, 382-386.
12. Laszlo, J. A.; Compton, D. L. Enzymatic glycerolysis and transesterification of vegetable oil for enhanced production of feruloylated glycerols. J. Am. Oil Chem. Soc. 2006, 83, 765-770.
13. Warner, K.; Laszlo, J. A. Addition of ferulic acid, ethyl ferulate, and feruloylated monoacyl- and diacylglycerols to salad oils and frying oils. J. Am. Oil Chem. Soc. 2005, 82, 647-652.
14. Sabally, K.; Karboune, S.; St-Louis, R.; Kermasha, S. Lipase-catalyzed transesterification of trilinolein or trilinolenin with selected phenolic acids. J. Am. Oil Chem. Soc. 2006, 83, 101-107.
15. Sun, S. D.; Shan, L.; Liu, Y. F.; Jin, Q. Z.; Wang, X. G.; Wang, Z. M. A novel, two consecutive enzymatic step route for synthesis of feruloylated monoacyl- and diacylglycerols in a solvent-free system. Biotechnol. Lett. 2007, 29, 1947-1950.
16. Sun, S. D.; Shan, L.; Jin, Q. Z.; Liu, Y. F.; Wang, X. G. Solvent-free synthesis of glyceryl ferulate using a commercial microbial lipase. Biotechnol. Lett. 2007, 29, 945-949.
17. Tsuchiyama, M.; Sakamoto, T.; Fujita, M. S.; Kawasaki, H. Esterification of ferulic acid with polyols using a ferulic acid esterase from Aspergillus niger. Biochim. Biophys. Acta 2006, 1760, 1071-1079.
18. Compton, D. L.; Laszlo, J. A.; Berhow, M. A. Identification and quantification of feruloylated mono-, di-, and triacylglycerols from vegetable oils. J. Am. Oil Chem. Soc. 2006, 83, 753-758.
19. Guo, Z.; Sun, Y. Solvent-free production of 1,3-diglyceride of CLA: Strategy consideration and protocol design. Food Chem. 2007, 100, 1076-1084.
20. Xu, X. B.; Fomuso, L. B.; Akoh, C. C. Modification of Menhaden Oil by Enzymatic Acidolysis to Produce Structured Lipids: Optimization by Response Surface Design in a Packed Bed Reactor. J. Am. Oil Chem. Soc. 2000, 77, 171-176.