Economically pertinent continuous amide formation by direct lipase‐catalyzed amidation with ammonia

Abstract An economically pertinent process for the lipase‐catalyzed synthesis of amides was developed. A continuous plug flow reactor was used. The model reaction was the production of oleamide, a lubricant and anti‐slip agent, via direct Candida antarctica lipase B‐catalyzed amidation of oleic acid...

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Published in:Biotechnology and Bioengineering
Main Authors: Slotema, Wouter F., Sandoval, Georgina, Guieysse, David, Straathof, Adrie J.J., Marty, Alain
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 2003
Subjects:
Online Access:http://dx.doi.org/10.1002/bit.10613
https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fbit.10613
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spelling crwiley:10.1002/bit.10613 2024-06-23T07:47:27+00:00 Economically pertinent continuous amide formation by direct lipase‐catalyzed amidation with ammonia Slotema, Wouter F. Sandoval, Georgina Guieysse, David Straathof, Adrie J.J. Marty, Alain 2003 http://dx.doi.org/10.1002/bit.10613 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fbit.10613 https://onlinelibrary.wiley.com/doi/pdf/10.1002/bit.10613 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Biotechnology and Bioengineering volume 82, issue 6, page 664-669 ISSN 0006-3592 1097-0290 journal-article 2003 crwiley https://doi.org/10.1002/bit.10613 2024-06-13T04:24:08Z Abstract An economically pertinent process for the lipase‐catalyzed synthesis of amides was developed. A continuous plug flow reactor was used. The model reaction was the production of oleamide, a lubricant and anti‐slip agent, via direct Candida antarctica lipase B‐catalyzed amidation of oleic acid with ammonia. Of all solvents tested, 2‐methyl‐2‐butanol was found to respond optimally to the demands formulated in our specifications. A continuous conversion of oleic acid into oleamide of 85% was obtained. A productivity of 4.5 tons oleamide per kg of enzyme per year was calculated, indicating a contribution of enzyme to the product price of only 4%. The volumetric productivity, 100 g · L −1 · h −1 , is 4 to 100 times higher than in literature procedures. A simple crystallization procedure leads to 99% purity. © 2003 Wiley Periodicals, Inc. Biotechnol Bioeng 82: 664–669, 2003. Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library Biotechnology and Bioengineering 82 6 664 669
institution Open Polar
collection Wiley Online Library
op_collection_id crwiley
language English
description Abstract An economically pertinent process for the lipase‐catalyzed synthesis of amides was developed. A continuous plug flow reactor was used. The model reaction was the production of oleamide, a lubricant and anti‐slip agent, via direct Candida antarctica lipase B‐catalyzed amidation of oleic acid with ammonia. Of all solvents tested, 2‐methyl‐2‐butanol was found to respond optimally to the demands formulated in our specifications. A continuous conversion of oleic acid into oleamide of 85% was obtained. A productivity of 4.5 tons oleamide per kg of enzyme per year was calculated, indicating a contribution of enzyme to the product price of only 4%. The volumetric productivity, 100 g · L −1 · h −1 , is 4 to 100 times higher than in literature procedures. A simple crystallization procedure leads to 99% purity. © 2003 Wiley Periodicals, Inc. Biotechnol Bioeng 82: 664–669, 2003.
format Article in Journal/Newspaper
author Slotema, Wouter F.
Sandoval, Georgina
Guieysse, David
Straathof, Adrie J.J.
Marty, Alain
spellingShingle Slotema, Wouter F.
Sandoval, Georgina
Guieysse, David
Straathof, Adrie J.J.
Marty, Alain
Economically pertinent continuous amide formation by direct lipase‐catalyzed amidation with ammonia
author_facet Slotema, Wouter F.
Sandoval, Georgina
Guieysse, David
Straathof, Adrie J.J.
Marty, Alain
author_sort Slotema, Wouter F.
title Economically pertinent continuous amide formation by direct lipase‐catalyzed amidation with ammonia
title_short Economically pertinent continuous amide formation by direct lipase‐catalyzed amidation with ammonia
title_full Economically pertinent continuous amide formation by direct lipase‐catalyzed amidation with ammonia
title_fullStr Economically pertinent continuous amide formation by direct lipase‐catalyzed amidation with ammonia
title_full_unstemmed Economically pertinent continuous amide formation by direct lipase‐catalyzed amidation with ammonia
title_sort economically pertinent continuous amide formation by direct lipase‐catalyzed amidation with ammonia
publisher Wiley
publishDate 2003
url http://dx.doi.org/10.1002/bit.10613
https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fbit.10613
https://onlinelibrary.wiley.com/doi/pdf/10.1002/bit.10613
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_source Biotechnology and Bioengineering
volume 82, issue 6, page 664-669
ISSN 0006-3592 1097-0290
op_rights http://onlinelibrary.wiley.com/termsAndConditions#vor
op_doi https://doi.org/10.1002/bit.10613
container_title Biotechnology and Bioengineering
container_volume 82
container_issue 6
container_start_page 664
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