Avila-González Rizette, Pérez-Gilabert Manuela, López-López Miguel A, García-Carmona Francisco
Departamento de Bioquímica y Biología Molecular-A, Facultad de Biología, Universidad de Murcia, Campus de Espinardo, E-30100 Murcia, Spain.
Biotechnol Prog. 2005 Mar-Apr;21(2):338-42. doi: 10.1021/bp0496272.
In the present paper, a novel enzymatic reaction between (R,S)-O-butyryl propranolol (O-BP) and lipase from Candida rugosa in the presence of hydroxypropyl-beta-cyclodextrin (HP-beta-CD) is described. Under the used condition, lipase catalyzed the intramolecular transacylation of O-BP into N-butyryl propranolol (N-BP). Propranolol, the product of the expected hydrolysis reaction, was not detected in the reaction medium. A chiral analysis of the reaction product indicated that lipase showed a preference for (R)-O-butyryl propranolol since it first transformed the (R)-enantiomer and then the corresponding (S)-enantiomer. The influence of different reaction conditions on the initial rate is also studied.
本文描述了在羟丙基-β-环糊精(HP-β-CD)存在下,(R,S)-O-丁酰普萘洛尔(O-BP)与皱褶假丝酵母脂肪酶之间的一种新型酶促反应。在所使用的条件下,脂肪酶催化O-BP分子内转酰基反应生成N-丁酰普萘洛尔(N-BP)。在反应介质中未检测到预期水解反应的产物普萘洛尔。对反应产物的手性分析表明,脂肪酶对(R)-O-丁酰普萘洛尔表现出偏好,因为它首先转化(R)-对映体,然后是相应的(S)-对映体。还研究了不同反应条件对初始速率的影响。