有机介质中酶促合成壬酸香草醇酯的研究

Lipase-Catalyzed Synthesis of Vanillyl Nonanoate in Organic Media

壬酸香草醇酯是与天然辣椒素酯结构最接近的一个化合物,本文研究了有机相中脂肪酶催化合成这个化合物的方法,为天然辣椒素酯的酶促合成探索方法。考察了酶、溶剂、酶的用量、底物浓度、溶剂水含量以及温度等因素对反应的影响,结果表明脂肪酶Novozym e 435的活性最好,最适条件为:在1 mL脱水丙酮中,香草醇与壬酸甲酯的浓度分别为50、75 mmol/L,酶量为20 mg,30℃下反应24 h,产率可达到60%以上,产物经硅胶柱层析纯化,并以1H NMR及MS进行了表征。

Vanillyl nonanoate,the analogue of natual capsinoids, was synthesized in organic media catalyzed by lipase. The influences of enzymes, solvents, amount of the enzyme, molar ratios of the substrates, addition of water, and reaction temperature were investigated. The results indicated that lipase Novozyme 435 showed the highest activity for the reac tion. The optimal reaction conditions as follows：50 mM varrillyl alcohol and 75 mM methyl nonanoate in 1 mL of acetone containing 0.1% -0.3 % of water （V/V） in the presence of 20 mg lipase. Under the conditions, at 30 ℃, more than 60% of yield was achieved after 9 h. The products was purified by silica gel colum gel chromatography and characterized by ^1H NMR and MS.