Enzymatic synthesis of short-chain esters in n-hexane and supercritical carbon dioxide: Effect of the acid chain length

Engineering in Life Sciences

Volumn 10, Issue 2, 2010, Pages 171-176

  Diaz, Maria Dolores Romero ^a   Gómez, Jose M ^a   Díaz Suelto, Beatriz ^a   García Sanz, Alicia ^a  

^a UNIVERSIDAD COMPLUTENSE DE MADRID   (Spain)

Author keywords

Acyl donor; Chain length; Enzymatic catalysis; Esterification; SCCO2

Indexed keywords

ACETIC ACID CONCENTRATION; ACID CHAINS; ACYL DONOR; ACYL DONORS; CANDIDA ANTARCTICA; CAPRYLIC ACID; DIFFERENT SUBSTRATES; DIFFUSION CONTROL; DIRECT ESTERIFICATION; ENZYMATIC CATALYSIS; ENZYMATIC SYNTHESIS; EQUIMOLAR CONCENTRATIONS; ESTER SYNTHESIS; ESTERIFICATION REACTIONS; HEXYL ACETATE; HIGHER YIELD; HYDROLASES; N-HEXANE; NATURAL PRODUCTS; NOVOZYM435; PROPIONIC; PROPIONIC ACIDS; SUPERCRITICAL CARBON DIOXIDES; TRIACYLGLYCEROL LIPASE; WORKING PRESSURES;

ATMOSPHERIC PRESSURE; CARBON DIOXIDE; CATALYSIS; CHAIN LENGTH; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYMES; ESTERIFICATION; ESTERS; FATTY ACIDS; GLYCEROL; HEXANE; ORGANIC ACIDS; ORGANIC POLYMERS; ORGANIC SOLVENTS; REACTION RATES; SUBSTRATES; SUPERCRITICAL FLUID EXTRACTION;

SYNTHESIS (CHEMICAL);

ACETIC ACID; ALCOHOL; BUTYRIC ACID; CARBON DIOXIDE; CARBOXYLIC ACID; ESTER; HEXANE; HEXANOIC ACID; HYDROLASE; OCTANOIC ACID; ORGANIC SOLVENT; PROPIONIC ACID; SUPERCRITICAL CARBON DIOXIDE; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ATMOSPHERIC PRESSURE; CARBON DIOXIDE; CARBOXYLIC ACID; DIFFUSION; ENZYME; ENZYME ACTIVITY; ESTER; INHIBITION; SUBSTRATE; YEAST;

ARTICLE; ATMOSPHERIC PRESSURE; CANDIDA ANTARCTICA; CHEMICAL REACTION; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; DIFFUSION; ENZYME ACTIVITY; ENZYME SUBSTRATE; ENZYME SYNTHESIS; ESTERIFICATION; SOLUBILITY; TRANSESTERIFICATION;

CANDIDA ANTARCTICA;

EID: 77950808399     PISSN: 16180240     EISSN: 16182863     Source Type: Journal    
DOI: 10.1002/elsc.200900097     Document Type: Article

References (20)

1. S. Lamare, B. Caillaud, K. Roule, I. Goubet, M. D. Legoy, Production of natural esters at the pre-industrial scale by solid/ gas biocatalysis, Biocatal. Biotransform. 2001, 19, 361-377.
2. W. F. Welsh, W. D. Murray, R. E. Williams, Microbiological and enzymatic production of flavor and fragrance chemicals, Crit. Rev. Biotechnol. 1989, 9, 105-169.
3. G. Brunner, Counter-current separations, J. Supercrit. Fluids 2009, 47, 574-582.
4. A. Chrisochoou, K. Schaber, U. Bolz, Phase equilibria for enzyme-catalyzed reactions in supercritical carbon dioxide, Fluid Phase Equilib. 1995, 108, 1-14.
5. A. Marty, D. Combes, J. S. Condoret, Continuous reaction-separation process for enzymatic esterification in supercritical carbon dioxide, Biotechnol. Bioeng. 1994, 43, 497-504.
6. Ž. Knez, Enzymatic reactions in dense gases, J. Supercrit. Fluids 2009, 47, 357-372.
7. S. Srivastava, J. Modak, G. Madras, Enzymatic synthesis of flavors in supercritical carbon dioxide, Ind. Eng. Chem. Res. 2002, 41, 1940-1945. (Pubitemid 34453307)
8. J.-F. Shaw, S.-W. Chang, H.-F. Liao, C.-J. Shieh, Lipase-catalysed biosynthesis of hexyl butyrate by direct esterification: Optimization by response surface methodology, J. Sci. Food Agric. 2003, 83, 1525-1530.
9. M. D. Romero, L. Calvo, C. Alba, A. Daneshfar, H. S. Ghaziaskar, Enzymatic synthesis of isoamyl acetate with immobilized Candida antarctica lipase in n-hexane, Enzyme Microb. Technol. 2005, 35, 42-48.
10. S. Šabeder, M. Habulin, Ž . Knez, Lipase-catalyzed synthesis of fatty acid fructose esters, J. Food Eng. 2006, 77, 880-886.
11. D. Ganapati, K. Yadav, D. Manjula, Immobilized lipase-catalysed esterification and transesterification reactions in non-aqueous media for the synthesis of tetrahydrofurfuryl butyrate: Comparison and kinetic modelling, Chem. Eng. Sci. 2004, 59, 373-383.
12. X. Yan, W. Dong, M. X. Qing, Z. G. Ao, Z. K. Chang, Biosynthesis of ethyl esters of short-chain fatty acids using whole-cell lipase from Rhizopues chinesis CCTCC M201021 in non-aqueous phase, J. Mol. Catal. B Enzym. 2002, 18, 29-37.
13. H. Abbas, L. Comeau, Aroma synthesis by immobilized lipase from Mucor sp, Enzyme Microb. Technol. 2003, 32, 589-595.
14. E. Alvarez-Macarie, J. Baratti, Short chain flavour ester synthesis by a new esterase from Bacillus licheniformis, J. Mol. Catal. B Enzym. 2000, 10, 377-383.
15. H. Krishna, S. Divakar, S. G. Prapulla, N. G. Karanth, Enzymatic synthesis of isoamyl acetate using immobilized lipase from Rhizomucor miehei, J. Biotechnol. 2001, 87, 193-201.
16. M. D. Romero, L. Calvo, C. Alba, A. Daneshfar, A kinetic study of isoamyl acetate synthesis by immobilized lipase-catalyzed acetylation in n-hexane, J. Biotechnol. 2007, 127, 269-277.
17. W. Chulalaksananukul, J. S. Condoret, D. Combes, Geranyl acetate synthesis by lipase-catalyzed transesterification in supercritical carbon dioxide, Enzyme Microb. Technol. 1993, 15, 691-698.
18. Ž . Knez, M. Habulin, Compressed gases as alternative enzymatic-reaction solvent: a short review, J. Supercrit. Fluids 2002, 23, 29-42.
19. R. Kumar, J. Modak, G. Madras, Effect of the chain length of the acid on the enzymatic synthesis of flavors in supercritical carbon dioxide, Biochem. Eng. J. 2005, 23, 199-202.
20. M. D. Romero, L. Calvo, C. Alba, M. Habulin, M. Primozic, Ž . Knez, Enzymatic synthesis of isoamyl acetate with immobilized Candida antarctica lipase in supercritical carbon dioxide, J. Supercrit. Fluids 2005, 33, 77-84.