Food & Feed Research

ENZYMATIC LIPOPHILIZATION OF VITAMIN C WITH LINOLEIC ACID: DETERMINATION OF ANTIOXIDANT AND DIFFUSION PROPERTIES OF L-ASCORBYL LINOLEATE

DOI: UDK:
577.164.2:547.395.4]:66.094.3.097.8
JOURNAL No:
Volume 45, Issue 1
PAGES
1-10
KEYWORDS
vitamin C, lipase, ascorbyl linoleate, antioxidant, diffusivity
TOOLS Creative Commons License
Marija M. Ćorović*1, Ana D. Milivojević2, Milica B. Carević1, Katarina M. Banjanac2,
Ljubodrag V. Vujisić3, Rada V. Pjanović1, Dejan I. Bezbradica1
1University of Belgrade, Faculty of Technology and Metallurgy, 11000 Belgrade, Karnegijeva 4, Serbia
2University of Belgrade, Faculty of Technology and Metallurgy, Innovation Center, 11000 Belgrade, Karnegijeva 4, Serbia
3University of Belgrade, Faculty of Chemistry, 11000 Belgrade, Studentski trg 12, Serbia

ABSTRACT

Lipophilic derivatives of vitamin C are additives with antioxidant properties, attractive for application in food, cosmetics and pharmaceutics. They could be synthesized in lipase-catalyzed processes by using various acyl donors. Hereby, we present application of linoleic acid, which is polyunsaturated fatty acid essential in human nutrition, for esterification of vitamin C catalyzed by immobilized enzyme preparation Novozym® 435 in acetone. Highest specific ester yield, 9.7 mmol/g of immobilized lipase, was accomplished with 0.15 M of vitamin C, 0.6 M of linoleic acid, 3 g/l of enzyme and 0.07% (v/v) of water, at 60 °C. NMR analyses of purified product proved that synthesized molecule was identical to 6-O-ascorbyl linoleate. Capacity of ester for scavenging 2,2-diphenyl-1-picrylhydrazyl radicals was two times higher comparing to parent molecule, vitamin C. Its diffusion coefficient, determined using Franz cell and cellulose acetate membrane, was 40% higher than palmitate and 62% higher than oleate. Obtained results showed that L-ascorbyl linoleate could be successfully synthesized in biocatalyzed processes. Furthermore, it was demonstrated that it possess high potential for application in different lipophilic products due to its liposolubility, high antioxidant efficiency and good diffusion properties.



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