Lipase-catalyzed synthesis of geranyl acetate in n-hexane with membrane-mediated water removal
The esterification of geraniol with acetic acid in n‐hexane was investigated. A commercial lipase preparation from Candida antarctica was used as catalyst. The equilibrium conversion (no water removal) was found to be 94% for the reaction of 0.1 M alcohol and 0.1 M acid in n‐hexane at 30°C. This was...
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| Veröffentlicht in: | Biotechnology and bioengineering 2001-12, Vol.75 (6), p.676-681 |
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| container_title | Biotechnology and bioengineering |
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| creator | Bartling, Karsten Thompson, Judith U. S. Pfromm, Peter H. Czermak, Peter Rezac, Mary E. |
| description | The esterification of geraniol with acetic acid in n‐hexane was investigated. A commercial lipase preparation from Candida antarctica was used as catalyst. The equilibrium conversion (no water removal) was found to be 94% for the reaction of 0.1 M alcohol and 0.1 M acid in n‐hexane at 30°C. This was shown by both hydrolysis and esterification reactions. The activation energy of reaction over the temperature range 10° to 50°C was found to be 16 kJ/mol. The standard heat of reaction was −28 kJ/mol. Membrane pervaporation using a cellulose acetate/ceramic composite membrane was then employed for selective removal of water from the reaction mixture. The membrane was highly effective at removing water while retaining all reaction components. Negligible transport of the solvent n‐hexane was observed. Water removal by pervaporation increased the reaction rate by approximately 150% and increased steady‐state conversion to 100%. © 2001 John Wiley & Sons, Inc. Biotechnol Bioeng 75: 676–681, 2001. |
| doi_str_mv | 10.1002/bit.1193 |
| format | Article |
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S.</creatorcontrib><creatorcontrib>Pfromm, Peter H.</creatorcontrib><creatorcontrib>Czermak, Peter</creatorcontrib><creatorcontrib>Rezac, Mary E.</creatorcontrib><title>Lipase-catalyzed synthesis of geranyl acetate in n-hexane with membrane-mediated water removal</title><title>Biotechnology and bioengineering</title><addtitle>Biotechnol. Bioeng</addtitle><description>The esterification of geraniol with acetic acid in n‐hexane was investigated. A commercial lipase preparation from Candida antarctica was used as catalyst. The equilibrium conversion (no water removal) was found to be 94% for the reaction of 0.1 M alcohol and 0.1 M acid in n‐hexane at 30°C. This was shown by both hydrolysis and esterification reactions. The activation energy of reaction over the temperature range 10° to 50°C was found to be 16 kJ/mol. The standard heat of reaction was −28 kJ/mol. Membrane pervaporation using a cellulose acetate/ceramic composite membrane was then employed for selective removal of water from the reaction mixture. The membrane was highly effective at removing water while retaining all reaction components. Negligible transport of the solvent n‐hexane was observed. Water removal by pervaporation increased the reaction rate by approximately 150% and increased steady‐state conversion to 100%. © 2001 John Wiley & Sons, Inc. Biotechnol Bioeng 75: 676–681, 2001.</description><subject>Acetates - chemical synthesis</subject><subject>Bioconversions. Hemisynthesis</subject><subject>Biological and medical sciences</subject><subject>Biotechnology</subject><subject>Candida antarctica</subject><subject>Catalysis</subject><subject>esterification</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Hexanes - chemistry</subject><subject>Lipase - chemistry</subject><subject>membrane</subject><subject>Membranes, Artificial</subject><subject>Methods. Procedures. 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The activation energy of reaction over the temperature range 10° to 50°C was found to be 16 kJ/mol. The standard heat of reaction was −28 kJ/mol. Membrane pervaporation using a cellulose acetate/ceramic composite membrane was then employed for selective removal of water from the reaction mixture. The membrane was highly effective at removing water while retaining all reaction components. Negligible transport of the solvent n‐hexane was observed. Water removal by pervaporation increased the reaction rate by approximately 150% and increased steady‐state conversion to 100%. © 2001 John Wiley & Sons, Inc. Biotechnol Bioeng 75: 676–681, 2001.</abstract><cop>New York</cop><pub>John Wiley & Sons, Inc</pub><pmid>11745145</pmid><doi>10.1002/bit.1193</doi><tpages>6</tpages></addata></record> |
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| subjects | Acetates - chemical synthesis Bioconversions. Hemisynthesis Biological and medical sciences Biotechnology Candida antarctica Catalysis esterification Fundamental and applied biological sciences. Psychology Hexanes - chemistry Lipase - chemistry membrane Membranes, Artificial Methods. Procedures. Technologies pervaporation Terpenes - chemical synthesis Thermodynamics Water |
| title | Lipase-catalyzed synthesis of geranyl acetate in n-hexane with membrane-mediated water removal |
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