Efficient water removal in lipase‐catalyzed esterifications using a low‐boiling‐point azeotrope
Abstract High conversions in lipase‐catalyzed syntheses of esters from free acyl donors and an alcohol requires efficient removal of water preferentially at temperatures compatible to enzyme activity. Using a lipase B from Candida antarctica (CAL‐B)‐mediated synthesis of sugar fatty‐acid esters, we...
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crwiley:10.1002/bit.10084 2024-06-23T07:47:59+00:00 Efficient water removal in lipase‐catalyzed esterifications using a low‐boiling‐point azeotrope Yan, Youchun Bornscheuer, Uwe T. Schmid, Rolf D. 2002 http://dx.doi.org/10.1002/bit.10084 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fbit.10084 https://onlinelibrary.wiley.com/doi/pdf/10.1002/bit.10084 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Biotechnology and Bioengineering volume 78, issue 1, page 31-34 ISSN 0006-3592 1097-0290 journal-article 2002 crwiley https://doi.org/10.1002/bit.10084 2024-06-11T04:50:12Z Abstract High conversions in lipase‐catalyzed syntheses of esters from free acyl donors and an alcohol requires efficient removal of water preferentially at temperatures compatible to enzyme activity. Using a lipase B from Candida antarctica (CAL‐B)‐mediated synthesis of sugar fatty‐acid esters, we show that a mixture of ethyl methylketone (EMK) and hexane (best ratio: 4:1, vo/vo) allows efficient removal of water generated during esterification. Azeotropic distillation of the solvent mixture (composition: 26% EMK, 55% hexane, 19% water) takes place at 59°C, which closely matches the optimum temperature reported for CAL‐B. Water is then removed from the azeotrope by membrane vapor permeation. In case of glucose stearate, 93% yield was achieved after 48 h using an equimolar ratio of glucose and stearic acid. CAL‐B could be reused for seven reaction cycles, with 86% residual activity after 14 d total reaction time at 59°C. A decrease in fatty‐acid chain length as well as increasing temperatures (75°C) resulted in lower conversions. In addition, immobilization of CAL‐B on a magnetic polypropylene carrier (EP 100) facilitated separation of the biocatalyst. © 2002 Wiley Periodicals, Inc. Biotechnol Bioeng 78: 31–34, 2002; DOI 10.1002/bit.10084 Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library Biotechnology and Bioengineering 78 1 31 34 |
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Wiley Online Library |
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English |
description |
Abstract High conversions in lipase‐catalyzed syntheses of esters from free acyl donors and an alcohol requires efficient removal of water preferentially at temperatures compatible to enzyme activity. Using a lipase B from Candida antarctica (CAL‐B)‐mediated synthesis of sugar fatty‐acid esters, we show that a mixture of ethyl methylketone (EMK) and hexane (best ratio: 4:1, vo/vo) allows efficient removal of water generated during esterification. Azeotropic distillation of the solvent mixture (composition: 26% EMK, 55% hexane, 19% water) takes place at 59°C, which closely matches the optimum temperature reported for CAL‐B. Water is then removed from the azeotrope by membrane vapor permeation. In case of glucose stearate, 93% yield was achieved after 48 h using an equimolar ratio of glucose and stearic acid. CAL‐B could be reused for seven reaction cycles, with 86% residual activity after 14 d total reaction time at 59°C. A decrease in fatty‐acid chain length as well as increasing temperatures (75°C) resulted in lower conversions. In addition, immobilization of CAL‐B on a magnetic polypropylene carrier (EP 100) facilitated separation of the biocatalyst. © 2002 Wiley Periodicals, Inc. Biotechnol Bioeng 78: 31–34, 2002; DOI 10.1002/bit.10084 |
format |
Article in Journal/Newspaper |
author |
Yan, Youchun Bornscheuer, Uwe T. Schmid, Rolf D. |
spellingShingle |
Yan, Youchun Bornscheuer, Uwe T. Schmid, Rolf D. Efficient water removal in lipase‐catalyzed esterifications using a low‐boiling‐point azeotrope |
author_facet |
Yan, Youchun Bornscheuer, Uwe T. Schmid, Rolf D. |
author_sort |
Yan, Youchun |
title |
Efficient water removal in lipase‐catalyzed esterifications using a low‐boiling‐point azeotrope |
title_short |
Efficient water removal in lipase‐catalyzed esterifications using a low‐boiling‐point azeotrope |
title_full |
Efficient water removal in lipase‐catalyzed esterifications using a low‐boiling‐point azeotrope |
title_fullStr |
Efficient water removal in lipase‐catalyzed esterifications using a low‐boiling‐point azeotrope |
title_full_unstemmed |
Efficient water removal in lipase‐catalyzed esterifications using a low‐boiling‐point azeotrope |
title_sort |
efficient water removal in lipase‐catalyzed esterifications using a low‐boiling‐point azeotrope |
publisher |
Wiley |
publishDate |
2002 |
url |
http://dx.doi.org/10.1002/bit.10084 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fbit.10084 https://onlinelibrary.wiley.com/doi/pdf/10.1002/bit.10084 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Biotechnology and Bioengineering volume 78, issue 1, page 31-34 ISSN 0006-3592 1097-0290 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/bit.10084 |
container_title |
Biotechnology and Bioengineering |
container_volume |
78 |
container_issue |
1 |
container_start_page |
31 |
op_container_end_page |
34 |
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1802638308698750976 |