Enzymatic synthesis of structured lipids: Transesterification of triolein and caprylic acid ethyl ester

Abstract Structured lipids were successfully synthesized by lipase‐catalyzed transesterification (ester interchange) of caprylic acid ethyl ester and triolein. The transesterification reaction was carried out in organic solvent as reaction media. Eight commercially‐available lipases (10% w/w substra...

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Published in:Journal of the American Oil Chemists' Society
Main Authors: Huang, Kuan‐Hsiang, Akoh, Casimir C.
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 1996
Subjects:
Online Access:http://dx.doi.org/10.1007/bf02523903
https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1007%2FBF02523903
https://onlinelibrary.wiley.com/doi/full/10.1007/BF02523903
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spelling crwiley:10.1007/bf02523903 2024-06-02T07:57:05+00:00 Enzymatic synthesis of structured lipids: Transesterification of triolein and caprylic acid ethyl ester Huang, Kuan‐Hsiang Akoh, Casimir C. 1996 http://dx.doi.org/10.1007/bf02523903 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1007%2FBF02523903 https://onlinelibrary.wiley.com/doi/full/10.1007/BF02523903 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Journal of the American Oil Chemists' Society volume 73, issue 2, page 245-250 ISSN 0003-021X 1558-9331 journal-article 1996 crwiley https://doi.org/10.1007/bf02523903 2024-05-03T11:30:55Z Abstract Structured lipids were successfully synthesized by lipase‐catalyzed transesterification (ester interchange) of caprylic acid ethyl ester and triolein. The transesterification reaction was carried out in organic solvent as reaction media. Eight commercially‐available lipases (10% w/w substrates) were screened for their ability to synthesize structured lipid by incubating with 100 mg triolein and 78.0 mg caprylic acid ethyl ester in 3 mL hexane at 45°C for 24 h. The products were analyzed by reverse‐phase high‐performance liquid chromatography with evaporative light‐scattering detector. Immobilized lipase IM60 from Rhizomucor miehei converted most triolein into structured lipids (41.7% dicapryloolein, 46.0% monocapryloolein, and 12.3% unreacted triolein). However, lipase SP435 from Candida antarctica had a higher activity at higher temperature. The reaction catalyzed by lipase SP435 yielded 62.0% dicapryloolein, 33.5% monocapryloolein, and 4.5% unreacted triolein at 55°C. Time course, incubation media, added water, and substrate concentration were also investigated in this study. The results suggest that lipase‐catalyzed transesterification of long‐chain triglycerides and medium‐chain fatty acid ethyl ester is feasible to synthesize structured lipids. Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library Journal of the American Oil Chemists' Society 73 2 245 250
institution Open Polar
collection Wiley Online Library
op_collection_id crwiley
language English
description Abstract Structured lipids were successfully synthesized by lipase‐catalyzed transesterification (ester interchange) of caprylic acid ethyl ester and triolein. The transesterification reaction was carried out in organic solvent as reaction media. Eight commercially‐available lipases (10% w/w substrates) were screened for their ability to synthesize structured lipid by incubating with 100 mg triolein and 78.0 mg caprylic acid ethyl ester in 3 mL hexane at 45°C for 24 h. The products were analyzed by reverse‐phase high‐performance liquid chromatography with evaporative light‐scattering detector. Immobilized lipase IM60 from Rhizomucor miehei converted most triolein into structured lipids (41.7% dicapryloolein, 46.0% monocapryloolein, and 12.3% unreacted triolein). However, lipase SP435 from Candida antarctica had a higher activity at higher temperature. The reaction catalyzed by lipase SP435 yielded 62.0% dicapryloolein, 33.5% monocapryloolein, and 4.5% unreacted triolein at 55°C. Time course, incubation media, added water, and substrate concentration were also investigated in this study. The results suggest that lipase‐catalyzed transesterification of long‐chain triglycerides and medium‐chain fatty acid ethyl ester is feasible to synthesize structured lipids.
format Article in Journal/Newspaper
author Huang, Kuan‐Hsiang
Akoh, Casimir C.
spellingShingle Huang, Kuan‐Hsiang
Akoh, Casimir C.
Enzymatic synthesis of structured lipids: Transesterification of triolein and caprylic acid ethyl ester
author_facet Huang, Kuan‐Hsiang
Akoh, Casimir C.
author_sort Huang, Kuan‐Hsiang
title Enzymatic synthesis of structured lipids: Transesterification of triolein and caprylic acid ethyl ester
title_short Enzymatic synthesis of structured lipids: Transesterification of triolein and caprylic acid ethyl ester
title_full Enzymatic synthesis of structured lipids: Transesterification of triolein and caprylic acid ethyl ester
title_fullStr Enzymatic synthesis of structured lipids: Transesterification of triolein and caprylic acid ethyl ester
title_full_unstemmed Enzymatic synthesis of structured lipids: Transesterification of triolein and caprylic acid ethyl ester
title_sort enzymatic synthesis of structured lipids: transesterification of triolein and caprylic acid ethyl ester
publisher Wiley
publishDate 1996
url http://dx.doi.org/10.1007/bf02523903
https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1007%2FBF02523903
https://onlinelibrary.wiley.com/doi/full/10.1007/BF02523903
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_source Journal of the American Oil Chemists' Society
volume 73, issue 2, page 245-250
ISSN 0003-021X 1558-9331
op_rights http://onlinelibrary.wiley.com/termsAndConditions#vor
op_doi https://doi.org/10.1007/bf02523903
container_title Journal of the American Oil Chemists' Society
container_volume 73
container_issue 2
container_start_page 245
op_container_end_page 250
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