Novozym 435-catalyzed 1,3-diacylglycerol preparation via esterification in t-butanol system

Process Biochemistry

Volumn 45, Issue 12, 2010, Pages 1923-1927

  Duan, Zhang Qun ^a   Du, Wei ^a   Liu, De Hua ^a  

^a TSINGHUA UNIVERSITY   (China)

Author keywords

1,3 DAG; Esterification; Kinetics; Novozym 435; Stability; T Butanol

Indexed keywords

1,3-DAG; BENEFICIAL EFFECTS; BODY FATS; BODY WEIGHT; COMPETITIVE INHIBITION; DIACYLGLYCEROL; ENZYMATIC ACTIVITIES; HARMFUL EFFECTS; INITIAL RATE; KINETICS PARAMETER; LIPASE-CATALYZED; MILD REACTION CONDITIONS; MOLAR RATIO; NON-LINEAR REGRESSION ANALYSIS; NOVOZYM435; OPTIMUM CONDITIONS; REACTION MEDIUM; SAFE PRODUCTS; SIMPLIFIED MODELS; T-BUTANOL;

CATALYSIS; ESTERIFICATION; ESTERS; OLEIC ACID; REGRESSION ANALYSIS;

GLYCEROL;

EID: 78149501002     PISSN: 13595113     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.procbio.2010.03.007     Document Type: Article

References (31)

1. Fureby A.M., Tian L., Adlercreutz P., Mattiasson B. Preparation of diglycerides by lipase-catalyzed alcoholysis of triglycerides. Enzyme Microb Technol 1997, 20:198-206.
2. Meng X.H., Zou D.Y., Shi Z.P., Duan Z.Y., Mao Z.G. Dietary diacylglycerol prevents high-fat diet-induced lipid accumulation in rat liver and abdominal adipose tissue. Lipids 2004, 39:37-41.
3. Reyes G., Yasunaga K., Rothenstein E., Karmally W., Ramakrishnan R., Holleran S., et al. Effects of a 1,3-diacylglycerol oil-enriched diet on postprandial lipemia in people with insulin resistance. J Lipid Res 2008, 49:670-678.
4. Lo S.K., Tan C.P., Long K., Yusoff M.S.A., Lai O.M. Diacylglycerol oil-properties, processes and products: a review. Food Bioprocess Technol 2008, 1:223-233.
5. Yanai H., Yoshida H., Tomono Y., Hirowatari Y., Kurosawa H., Matsumoto A., et al. Effects of diacylglycerol on glucose, lipid metabolism, and plasma serotonin levels in lean Japanese. Obesity 2008, 16:47-51.
6. Morita O., Soni M.G. Safety assessment of diacylglycerol oil as an edible oil: a review of the published literature. Food Chem Toxicol 2009, 47:9-21.
7. Kristensen J.B., Xu X.B., Mu H.L. Diacylglycerol synthesis by enzymatic glycerolysis: screening of commercially available lipases. J Am Oil Chem Soc 2005, 82:329-334.
8. Kristensen J.B., Xu X.B., Mu H.L. Process optimization using response surface design and pilot plant production of dietary diacylglycerols by lipase-catalyzed glycerolysis. J Agric Food Chem 2005, 53:7059-7066.
9. Garcia H.S., Yang B., Parkin K.L. Continuous reactor for enzymatic glycerolysis of butteroil in the absence of solvent. Food Res Int 1996, 28:605-609.
10. Liao H.F., Tsai W.C., Chang S.W., Shieh C.J. Application of solvent engineering to optimize lipase-catalyzed 1,3-diglyacylcerols by mixture response surface methodology. Biotechnol Lett 2003, 25:1857-1861.
11. Kahveci D., Guo Z., Ozcelik B., Xu X.B. Lipase-catalyzed glycerolysis in ionic liquids directed towards diglyceride synthesis. Process Biochem 2009, 44:1358-1365.
12. Yeoh C.M., Choong T.S.Y., Abdullah L.C., Yunus R., Siew W.L. Influence of silica gel in production of diacylglycerol via enzymatic glycerolysis of palm olein. Eur J Lipid Sci Technol 2009, 111:599-606.
13. Rosu R., Yasui M., Iwasaki Y., Yamane T. Enzymatic synthesis of symmetrical 1,3-diacylglycerols by direct esterification of glycerol in solvent-free system. J Am Oil Chem Soc 1999, 76:839-843.
14. Arcos J.A., Garcia H.S., Hill C.G. Continuous enzymatic esterification of glycerol with (poly) unsaturated fatty acids in a packed-bed reactor. Biotechnol Bioeng 2000, 68:563-570.
15. Watanabe T., Shimizu M., Sugiura M., Sato M., Kohori J., Yamada N., et al. Optimization of reaction conditions for the production of DAG using immobilized 1, 3-regiospecific lipase lipozyme RM IM. J Am Oil Chem Soc 2003, 80:1201-1207.
16. Lo S.K., Baharin B.S., Tan C.P., Lai O.M. Diacylglycerols from palm oil deodoriser distillate. Part 1. synthesis by lipase-catalyzed esterification. Food Sci Technol Int 2004, 10:149-156.
17. Watanabe T., Sugiura M., Sato M., Yamada N., Nakanishi K. Diacylglycerol production in a packed bed bioreactor. Process Biochem 2005, 40:637-643.
18. Martinez C.E., Vinay J.C., Brieva R., Hill C.G., Garcia H.S. Preparation of mono- and diacylglycerols by enzymatic esterification of glycerol with conjugated linoleic acid in hexane. Appl Biochem Biotechnol 2005, 125:63-75.
19. Tripathi V., Trivedi R., Singh R.P. Lipase-catalyzed synthesis of diacylglycerol and monoacylglycerol form unsaturated fatty acid in organic solvent system. J Oleo Sci 2006, 55:65-69.
20. Kim I.H., Lee S.M. Synthesis of diacylglycerols containing CLA by lipase-catalysed esterification. J Food Sci 2006, 71:C378-C382.
21. Guo Z., Sun Y. Solvent-free production of 1,3-diglyceride of CLA: strategy consideration and protocol design. Food Chem 2007, 100:1076-1084.
22. Blasi F., Cossignani L., Simonetti M.S. Biocatalysed synthesis of sn-1,3-diacylglycerol oil from extra virgin olive oil. Enzyme Microb Technol 2007, 4:727-732.
23. Hernandez-Martin E., Hill C.G., Otero C. Selective synthesis of diacylglycerols of conjugated linoleic acid. J Am Oil Chem Soc 2009, 86:427-435.
24. Li W., Du W., Liu D.H. Rhizopus oryzae whole-cell-catalyzed biodiesel production from oleic acid in tert-butanol medium. Energy Fuels 2008, 22:155-158.
25. Du W., Liu D.H., Li L.L., Dai L.M. Mechanism exploration during lipase mediated methanolysis of renewable oils for biodiesel production in a tert-butanol system. Biotechnol Prog 2007, 23:1087-1090.
26. Watanabe H., Nagao T., Yasukawa T., Shimasaki H. Studies on the role of dietary diacylglycerols in human nutrition. World Rev Nutr Diet 2001, 88:155-162.
27. Yang T., Rebsdorf M., Engelrud U., Xu X. Monoacylglycerol synthesis via enzymatic glycerolysis using a simple and efficient reaction system. J Food Lipids 2005, 12:299-312.
28. Paiva A.L., Balcao V.M., Malcata F.X. Kinetics and mechanisms of reactions catalyzed by immobilized lipases. Enzyme Microb Technol 2000, 27:187-204.
29. Hari-Krishna S., Karanth N.G. Lipase-catalyzed synthesis of isoamyl butyrate: a kinetic study. Biochim Biophys Acta 2001, 1547:262-267.
30. Zaidi A., Gainer J.L., Carta G., Mrani A., Kadiri T., Belardi Y., et al. Esterification of fatty acids using nylon-immobilized lipase in n-hexane: kinetic parameters and chain-length effects. J Biotechnol 2002, 93:209-216.
31. Sun S.D., Shan L., Liu Y.F., Jin Q.Z., Song Y.P., Wang X.G. Solvent-free enzymatic synthesis of feruloylated diacylglycerols and kinetic study. J Mol Catal B: Enzym 2009, 57:104-108.