Lipase‐catalyzed esterification of lactic acid with straight‐chain alcohols

Abstract Enzymatic synthesis of esters of lactic acid and straight‐chain alcohols with different chain lengths (C 6 –C 18 ) were investigated in batch reactions with hexadecanol (C 16 ) as the model alcohol. Cyclohexane was the best solvent for higher ester yields, and the best biocatalyst was the i...

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Published in:Journal of the American Oil Chemists' Society
Main Authors: Roenne, Torben H., Xu, Xuebing, Tan, Tianwei
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 2005
Subjects:
Online Access:http://dx.doi.org/10.1007/s11746-005-1159-1
https://onlinelibrary.wiley.com/doi/full/10.1007/s11746-005-1159-1
id crwiley:10.1007/s11746-005-1159-1
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spelling crwiley:10.1007/s11746-005-1159-1 2024-06-02T07:58:20+00:00 Lipase‐catalyzed esterification of lactic acid with straight‐chain alcohols Roenne, Torben H. Xu, Xuebing Tan, Tianwei 2005 http://dx.doi.org/10.1007/s11746-005-1159-1 https://onlinelibrary.wiley.com/doi/full/10.1007/s11746-005-1159-1 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Journal of the American Oil Chemists' Society volume 82, issue 12, page 881-885 ISSN 0003-021X 1558-9331 journal-article 2005 crwiley https://doi.org/10.1007/s11746-005-1159-1 2024-05-03T10:49:19Z Abstract Enzymatic synthesis of esters of lactic acid and straight‐chain alcohols with different chain lengths (C 6 –C 18 ) were investigated in batch reactions with hexadecanol (C 16 ) as the model alcohol. Cyclohexane was the best solvent for higher ester yields, and the best biocatalyst was the immobilized Candida antarctica lipase B (Novozym 435) as well as the textile‐immobilized Candida sp. lipase. A method was established to obtain ester yields in the range of 71 to 82% for the different alcohols, and the most favorable conditions for the esterification reaction using Novozym 435 were an equimolar ratio of lactic acid to alcohol, each at a concentration of 120 mM each; a 50°C reaction temperature; 190 rpm shaking speed; and the addition of 100 mg molecular sieves (4 Å) for drying. The ester yield increased with increasing lipase load, and a yield of 79.2% could be obtained after 24 h of reaction at 20 wt% of Novozym 435. The immobilized Candida sp. lipase prepared in the laboratory also could be used to produce esters of lactic acid and straight‐chain alcohols, but it had a much lower activity than Novozym 435 with a temperature optimum of 40°C. Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library Journal of the American Oil Chemists' Society 82 12 881 885
institution Open Polar
collection Wiley Online Library
op_collection_id crwiley
language English
description Abstract Enzymatic synthesis of esters of lactic acid and straight‐chain alcohols with different chain lengths (C 6 –C 18 ) were investigated in batch reactions with hexadecanol (C 16 ) as the model alcohol. Cyclohexane was the best solvent for higher ester yields, and the best biocatalyst was the immobilized Candida antarctica lipase B (Novozym 435) as well as the textile‐immobilized Candida sp. lipase. A method was established to obtain ester yields in the range of 71 to 82% for the different alcohols, and the most favorable conditions for the esterification reaction using Novozym 435 were an equimolar ratio of lactic acid to alcohol, each at a concentration of 120 mM each; a 50°C reaction temperature; 190 rpm shaking speed; and the addition of 100 mg molecular sieves (4 Å) for drying. The ester yield increased with increasing lipase load, and a yield of 79.2% could be obtained after 24 h of reaction at 20 wt% of Novozym 435. The immobilized Candida sp. lipase prepared in the laboratory also could be used to produce esters of lactic acid and straight‐chain alcohols, but it had a much lower activity than Novozym 435 with a temperature optimum of 40°C.
format Article in Journal/Newspaper
author Roenne, Torben H.
Xu, Xuebing
Tan, Tianwei
spellingShingle Roenne, Torben H.
Xu, Xuebing
Tan, Tianwei
Lipase‐catalyzed esterification of lactic acid with straight‐chain alcohols
author_facet Roenne, Torben H.
Xu, Xuebing
Tan, Tianwei
author_sort Roenne, Torben H.
title Lipase‐catalyzed esterification of lactic acid with straight‐chain alcohols
title_short Lipase‐catalyzed esterification of lactic acid with straight‐chain alcohols
title_full Lipase‐catalyzed esterification of lactic acid with straight‐chain alcohols
title_fullStr Lipase‐catalyzed esterification of lactic acid with straight‐chain alcohols
title_full_unstemmed Lipase‐catalyzed esterification of lactic acid with straight‐chain alcohols
title_sort lipase‐catalyzed esterification of lactic acid with straight‐chain alcohols
publisher Wiley
publishDate 2005
url http://dx.doi.org/10.1007/s11746-005-1159-1
https://onlinelibrary.wiley.com/doi/full/10.1007/s11746-005-1159-1
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_source Journal of the American Oil Chemists' Society
volume 82, issue 12, page 881-885
ISSN 0003-021X 1558-9331
op_rights http://onlinelibrary.wiley.com/termsAndConditions#vor
op_doi https://doi.org/10.1007/s11746-005-1159-1
container_title Journal of the American Oil Chemists' Society
container_volume 82
container_issue 12
container_start_page 881
op_container_end_page 885
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