The production of enantiomerically pure 1-phenylethanol by enzymatic kinetic resolution method using response surface methodology

Authors : Ayse BOZAN, Rahime SONGUR, Ulku MEHMETOGLU

Pages : 1352-1365

View : 14 | Download : 8

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :As the enantiomers of 1-phenylethanol are valuable intermediates in several industries, the lipase catalyzed kinetic resolution of insert ignore into journalissuearticles values(R,S); -1-phenylethanol is a relevant research topic. In this study, the goal was to determine the optimum reaction parameters to produce enantiomerically pure 1-phenylethanol by lipase insert ignore into journalissuearticles values(Novozyme 435); catalyzed kinetic resolution using response surface methodology insert ignore into journalissuearticles values(RSM);. Reactions were performed with 40-400 mM insert ignore into journalissuearticles values(R,S);-1-phenylethanol, 120-1200 mM vinyl acetate and 2-22 mg/mL biocatalyst concentrations insert ignore into journalissuearticles values(BCL);, at 20-60 degrees C and with a stirring rate of 50-400 rpm for 5-120 min. The samples were analyzed using high performance liquid chromatography insert ignore into journalissuearticles values(HPLC); with a Chiralcel OB column. Optimum reaction parameters to reach 100% enantiomeric excess for the substrate insert ignore into journalissuearticles values(eeinsert ignore into journalissuearticles values(s);); were determined as follows: substrate concentration insert ignore into journalissuearticles values(C-s);: 240 mM, BCL: 11 mg/mL, at 42 degrees C with a reaction time of 75 mM. Model validation was performed using these conditions and ee s was calculated as 100%, which indicates the predicted model was efficient and accurate. When compared to the literature, it was observed that the reaction time decreased significantly. This is an important result considering the industrial scale perspective.
Keywords : 1 phenylethanol, enzymatic kinetic resolution, chiral alcohol, Novozyme 435, response surface methodology