Influence of fatty acid on lipase-catalyzed synthesis of ascorbyl esters and their free radical scavenging capacity
Fatty acid (FA) ascorbyl esters are recently emerging food, cosmetic, and pharmaceutical additives, which can be prepared in an eco-friendly way by using lipases as catalysts. Because they are amphiphilic molecules, which possess high free radical scavenging capacity, they can be applied as liposolu...
Published in: | Biotechnology and Applied Biochemistry |
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Language: | English |
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Wiley, Hoboken
2015
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Online Access: | http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4720 https://doi.org/10.1002/bab.1296 http://TechnoRep.tmf.bg.ac.rs/bitstream/id/7269/Influence_of_fatty_acc_2015.pdf |
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ftunivbelgradftm:oai:TechnoRep.tmf.bg.ac.rs:123456789/4720 2023-12-17T10:21:47+01:00 Influence of fatty acid on lipase-catalyzed synthesis of ascorbyl esters and their free radical scavenging capacity Stojanović, Marija Simović, Milica Mihailović, Mladen Veličković, Dušan Dimitrijević, Aleksandra Milosavić, Nenad Bezbradica, Dejan 2015 http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4720 https://doi.org/10.1002/bab.1296 http://TechnoRep.tmf.bg.ac.rs/bitstream/id/7269/Influence_of_fatty_acc_2015.pdf en eng Wiley, Hoboken info:eu-repo/grantAgreement/MESTD/Integrated and Interdisciplinary Research (IIR or III)/46010/RS// https://technorep.tmf.bg.ac.rs/handle/123456789/3146 https://doi.org/10.1002/bab.1296 0885-4513 http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4720 doi:10.1002/bab.1296 http://TechnoRep.tmf.bg.ac.rs/bitstream/id/7269/Influence_of_fatty_acc_2015.pdf 2-s2.0-84939574136 000360229200004 embargoedAccess https://creativecommons.org/licenses/by-nc/4.0/ BY-NC Biotechnology and Applied Biochemistry antioxidant ascorbyl ester Candida antarctica lipase B fatty acid vitamin C article acceptedVersion 2015 ftunivbelgradftm https://doi.org/10.1002/bab.1296 2023-11-21T17:19:54Z Fatty acid (FA) ascorbyl esters are recently emerging food, cosmetic, and pharmaceutical additives, which can be prepared in an eco-friendly way by using lipases as catalysts. Because they are amphiphilic molecules, which possess high free radical scavenging capacity, they can be applied as liposoluble antioxidants as well as emulsifiers and biosurfactants. In this study, the influence of a wide range of acyl donors on ester yield in lipase-catalyzed synthesis and ester antioxidant activity was examined. Among saturated acyl donors, higher yields and antioxidant activities of esters were achieved when short-chain FAs were used. Oleic acid gave the highest yield overall and its ester exhibited a high antioxidant activity. Optimization of experimental factors showed that the highest conversion (60.5%) in acetone was achieved with 5 g L-1 of lipase, 50 mM of vitamin C, 10-fold molar excess of oleic acid, and 0.7 mL L-1 of initial water. Obtained results showed that even short- and medium-chain ascorbyl esters could be synthesized with high yields and retained (or even exceeded) free radical scavenging capacity of l-ascorbic acid, indicating prospects of broadening their application in emulsions and liposomes. This is the peer-reviewed version of the following article: Stojanović M, Simović M, Mihailović M, Veličković D, Dimitrijević A, Milosavić N, Bezbradica D. Influence of Fatty Acid on Lipase-Catalyzed Synthesis of Ascorbyl Esters and Their Free Radical Scavenging Capacity. in Biotechnology and Applied Biochemistry. 2015;62(4):458-466. [https://doi.org/10.1002/bab.1296] Published version: [https://technorep.tmf.bg.ac.rs/handle/123456789/3146] Article in Journal/Newspaper Antarc* Antarctica TechnoRep - Faculty of Technology and Metallurgy Repository Biotechnology and Applied Biochemistry 62 4 458 466 |
institution |
Open Polar |
collection |
TechnoRep - Faculty of Technology and Metallurgy Repository |
op_collection_id |
ftunivbelgradftm |
language |
English |
topic |
antioxidant ascorbyl ester Candida antarctica lipase B fatty acid vitamin C |
spellingShingle |
antioxidant ascorbyl ester Candida antarctica lipase B fatty acid vitamin C Stojanović, Marija Simović, Milica Mihailović, Mladen Veličković, Dušan Dimitrijević, Aleksandra Milosavić, Nenad Bezbradica, Dejan Influence of fatty acid on lipase-catalyzed synthesis of ascorbyl esters and their free radical scavenging capacity |
topic_facet |
antioxidant ascorbyl ester Candida antarctica lipase B fatty acid vitamin C |
description |
Fatty acid (FA) ascorbyl esters are recently emerging food, cosmetic, and pharmaceutical additives, which can be prepared in an eco-friendly way by using lipases as catalysts. Because they are amphiphilic molecules, which possess high free radical scavenging capacity, they can be applied as liposoluble antioxidants as well as emulsifiers and biosurfactants. In this study, the influence of a wide range of acyl donors on ester yield in lipase-catalyzed synthesis and ester antioxidant activity was examined. Among saturated acyl donors, higher yields and antioxidant activities of esters were achieved when short-chain FAs were used. Oleic acid gave the highest yield overall and its ester exhibited a high antioxidant activity. Optimization of experimental factors showed that the highest conversion (60.5%) in acetone was achieved with 5 g L-1 of lipase, 50 mM of vitamin C, 10-fold molar excess of oleic acid, and 0.7 mL L-1 of initial water. Obtained results showed that even short- and medium-chain ascorbyl esters could be synthesized with high yields and retained (or even exceeded) free radical scavenging capacity of l-ascorbic acid, indicating prospects of broadening their application in emulsions and liposomes. This is the peer-reviewed version of the following article: Stojanović M, Simović M, Mihailović M, Veličković D, Dimitrijević A, Milosavić N, Bezbradica D. Influence of Fatty Acid on Lipase-Catalyzed Synthesis of Ascorbyl Esters and Their Free Radical Scavenging Capacity. in Biotechnology and Applied Biochemistry. 2015;62(4):458-466. [https://doi.org/10.1002/bab.1296] Published version: [https://technorep.tmf.bg.ac.rs/handle/123456789/3146] |
format |
Article in Journal/Newspaper |
author |
Stojanović, Marija Simović, Milica Mihailović, Mladen Veličković, Dušan Dimitrijević, Aleksandra Milosavić, Nenad Bezbradica, Dejan |
author_facet |
Stojanović, Marija Simović, Milica Mihailović, Mladen Veličković, Dušan Dimitrijević, Aleksandra Milosavić, Nenad Bezbradica, Dejan |
author_sort |
Stojanović, Marija |
title |
Influence of fatty acid on lipase-catalyzed synthesis of ascorbyl esters and their free radical scavenging capacity |
title_short |
Influence of fatty acid on lipase-catalyzed synthesis of ascorbyl esters and their free radical scavenging capacity |
title_full |
Influence of fatty acid on lipase-catalyzed synthesis of ascorbyl esters and their free radical scavenging capacity |
title_fullStr |
Influence of fatty acid on lipase-catalyzed synthesis of ascorbyl esters and their free radical scavenging capacity |
title_full_unstemmed |
Influence of fatty acid on lipase-catalyzed synthesis of ascorbyl esters and their free radical scavenging capacity |
title_sort |
influence of fatty acid on lipase-catalyzed synthesis of ascorbyl esters and their free radical scavenging capacity |
publisher |
Wiley, Hoboken |
publishDate |
2015 |
url |
http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4720 https://doi.org/10.1002/bab.1296 http://TechnoRep.tmf.bg.ac.rs/bitstream/id/7269/Influence_of_fatty_acc_2015.pdf |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Biotechnology and Applied Biochemistry |
op_relation |
info:eu-repo/grantAgreement/MESTD/Integrated and Interdisciplinary Research (IIR or III)/46010/RS// https://technorep.tmf.bg.ac.rs/handle/123456789/3146 https://doi.org/10.1002/bab.1296 0885-4513 http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4720 doi:10.1002/bab.1296 http://TechnoRep.tmf.bg.ac.rs/bitstream/id/7269/Influence_of_fatty_acc_2015.pdf 2-s2.0-84939574136 000360229200004 |
op_rights |
embargoedAccess https://creativecommons.org/licenses/by-nc/4.0/ BY-NC |
op_doi |
https://doi.org/10.1002/bab.1296 |
container_title |
Biotechnology and Applied Biochemistry |
container_volume |
62 |
container_issue |
4 |
container_start_page |
458 |
op_container_end_page |
466 |
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1785538862158708736 |