Solvent‐free lipase‐catalyzed thioesterification and transthioesterification of fatty acids and fatty acid esters with alkanethiols in Vacuo
Abstract Palmitic acid hexadecylthioester and other long‐chain acyl thioesters have been prepared in high yield (80–85%, purity >98%) by solvent‐free lipase‐catalyzed thioesterification of fatty acids with alkanethiols in vacuo . A lipase B preparation from Candida antarctica was more effective t...
Published in: | Journal of the American Oil Chemists' Society |
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crwiley:10.1007/s11746-999-0142-z 2024-06-02T07:58:18+00:00 Solvent‐free lipase‐catalyzed thioesterification and transthioesterification of fatty acids and fatty acid esters with alkanethiols in Vacuo Weber, Nikolaus Klein, Erika Mukherjee, Kumar D. 1999 http://dx.doi.org/10.1007/s11746-999-0142-z https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1007%2Fs11746-999-0142-z https://onlinelibrary.wiley.com/doi/full/10.1007/s11746-999-0142-z en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Journal of the American Oil Chemists' Society volume 76, issue 11, page 1297-1300 ISSN 0003-021X 1558-9331 journal-article 1999 crwiley https://doi.org/10.1007/s11746-999-0142-z 2024-05-03T12:03:36Z Abstract Palmitic acid hexadecylthioester and other long‐chain acyl thioesters have been prepared in high yield (80–85%, purity >98%) by solvent‐free lipase‐catalyzed thioesterification of fatty acids with alkanethiols in vacuo . A lipase B preparation from Candida antarctica was more effective than a lipase preparation from Rhizomucor miehei and, particularly, those from papaya latex and porcine pancreas. Lipase‐catalyzed transthioesterification of fatty acid methyl esters with alkanethiols was less effective than thioesterification for the preparation of acyl thioesters. However, in transthioesterification, a lipase preparation from R. miehei was more effective than a lipase B preparation from C. antarctica . Lipases from papaya latex and porcine pancreas led to moderate conversions to acyl thioesters in both thioesterification and transthioesterification reactions, whereas only small proportions of thioesters were formed using lipase from Rhizopus arrhizus . Lipases from Chromobacterium viscosum and Candida rugosa were not effective at all. Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library Rugosa ENVELOPE(-61.250,-61.250,-62.633,-62.633) Journal of the American Oil Chemists' Society 76 11 1297 1300 |
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Open Polar |
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Wiley Online Library |
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crwiley |
language |
English |
description |
Abstract Palmitic acid hexadecylthioester and other long‐chain acyl thioesters have been prepared in high yield (80–85%, purity >98%) by solvent‐free lipase‐catalyzed thioesterification of fatty acids with alkanethiols in vacuo . A lipase B preparation from Candida antarctica was more effective than a lipase preparation from Rhizomucor miehei and, particularly, those from papaya latex and porcine pancreas. Lipase‐catalyzed transthioesterification of fatty acid methyl esters with alkanethiols was less effective than thioesterification for the preparation of acyl thioesters. However, in transthioesterification, a lipase preparation from R. miehei was more effective than a lipase B preparation from C. antarctica . Lipases from papaya latex and porcine pancreas led to moderate conversions to acyl thioesters in both thioesterification and transthioesterification reactions, whereas only small proportions of thioesters were formed using lipase from Rhizopus arrhizus . Lipases from Chromobacterium viscosum and Candida rugosa were not effective at all. |
format |
Article in Journal/Newspaper |
author |
Weber, Nikolaus Klein, Erika Mukherjee, Kumar D. |
spellingShingle |
Weber, Nikolaus Klein, Erika Mukherjee, Kumar D. Solvent‐free lipase‐catalyzed thioesterification and transthioesterification of fatty acids and fatty acid esters with alkanethiols in Vacuo |
author_facet |
Weber, Nikolaus Klein, Erika Mukherjee, Kumar D. |
author_sort |
Weber, Nikolaus |
title |
Solvent‐free lipase‐catalyzed thioesterification and transthioesterification of fatty acids and fatty acid esters with alkanethiols in Vacuo |
title_short |
Solvent‐free lipase‐catalyzed thioesterification and transthioesterification of fatty acids and fatty acid esters with alkanethiols in Vacuo |
title_full |
Solvent‐free lipase‐catalyzed thioesterification and transthioesterification of fatty acids and fatty acid esters with alkanethiols in Vacuo |
title_fullStr |
Solvent‐free lipase‐catalyzed thioesterification and transthioesterification of fatty acids and fatty acid esters with alkanethiols in Vacuo |
title_full_unstemmed |
Solvent‐free lipase‐catalyzed thioesterification and transthioesterification of fatty acids and fatty acid esters with alkanethiols in Vacuo |
title_sort |
solvent‐free lipase‐catalyzed thioesterification and transthioesterification of fatty acids and fatty acid esters with alkanethiols in vacuo |
publisher |
Wiley |
publishDate |
1999 |
url |
http://dx.doi.org/10.1007/s11746-999-0142-z https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1007%2Fs11746-999-0142-z https://onlinelibrary.wiley.com/doi/full/10.1007/s11746-999-0142-z |
long_lat |
ENVELOPE(-61.250,-61.250,-62.633,-62.633) |
geographic |
Rugosa |
geographic_facet |
Rugosa |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Journal of the American Oil Chemists' Society volume 76, issue 11, page 1297-1300 ISSN 0003-021X 1558-9331 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1007/s11746-999-0142-z |
container_title |
Journal of the American Oil Chemists' Society |
container_volume |
76 |
container_issue |
11 |
container_start_page |
1297 |
op_container_end_page |
1300 |
_version_ |
1800741607839891456 |