Biocatalysis has potential applications in pharmaceuticals, fine chemicals and drug industries for the synthesis and separation of chiral compounds. The current work deals with the kinetic resolution of (R,S)-flurbiprofen using immobilized Candida antarctica lipase B under the influence of microwave irradiation. Flurbiprofen (R,S)-[2-(3-fluro-4-phenyl) phenyl] propionic acid is one of the most widely used non-steroidal anti-inflammatory drugs (NSAID). It exists in two enantiomeric forms as (R,S)-flurbiprofen because it has a single stereogenic center. Pharmacological action of flurbiprofen resides with the S form by inhibiting Cox-2 activity and results in anti-inflammatory action and hence (R)-flurbiprofen causes gastrointestinal infection. Novozym 435 was found to be most active among others for the stereoselective esterification of the R-enantiomer in organic reaction media. Microwave irradiation shows a synergistic effect on enzyme catalysis by enhancing both rate of the reaction and conversion of R-enantiomer into an ester. Effects of various reaction parameters such as solvent, speed of agitation, mole ratio, type of alcohol, temperature, catalyst loading, and reusability were studied. Maximum conversion of R-flurbiprofen ester under microwave irradiation was found to be ∼44.4% with enantioselectivity (E) of 478, ee_P = 98.9% and ee_S = 79.07% in 6 h, whereas in conventional heating the maximum conversion was 17% with enantioselectivity (E) of 126, and ee_S = 20.12% in 6 h. The ping-pong bi–bi mechanism with inhibition by methanol was proposed for the kinetic resolution of (R,S)-flurbiprofen and validated against experimental data.

生物催化在制药，精细化工和制药行业中具有潜在的应用，用于手性化合物的合成和分离。当前的工作涉及在微波辐射的影响下，使用固定化的南极假丝酵母脂肪酶B动力学拆分（R，S）-氟比洛芬。氟比洛芬（R，S）-[2-（3-氟-4-苯基）苯基]丙酸是最广泛使用的非甾体抗炎药（NSAID）之一。它以（R，S）-氟比洛芬两种对映体形式存在，因为它具有单个立体生成中心。氟比洛芬的药理作用通过抑制Cox-2活性而呈S形式存在，并具有抗炎作用，因此（R氟比洛芬引起胃肠道感染。已发现Novozym 435在有机反应介质中对R-对映异构体的立体选择性酯化活性最高。微波辐射通过提高反应速率和将R-对映异构体转化为酯均显示出对酶催化的协同作用。研究了各种反应参数的影响，例如溶剂，搅拌速度，摩尔比，醇类，温度，催化剂负载量和可重复使用性。发现R-氟比洛芬酯在微波辐射下的最大转化率约为44.4％，对映选择性（E）为478，ee _P  = 98.9％，ee _S 在6小时内达到79.07％，而在常规加热条件下，最大转化率为17％，对映选择性（E）为126， 在6小时内ee _S = 20.12％。提出了具有甲醇抑制作用的乒乓bi-bi机理用于（R，S）-氟比洛芬的动力学拆分，并针对实验数据进行了验证。