Product selectivity and optimization of lipase-catalyzed 1,3-propylene glycol esters by mixture design and RSM

JAOCS, Journal of the American Oil Chemists' Society

Volumn 89, Issue 2, 2012, Pages 231-241

  Chen, Hsiao Ching ^a   Kuo, Chia Hung ^b   Tsai, Wei Chuan ^a   Chung, Yi Lin ^b   Chiang, Wen Dee ^c   Chang, Chieh Ming J ^b   Liu, Yung Chuan ^b   Shieh, Chwen Jen ^b  

^a DA YEH UNIVERSITY   (Taiwan)

^b NATIONAL CHUNG HSING UNIVERSITY   (Taiwan)

^c TUNGHAI UNIVERSITY   (Taiwan)

Author keywords

Ester; Lipase; Mixture design; Optimization; Propylene glycol; RSM

Indexed keywords

2-METHYL-2-BUTANOL; ACYL DONORS; BINARY MIXTURE SYSTEMS; COSOLVENTS; DIESTERS; ENZYME PRETREATMENT; GLYCOL ESTERS; LIPASE-CATALYZED; LIPASE-CATALYZED SYNTHESIS; MIXTURE DESIGN; MOLAR RATIO; N-HEXANE; OPTIMUM CONDITIONS; PHARMACEUTICAL INDUSTRY; PRODUCT SELECTIVITIES; PROPYLENE GLYCOLS; REACTION PARAMETERS; REACTION TEMPERATURE; RESPONSE SURFACE METHODOLOGY; RSM; SOLVENT ENGINEERING; SOLVENT MIXTURES;

BINARY MIXTURES; ENZYMES; ESTERIFICATION; ESTERS; HEXANE; LIPASES; OLEIC ACID; OPTIMIZATION; PROPYLENE; SYNTHESIS (CHEMICAL);

PRODUCT DESIGN;

EID: 84861748098     PISSN: 0003021X     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11746-011-1914-9     Document Type: Article

References (30)

1. Parker NS (1987) Properties and functions of stabilizing agents in food emulsions. Crit Rev Food Sci Nutr 25:300-315
2. Choudhury R, Basu R (1960) The preparation and purification of monoglycerides. I. Glycerolysis of oils. J Am Oil Chem Soc 37:483-486
3. Lauridsen JB (1976) Food emulsifiers: surface activity, edibility, manufacture, composition, and application. J Am Oil Chem Soc 53:400-407
4. Sonntag NOV (1982) Fat splitting, esterification, and interesterification. In: Swern D (ed) Bailey's industrial oil and fat products, New York, pp 134
5. Sreenivasan B (1978) Interesterification of fats. J Am Oil Chem Soc 55:796-805
6. Macrae AR (1983) Lipase-catalyzed interesterification of oils and fats. J Am Oil Chem Soc 60:291-294
7. Liu KJ, Chen ST, Shaw JF (1998) Lipase-catalyzed transesterification of propylene glycol with triglyceride in organic solvents. J Agric Food Chem 46:3835-3838
8. Lee CH, Parkin KL (2001) Effects of water activity and immobilization on fatty acid selectivity for esterification reactions mediated by lipases. Biotechnol Bioeng 75:219-227 (Pubitemid 32937293)
9. Laane C, Boeren S, Vos K, Veeger C (1987) Rules for optimization of biocatalysis in organic solvents. Biotechnol Bioeng 30:81-87 (Pubitemid 17640295)
10. Liu KJ, Shaw JF (1995) Synthesis of propylene glycol monoesters of docosahexaenoic acid and eicosapentaenoic acid by lipasecatalyzed esterification in organic solvents. J Am Oil Chem Soc 72:1271-1274
11. 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 (Pubitemid 126525422)
12. Rendon X, López-Munguiá A, Castillo E (2001) Solvent engineering applied to lipase-catalyzed glycerolysis of triolein. J Am Oil Chem Soc 78:1061-1066 (Pubitemid 34043664)
13. Shaw JF, Lo S (1994) Production of propylene glycol fatty acid monoesters by lipase-catalyzed reactions in organic solvents. J Am Oil Chem Soc 71:715-719
14. Garciá R, Martínez M, Aracil J (2002) Enzymatic esterification of an acid with an epoxide using an immobilized lipase from Mucor miehei as catalyst: optimization of the yield and isomeric excess of ester by statistical analysis. J Ind Microbiol Biotechnol 28:173-179 (Pubitemid 34264067)
15. Liao HF, Tsai WC, Chang SW, Shieh CJ (2003) Application of solvent engineering to optimize lipase-catalyzed 1,3-diglyacylcerols by mixture response surface methodology. Biotechnol Lett 25:1857-1861
16. Cornell JA (1983) Experiments with mixtures: a review. Technometrics 15:437-455
17. Shieh CJ, Akoh CC, Koehler PE (1996) Formulation and optimization of sucrose polyester physical properties by mixture response surface methodology. J Am Oil Chem Soc 73:455-460 (Pubitemid 126547282)
18. Cochran WG, Cox GM (1992) Experimental designs. New York
19. Shieh JS, Lou YH (2000) Five-factor response surface optimization of the enzymatic synthesis of citronellyl butyrate by lipase IM77 from Mucor miehei. J Am Oil Chem Soc 77:521-526
20. AS S (1990) SAS user's guide. SAS Institute, Cary
21. Carrea G, Ottolina G, Riva S (1995) Role of solvent in the control of enzyme selectivity in organic media. Trends Biotechnol 13: 63-70
22. Kazlauskas RJ, Bornscheuer UT (1998) Biotransformations with Lipases. In: Rehm HJ, Reed G, Puhler A, Stadler P JW, Kelly DR (eds) Biotechnology-Series, Weinheim, pp 37-191
23. Castillo E, Pezzotti F, Navarro A, López-Munguiá A (2003) Lipase-catalyzed synthesis of xylitol monoesters: solvent engineering approach. J Biotechnol 102:251-259 (Pubitemid 36559590)
24. Christophe BJ, Luc C, Edmundo C, Alain M (2001) Combining solvent engineering and thermodynamic modeling to enhance selectivity during monoglyceride synthesis by lipase-catalyzed esterification. Enzyme Microb Technol 28:362-369
25. Chen HP, Hsiou KF, Wang KT (1995) Regioselectivity enhancement by partial purification of lipase from Aspergillus niger. Biotechnol Lett 17:305-308
26. McGilvery RW, Goldstein GW (1983) Biochemistry: a functional approach. Philadelphia, London, Toronto Mexico City and Tokyo
27. Degn P, Zimmermann W (2001) Optimization of carbohydrate fatty acid ester synthesis in organic media by a lipase from Candida antarctica. Biotechnol Bioeng 74:483-491 (Pubitemid 32825467)
28. Yamane T (1987) Enzyme technology for the lipids industry: an engineering overview. J Am Oil Chem Soc 64:1657-1662
29. Malcata FX, Reyes HR, Garcia HS, Hill CG (1992) Kinetics and mechanisms of reactions catalyzed by immobilized lipase. Enzyme Microb Technol 14:426-446
30. Ott L (1988) An introduction to statistical methods and data analysis. PWS-Kent Publishing, Boston