Lipase-catalyzed esterification of lactic acid with straight-chain alcohols
Enzymatic synthesis of esters of lactic acid and straight-chain alcohols with different chain lengths (C6–C18) were investigated in batch reactions with hexadecanol (C16) as the model alcohol. Cyclohexane was the best solvent for higher ester yields, and the best biocatalyst was the immobilized Cand...
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ftdtupubl:oai:pure.atira.dk:publications/5e8a8906-f1e4-4c36-8670-5d4c1d05f8a2 2023-05-15T13:50:25+02:00 Lipase-catalyzed esterification of lactic acid with straight-chain alcohols Rønne, Torben Harald Xu, Xuebing Tan, Tianwei 2005 https://orbit.dtu.dk/en/publications/5e8a8906-f1e4-4c36-8670-5d4c1d05f8a2 eng eng info:eu-repo/semantics/restrictedAccess Rønne , T H , Xu , X & Tan , T 2005 , ' Lipase-catalyzed esterification of lactic acid with straight-chain alcohols ' , Journal of the american oil chemists society , vol. 82 , no. 12 , pp. 881–885 . article 2005 ftdtupubl 2023-01-11T23:52:00Z Enzymatic synthesis of esters of lactic acid and straight-chain alcohols with different chain lengths (C6–C18) were investigated in batch reactions with hexadecanol (C16) 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 Technical University of Denmark: DTU Orbit |
institution |
Open Polar |
collection |
Technical University of Denmark: DTU Orbit |
op_collection_id |
ftdtupubl |
language |
English |
description |
Enzymatic synthesis of esters of lactic acid and straight-chain alcohols with different chain lengths (C6–C18) were investigated in batch reactions with hexadecanol (C16) 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 |
Rønne, Torben Harald Xu, Xuebing Tan, Tianwei |
spellingShingle |
Rønne, Torben Harald Xu, Xuebing Tan, Tianwei Lipase-catalyzed esterification of lactic acid with straight-chain alcohols |
author_facet |
Rønne, Torben Harald Xu, Xuebing Tan, Tianwei |
author_sort |
Rønne, Torben Harald |
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 |
publishDate |
2005 |
url |
https://orbit.dtu.dk/en/publications/5e8a8906-f1e4-4c36-8670-5d4c1d05f8a2 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Rønne , T H , Xu , X & Tan , T 2005 , ' Lipase-catalyzed esterification of lactic acid with straight-chain alcohols ' , Journal of the american oil chemists society , vol. 82 , no. 12 , pp. 881–885 . |
op_rights |
info:eu-repo/semantics/restrictedAccess |
_version_ |
1766253477058576384 |