Influence of fatty acid on lipase-catalyzed synthesis of ascorbyl esters and their free radical scavenging capacity
Autori
Stojanović, MarijaSimović, Milica
Mihailović, Mladen
Veličković, Dušan
Dimitrijević, Aleksandra
Milosavić, Nenad
Bezbradica, Dejan
Članak u časopisu (Recenzirana verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
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.
Ključne reči:
antioxidant / ascorbyl ester / Candida antarctica lipase B / fatty acid / vitamin CIzvor:
Biotechnology and Applied Biochemistry, 2015, 62, 4, 458-466Izdavač:
- Wiley, Hoboken
Finansiranje / projekti:
- Razvoj novih inkapsulacionih i enzimskih tehnologija za proizvodnju biokatalizatora i biološki aktivnih komponenata hrane u cilju povećanja njene konkurentnosti, kvaliteta i bezbednosti (RS-MESTD-Integrated and Interdisciplinary Research (IIR or III)-46010)
Napomena:
- 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
Povezane informacije:
- Verzija dokumenta
https://technorep.tmf.bg.ac.rs/handle/123456789/3146 - Verzija dokumenta
https://doi.org/10.1002/bab.1296
DOI: 10.1002/bab.1296
ISSN: 0885-4513
WoS: 000360229200004
Scopus: 2-s2.0-84939574136
Institucija/grupa
Tehnološko-metalurški fakultetTY - JOUR AU - Stojanović, Marija AU - Simović, Milica AU - Mihailović, Mladen AU - Veličković, Dušan AU - Dimitrijević, Aleksandra AU - Milosavić, Nenad AU - Bezbradica, Dejan PY - 2015 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4720 AB - 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. PB - Wiley, Hoboken T2 - Biotechnology and Applied Biochemistry T1 - Influence of fatty acid on lipase-catalyzed synthesis of ascorbyl esters and their free radical scavenging capacity EP - 466 IS - 4 SP - 458 VL - 62 DO - 10.1002/bab.1296 ER -
@article{ author = "Stojanović, Marija and Simović, Milica and Mihailović, Mladen and Veličković, Dušan and Dimitrijević, Aleksandra and Milosavić, Nenad and Bezbradica, Dejan", year = "2015", abstract = "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.", publisher = "Wiley, Hoboken", journal = "Biotechnology and Applied Biochemistry", title = "Influence of fatty acid on lipase-catalyzed synthesis of ascorbyl esters and their free radical scavenging capacity", pages = "466-458", number = "4", volume = "62", doi = "10.1002/bab.1296" }
Stojanović, M., Simović, M., Mihailović, M., Veličković, D., Dimitrijević, A., Milosavić, N.,& Bezbradica, D.. (2015). Influence of fatty acid on lipase-catalyzed synthesis of ascorbyl esters and their free radical scavenging capacity. in Biotechnology and Applied Biochemistry Wiley, Hoboken., 62(4), 458-466. https://doi.org/10.1002/bab.1296
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. doi:10.1002/bab.1296 .
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" in Biotechnology and Applied Biochemistry, 62, no. 4 (2015):458-466, https://doi.org/10.1002/bab.1296 . .