Production of steryl esters from vegetable oil deodorizer distillates by enzymatic esterification

Industrial and Engineering Chemistry Research

Volumn 50, Issue 5, 2011, Pages 2865-2875

  Teixeira, A R S ^a   Santos, J L C ^a   Crespo, J G ^a  

^a UNIVERSIDADE NOVA DE LISBOA   (Portugal)

Author keywords

[No Author keywords available]

Indexed keywords

CANDIDA RUGOSA LIPASE; DEODORIZER DISTILLATES; ENZYMATIC ESTERIFICATION; ENZYMATIC REACTION; ENZYME CONCENTRATIONS; FIXED TEMPERATURE; FREE FATTY ACID; KINETIC CONSTANT; MOLAR RATIO; OPTIMIZED CONDITIONS; REACTION MEDIUM; REACTION MIXTURE; REACTION PARAMETERS; REACTION SYSTEM; STERYL ESTERS; TRANSIENT STATE; WATER ACTIVITY;

ALCOHOLS; ENZYMES; ESTERIFICATION; FATTY ACIDS; MATHEMATICAL MODELS; OPTIMIZATION; RATE CONSTANTS; TERNARY SYSTEMS; VEGETABLE OILS;

ESTERS;

EID: 79951984175     PISSN: 08885885     EISSN: 15205045     Source Type: Journal    
DOI: 10.1021/ie1020766     Document Type: Conference Paper

References (36)

1. Fernandes, P.; Cabral, J. M. S. Phytosterols: Applications and recovery methods Bioresour. Technol. 2007, 98, 2335-2350 (Pubitemid 46420769)
2. Dumont, M.-J.; Narine, S. S. Soapstock and deodorizer distillates from North American vegetable oils: Review on their characterization, extraction and utilization Food Res. Int. 2007, 40, 957-974 (Pubitemid 47223706)
3. Gunawan, S.; Ju, Y.-H. Vegetable Oil Deodorizer Distillate: Characterization, Utilization and Analysis Sep. Purif. Rev. 2009, 38, 207-241
4. Verleyen, T.; Verhe, R.; Garcia, L.; Dewettinck, K.; Huyghebaert, A.; De Greyt, W. Gas chromatographic characterization of vegetable oil deodorization distillate J. Chromatogr., A 2001, 921, 277-285 (Pubitemid 32537833)
5. Ingmar, W. Cholesterol-lowering effect of plant sterols Eur. J. Lipid Sci. Technol. 2000, 102, 467-472
6. Quelez, J.; Garcia-Lorda, P.; Salas-Salvador, J. Potential uses and benefits of phytosterols in diet: present situation and future directions Clin. Nutr. (Edinburgh, Scotland) 2003, 22, 343-351 (Pubitemid 37063294)
7. Kamal-Eldin, A.; Appelqvist, L.-A. The chemistry and antioxidant properties of tocopherols and tocotrienols Lipids 1996, 31, 671-701 (Pubitemid 26240763)
8. Kamal-Eldin, A. Effect of fatty acids and tocopherols on the oxidative stability of vegetable oils Eur. J. Lipid Sci. Technol. 2006, 108, 1051-1061 (Pubitemid 46087363)
9. Gunawan, S.; Fabian, C.; Ju, Y.-H. Isolation and Purification of Fatty Acid Steryl Esters from Soybean Oil Deodorizer Distillate Ind. Eng. Chem. Res. 2008, 47, 7013-7018
10. Kuo-Min, L. I. N.; Sefa, S, K. Separation of sterols from deodorizer distillate by crystallization J. Food Lipids 2003, 10, 107-127
11. Moreira, E.; Baltanas, M. Recovery of phytosterols from sunflower oil deodorizer distillates J. Am. Oil Chem. Soc. 2004, 81, 161-167
12. Ghosh, S.; Bhattacharyya, D. Isolation of tocopherol and sterol concentrate from sunflower oil deodorizer distillate J. Am. Oil Chem. Soc. 1996, 73, 1271-1274 (Pubitemid 126520133)
13. Gisele Maria, B.; Juarez Souza de, O.; Oscar Felippe von, M. Extraction of tocopherols from the deodorized distillate of soybean oil with liquefied petroleum gas Eur. J. Lipid Sci. Technol. 2003, 105, 668-671
14. Chang, C. J.; Chang, Y.-F.; Lee, H.-z.; Lin, J.-q.; Yang, P.-W. Supercritical Carbon Dioxide Extraction of High-Value Substances from Soybean Oil Deodorizer Distillate Ind. Eng. Chem. Res. 2000, 39, 4521-4525
15. Mendes, M. F.; Pessoa, F. L. P.; Uller, A. M. C. An economic evaluation based on an experimental study of the vitamin E concentration present in deodorizer distillate of soybean oil using supercritical CO2 J. Supercrit. Fluids 2002, 23, 257-265
16. Nagesha, G.; Subramanian, R.; Sankar, K. Processing of tocopherol and FA systems using a nonporous denser polymeric membrane J. Am. Oil Chem. Soc. 2003, 80, 397-402
17. Wang, H.; Goto, M.; Sasaki, M.; Hirose, T. Separation of α-Tocopherol and Squalene by Pressure Swing Adsorption in Supercritical Carbon Dioxide Ind. Eng. Chem. Res. 2004, 43, 2753-2758 (Pubitemid 38658001)
18. Martins, P. F.; Batistella, C. B.; Maciel-Filho, R.; Wolf-Maciel, M. R. Comparison of Two Different Strategies for Tocopherols Enrichment Using a Molecular Distillation Process Ind. Eng. Chem. Res. 2005, 45, 753-758 (Pubitemid 43164163)
19. Gerrit van, D. Industrial experiences with pesticide removal during edible oil refining Eur. J. Lipid Sci. Technol. 2008, 110, 982-989
20. Moreau, R. A.; Whitaker, B. D.; Hicks, K. B. Phytosterols, phytostanols, and their conjugates in foods: structural diversity, quantitative analysis, and health-promoting uses Prog. Lipid Res. 2002, 41, 457-500
21. Schäfer, A.; Fane, A.; Waite, T. Nanofiltration: Principles and Applications; Elsevier Science Ltd.: New York, 2005.
22. Shimada, Y.; Nakai, S.; Suenaga, M.; Sugihara, A.; Kitano, M.; Tominaga, Y. Facile purification of tocopherols from soybean oil deodorizer distillate in high yield using lipase J. Am. Oil Chem. Soc. 2000, 77, 1009-1013
23. Watanabe, Y.; Nagao, T.; Hirota, Y.; Kitano, M.; Shimada, Y. Purification of tocopherols and phytosterols by a two-step in situ enzymatic reaction J. Am. Oil Chem. Soc. 2004, 81, 339-345
24. Villeneuve, P.; Turon, F.; Caro, Y.; Escoffer, R.; Baréa, B.; Barouh, B.; Lago, R.; Piombo, G.; Pina, M. Lipase-catalyzed synthesis of canola phytosterols oleate esters as cholesterol lowering agents Enzyme Microb. Technol. 2005, 37, 150-155 (Pubitemid 40615655)
25. Hirota, Y.; Nagao, T.; Watanabe, Y.; Suenaga, M.; Nakai, S.; Kitano, A.; Sugihara, A.; Shimada, Y. Purification of steryl esters from soybean oil deodorizer distillate J. Am. Oil Chem. Soc. 2003, 80, 341-346
26. Nagao, T.; Hirota, Y.; Watanabe, Y.; Kobayashi, T.; Kishimoto, N.; Fujita, T.; Kitano, M.; Shimada, Y. Recovery of sterols as fatty acid steryl esters from waste material after purification of tocopherols Lipids 2004, 39, 789-794 (Pubitemid 39602530)
27. Nagao, T.; Kobayashi, T.; Hirota, Y.; Kitano, M.; Kishimoto, N.; Fujita, T.; Watanabe, Y.; Shimada, Y. Improvement of a process for purification of tocopherols and sterols from soybean oil deodorizer distillate J. Mol. Catal. B: Enzym. 2005, 37, 56-62 (Pubitemid 41674648)
28. Torres, C. F.; Torrelo, F.; Guzmán, T.; Señoráns, F. J.; Guillermo, R. Production of phytosterol esters from soybean oil deodorizer distillates Eur. J. Lipid Sci. Technol. 2009, 111, 459-463
29. Torres, C. F.; Torrelo, G.; Señoráns, F. J.; Reglero, G. A two steps enzymatic procedure to obtain sterol esters, tocopherols and fatty acid ethyl esters from soybean oil deodorizer distillate Process Biochem. 2007, 42, 1335-1341 (Pubitemid 47268827)
30. Bell, G.; Halling, P. J.; May, L.; Moore, B. D.; Robb, D. A.; Ulijn, R.; Valivety, R. H. Enzymes in Nonaqueous Solvents; Humana Press: New York, 2001; pp 105 - 126.
31. Ernst, W.; Patrick, A. Water activity and substrate concentration effects on lipase activity Biotechnol. Bioeng. 1997, 55, 798-806
32. Halling, P. J. What can we learn by studying enzymes in non-aqueous media? Philos. Trans. R. Soc. London, Ser. B: Biol. Sci. 2004, 359, 1287-1297 (Pubitemid 39123218)
33. Wehtje, E.; Adlercreutz, P. Lipases have similar water activity profiles in different reactions Biotechnol. Lett. 1997, 19, 537-540 (Pubitemid 27267845)
34. Gunawan, S.; Fabian, C.; Ju, Y. Isolation and purification of fatty acid steryl esters from soybean oil deodorizer distillate Ind. Eng. Chem. Res. 2008, 47, 7013-7018
35. Greenspan, L. Humidity Fixed Points of Binary Saturated Aqueous Solutions J. Res. Natl. Bur. Stand., Sect. A: Phys. Chem. 1977, 81A, 89-96
36. Campbell, S. L.; Linh, V. H.; Petzold, L. R. Differential-algebraic equations Scholarpedia 2008, 3, 2849