School of Biochemical Engineering, Pontificia Universidad Católica de Valparaíso, Avenida Brasil, Valparaíso 2085, Chile.
Instituto de Investigación Multidisciplinario en Ciencia y Tecnología, Universidad de La Serena, Raúl Bitrán, La Serena 1305, Chile.
Molecules. 2019 Sep 5;24(18):3227. doi: 10.3390/molecules24183227.
Ascorbyl palmitate is a fatty acid ester endowed with antioxidant properties, used as a food additive and cosmetic ingredient, which is presently produced by chemical synthesis. Ascorbyl palmitate was synthesized from ascorbic acid and palmitic acid with a lipase immobilized on octyl silica, and also with the commercial immobilized lipase Novozym 435. The latter was selected for optimizing the reaction conditions because of its high reactivity and stability in the solvent 2-methyl-2-butanol used as reaction medium. The reaction of the synthesis was studied considering temperature and molar ratio of substrates as variables and synthesis yield as response parameter. The highest yield in the synthesis of ascorbyl palmitate was 81%, obtained at 55 °C and an ascorbic acid to palmitic acid molar ratio of 1:8, both variables having a strong effect on yield. The synthesized ascorbyl palmitate was purified to 94.4%, with a purification yield of 84.2%. The use of generally recognized as safe (GRAS) certified solvents with a polarity suitable for the solubilization of the compounds made the process a viable alternative for the synthesis and downstream processing of ascorbyl palmitate.
抗坏血酸棕榈酸酯是一种具有抗氧化性能的脂肪酸酯，用作食品添加剂和化妆品成分，目前通过化学合成生产。抗坏血酸棕榈酸酯是由抗坏血酸和棕榈酸与固定在辛基硅上的脂肪酶合成的，也可以使用商业固定化脂肪酶 Novozym 435 合成。由于其在用作反应介质的 2-甲基-2-丁醇中的高反应性和稳定性，选择后者来优化反应条件。考虑到温度和底物摩尔比作为变量以及合成产率作为响应参数，研究了合成反应。在抗坏血酸棕榈酸酯的合成中，最高产率为 81%，在 55°C 和抗坏血酸与棕榈酸摩尔比为 1:8 时获得，这两个变量对产率有很强的影响。合成的抗坏血酸棕榈酸酯经纯化至 94.4%，纯化产率为 84.2%。使用公认安全（GRAS）认证的溶剂，其极性适合化合物的溶解，使该工艺成为抗坏血酸棕榈酸酯的合成和下游加工的可行替代方案。
