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Title:   Author  item
                                            Evans, Kervinitem
                                            Laszlo, Josephitem
                                            Vermillion, Karlitem
                                            Appell, Michael
  Submitted to: Meeting Abstract
                                    Publication Type: Abstract Only
                                    Publication Acceptance Date: 5/9/2011
                                    Publication  Date: 5/9/2011
                                    Citation: Evans, K.O., Laszlo, J.A., Vermillion, K., Appell, M.D. 2011. Enzymatically synthesized feruloyl dioleoylglycerol: Antioxidant behavior and position in phospholipid vesicles [abstract]. Biophysics Society. Poster 2750.Interpretive Summary:
                                Technical Abstract: Ferulic acid and its ester derivatives are known to be effective antioxidants and as such have been investigated as a potential antioxidant agent for cosmetic and pharmaceutical uses.  Using immobilized Candida antarctica lipase B we synthesized ferulic acid lipophilic derivatives from vegetable oils.  After synthesis we isolated the predominate species, feruloyl dioleoylglycerol (FDOG), and incorporated it into model phospholipid vesicles at 1 and 5 mol percent.  Membrane leakage experiments showed that FDOG did not disturb the phospholipid membrane integrity.  Fluorescence quenching experiments and molecular modeling determined that the feruloyl moiety rested within the hydrophobic/hydrophilic interface of the bilayer.  This was further supported by NMR analysis that showed FDOG exists with its feruloyl moiety extended away from its oleoyl groups.  Lipid peroxidation inhibition and free-radical-scavenging analysis indicated that FDOG retained its inherent antioxidant capability.


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