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Influence of fatty acid on lipase‐catalyzed synthesis of ascorbyl esters and their free radical scavenging capacity
Author(s) -
Stojanović Marija,
Carević Milica,
Mihailović Mladen,
Veličković Dušan,
Dimitrijević Aleksandra,
Milosavić Nenad,
Bezbradica Dejan
Publication year - 2015
Publication title -
biotechnology and applied biochemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 70
eISSN - 1470-8744
pISSN - 0885-4513
DOI - 10.1002/bab.1296
Subject(s) - lipase , chemistry , scavenging , catalysis , ascorbyl palmitate , fatty acid , organic chemistry , triacylglycerol lipase , biochemistry , enzyme , antioxidant
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.