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ARS Home » Midwest Area » Peoria, Illinois » National Center for Agricultural Utilization Research » Renewable Product Technology Research » Research » Publications at this Location » Publication #309463

Title: Hydroxytyrosol and tyrosol esters partitioning into, location within, and effect on DOPC liposome bilayer behavior

item Evans, Kervin
item Laszlo, Joseph
item Compton, David - Dave

Submitted to: Biochimica et Biophysica Acta
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 2/5/2015
Publication Date: 2/21/2015
Publication URL:
Citation: Evans, K.O., Laszlo, J.A., Compton, D.L. 2015. Hydroxytyrosol and tyrosol esters partitioning into, location within, and effect on DOPC liposome bilayer behavior. Biochimica et Biophysica Acta. 1848(5):1175-1182.

Interpretive Summary: Oils and fats in foods can deteriorate during storage, reducing shelf-life and quality. Natural antioxidants are capable of reducing deterioration. Therefore, there is a drive by food industry to slow or halt food deterioration by adding natural antioxidants. However, all natural antioxidants do not mix well with the oil and/or fat found in foods. This issue is resolved when the antioxidant is combined with oil to make a new “oily” antioxidant. The research reported here demonstrates that two new biobased antioxidants made by combining antioxidants from olive waste and Cuphea oil are capable of enhancing the stability of a soy lipid-matrix commonly used in food industry. This work further demonstrates the suitability for commercial production of the novel antioxidants and will further expand markets for cuphea oil and olive waste by demonstrating their combined use as a new bio-based antioxidant.

Technical Abstract: The phenols hydroxytyrosol and tyrosol made abundantly available through olive oil processing were enzymatically transesterified into effective lipophilic antioxidants with cuphea oil. The hydroxytyrosyl and tyrosyl esters made from cuphea oil were assessed for their ability to partition into, locate within, and effect the bilayer behavior of 1,2-dioloeoylphosphatidylcholine liposomes compared to their counterparts made from decanoic acid. Partitioning into liposomes was on the same scale for both hydroxytyrosyl derivatives and both tyrosyl derivatives. All were found to locate nearly at the same depth within the bilayer. Each was found to affect bilayer behavior in a distinct manner.