Enzymatic acylation of lutein with a series of saturated fatty acid vinyl esters and the thermal stability and anti‐lipid oxidation properties of the acylated derivatives

Abstract Lutein was enzymatically acylated with saturated fatty acid vinyl esters of different lengths of carbon chain (C 6 ‐C 14 ) under the action of Candida antarctica lipase B (Novozyme 435). The acylation reaction was optimized by considering substrate molar ratio, reaction solvent, type of enz...

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Published in:Journal of Food Science
Main Authors: Tan, Xin‐Jia, Li, Hai‐Mei, Peng, Qing‐Xia, Zhou, Hua, Chen, Yong‐Sheng, Lu, Yu‐Yun, Yan, Ri‐An
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 2021
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Online Access:http://dx.doi.org/10.1111/1750-3841.15966
https://onlinelibrary.wiley.com/doi/pdf/10.1111/1750-3841.15966
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spelling crwiley:10.1111/1750-3841.15966 2024-06-23T07:47:44+00:00 Enzymatic acylation of lutein with a series of saturated fatty acid vinyl esters and the thermal stability and anti‐lipid oxidation properties of the acylated derivatives Tan, Xin‐Jia Li, Hai‐Mei Peng, Qing‐Xia Zhou, Hua Chen, Yong‐Sheng Lu, Yu‐Yun Yan, Ri‐An 2021 http://dx.doi.org/10.1111/1750-3841.15966 https://onlinelibrary.wiley.com/doi/pdf/10.1111/1750-3841.15966 https://onlinelibrary.wiley.com/doi/full-xml/10.1111/1750-3841.15966 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Journal of Food Science volume 86, issue 12, page 5240-5252 ISSN 0022-1147 1750-3841 journal-article 2021 crwiley https://doi.org/10.1111/1750-3841.15966 2024-05-31T08:10:47Z Abstract Lutein was enzymatically acylated with saturated fatty acid vinyl esters of different lengths of carbon chain (C 6 ‐C 14 ) under the action of Candida antarctica lipase B (Novozyme 435). The acylation reaction was optimized by considering substrate molar ratio, reaction solvent, type of enzyme, and reaction time. The highest yield (88%) was obtained using the Novozyme 435 to catalyze the acylation reaction of lutein and vinyl decanoate (lutein/vinyl decanoate molar ratio of 1/10) for 16 h in methyl tert ‐butyl ether. Ten lutein esters were synthesized, isolated, and purified, which were characterized by Fourier‐transform infrared spectroscopy, high‐resolution mass spectrometry, and nuclear magnetic resonance spectroscopy. We found that the acylation of lutein improved its antioxidant capacity in lipid system and thermal stability. Our study extended the potential application of lutein in lipophilic food, cosmetic, and pharmaceutical industries. Practical Application : Enzyme acylation of lutein improved its antioxidant capacity in lipid system and thermal stability, extended its potential application in food, cosmetic, and pharmaceutical industries. In addition, our study also provided a new perspective and cognition for the further development and utilization of lutein. Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library Journal of Food Science 86 12 5240 5252
institution Open Polar
collection Wiley Online Library
op_collection_id crwiley
language English
description Abstract Lutein was enzymatically acylated with saturated fatty acid vinyl esters of different lengths of carbon chain (C 6 ‐C 14 ) under the action of Candida antarctica lipase B (Novozyme 435). The acylation reaction was optimized by considering substrate molar ratio, reaction solvent, type of enzyme, and reaction time. The highest yield (88%) was obtained using the Novozyme 435 to catalyze the acylation reaction of lutein and vinyl decanoate (lutein/vinyl decanoate molar ratio of 1/10) for 16 h in methyl tert ‐butyl ether. Ten lutein esters were synthesized, isolated, and purified, which were characterized by Fourier‐transform infrared spectroscopy, high‐resolution mass spectrometry, and nuclear magnetic resonance spectroscopy. We found that the acylation of lutein improved its antioxidant capacity in lipid system and thermal stability. Our study extended the potential application of lutein in lipophilic food, cosmetic, and pharmaceutical industries. Practical Application : Enzyme acylation of lutein improved its antioxidant capacity in lipid system and thermal stability, extended its potential application in food, cosmetic, and pharmaceutical industries. In addition, our study also provided a new perspective and cognition for the further development and utilization of lutein.
format Article in Journal/Newspaper
author Tan, Xin‐Jia
Li, Hai‐Mei
Peng, Qing‐Xia
Zhou, Hua
Chen, Yong‐Sheng
Lu, Yu‐Yun
Yan, Ri‐An
spellingShingle Tan, Xin‐Jia
Li, Hai‐Mei
Peng, Qing‐Xia
Zhou, Hua
Chen, Yong‐Sheng
Lu, Yu‐Yun
Yan, Ri‐An
Enzymatic acylation of lutein with a series of saturated fatty acid vinyl esters and the thermal stability and anti‐lipid oxidation properties of the acylated derivatives
author_facet Tan, Xin‐Jia
Li, Hai‐Mei
Peng, Qing‐Xia
Zhou, Hua
Chen, Yong‐Sheng
Lu, Yu‐Yun
Yan, Ri‐An
author_sort Tan, Xin‐Jia
title Enzymatic acylation of lutein with a series of saturated fatty acid vinyl esters and the thermal stability and anti‐lipid oxidation properties of the acylated derivatives
title_short Enzymatic acylation of lutein with a series of saturated fatty acid vinyl esters and the thermal stability and anti‐lipid oxidation properties of the acylated derivatives
title_full Enzymatic acylation of lutein with a series of saturated fatty acid vinyl esters and the thermal stability and anti‐lipid oxidation properties of the acylated derivatives
title_fullStr Enzymatic acylation of lutein with a series of saturated fatty acid vinyl esters and the thermal stability and anti‐lipid oxidation properties of the acylated derivatives
title_full_unstemmed Enzymatic acylation of lutein with a series of saturated fatty acid vinyl esters and the thermal stability and anti‐lipid oxidation properties of the acylated derivatives
title_sort enzymatic acylation of lutein with a series of saturated fatty acid vinyl esters and the thermal stability and anti‐lipid oxidation properties of the acylated derivatives
publisher Wiley
publishDate 2021
url http://dx.doi.org/10.1111/1750-3841.15966
https://onlinelibrary.wiley.com/doi/pdf/10.1111/1750-3841.15966
https://onlinelibrary.wiley.com/doi/full-xml/10.1111/1750-3841.15966
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_source Journal of Food Science
volume 86, issue 12, page 5240-5252
ISSN 0022-1147 1750-3841
op_rights http://onlinelibrary.wiley.com/termsAndConditions#vor
op_doi https://doi.org/10.1111/1750-3841.15966
container_title Journal of Food Science
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