Self-assembly and antioxidant properties of octanoyl-6-O-ascorbic acid

Vitamin C acts as a powerful radical scavenger, and can be used as a conven ient antioxidant agent in aqueous media. To extend its properties to nonaqu eous environments, alkanoyl-6-O-ascorbic acid esters with different chain l engths were synthesized, and their micellar and antioxidant properties were investigated by surface tension, viscosity, light scattering, neutron scat tering, oxygen uptake, and UV/VIS spectra. According to our results, octano yl-ascorbic acid forms nearly spherical micelles in water solutions above a cmc of about 6 x 10(-3) mol/L at 30 degrees C, while decanoyl- and dodecan oyl-ascorbic acid are poorly soluble in water. No matter how long the hydro phobic chain is, all these esters show the same antioxidant activity as vit amin C and other natural products.