Sustaita-Rodríguez Alejandro, Ramos-Sánchez Víctor H, Camacho-Dávila Alejandro A, Zaragoza-Galán Gerardo, Espinoza-Hicks José C, Chávez-Flores David
Facultad de Ciencias Químicas, Universidad Autónoma de Chihuahua, Nuevo Circuito Universitario, 31125, Chihuahua, Mexico.
Chem Cent J. 2018 Apr 11;12(1):39. doi: 10.1186/s13065-018-0409-2.
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 H NMR, C 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.
如今,工业化学反应依赖于绿色技术。脂肪酶等酶类在各种化学过程中的应用日益增加。通过植物油酯交换反应得到的环氧脂肪酸甲酯最近已被用作聚合物增塑剂、农用化学品、化妆品、药品和食品添加剂。在这篇研究文章中,天然含有高比例单不饱和脂肪酸和多不饱和脂肪酸的葡萄籽油、鳄梨油和橄榄油被用作生产不饱和脂肪酸甲酯的原料。研究了月桂酸作为活性氧载体对环氧化反应的影响,在温和的温度和压力条件下,以固定化的南极假丝酵母脂肪酶B为催化剂,过氧化氢为氧供体,将不饱和脂肪酸甲酯转化为环氧脂肪酸甲酯。该研究通过核磁共振氢谱(¹H NMR)、核磁共振碳谱(¹³C NMR)和气相色谱 - 质谱联用(GC - MS)证实,在酶促反应中添加月桂酸对于将烯烃转化为环氧化物并非必要。研究发现,即使没有羧酸,也能够实现定量转化。