Lipase catalyzed epoxidation of fatty acid methyl esters derived from unsaturated vegetable oils in absence of carboxylic acid

• Main Authors: Sustaita-Rodríguez, Alejandro, Ramos-Sánchez, Víctor, Camacho-Dávila, Alejandro, Zaragoza-Galán, Gerardo, Espinoza-Hicks, José, Chávez-Flores, David
• Format: Article in Journal/Newspaper
• Language: unknown
• Published: Figshare 2018
• Subjects: Biochemistry; Microbiology; FOS Biological sciences; Genetics; Molecular Biology; Pharmacology; 59999 Environmental Sciences not elsewhere classified; FOS Earth and related environmental sciences; 39999 Chemical Sciences not elsewhere classified; FOS Chemical sciences; 69999 Biological Sciences not elsewhere classified; Inorganic Chemistry; Antarc*; Antarctica
• Online Access: https://dx.doi.org/10.6084/m9.figshare.c.4067123; https://figshare.com/collections/Lipase_catalyzed_epoxidation_of_fatty_acid_methyl_esters_derived_from_unsaturated_vegetable_oils_in_absence_of_carboxylic_acid/4067123

Abstract Nowadays the industrial chemistry reactions rely on green technologies. Enzymes as lipases are increasing its use in diverse chemical processes. Epoxidized fatty acid methyl esters obtained from transesterification of vegetable oils have recently found applications as polymer plasticizer, agrochemical, cosmetics, pharmaceuticals and food additives. In this research article, grapeseed, avocado and olive oils naturally containing high percents of mono and poly unsaturations were used as starting materials for the production of unsaturated fatty acid methyl esters. The effect of lauric acid as an active oxygen carrier was studied on epoxidation reactions where unsaturated fatty acid methyl esters were converted to epoxy fatty acid methyl esters using immobilized Candida antarctica Lipase type B as catalyst and hydrogen peroxide as oxygen donor at mild temperature and pressure conditions. After this study it was confirmed by 1H NMR, 13C NMR and GC–MS that the addition of lauric acid to the enzymatic reaction is unnecessary to transform the alkenes in to epoxides. It was found that quantitative conversions were possible in despite of a carboxylic acid absence.