猪胰脂肪酶固定化及连续流催化拆分合成(S)-2-四氢糠酸

Immobilization of porcine pancreatic lipase and synthesis of(S)-2-tetrahydrofuroic acid by continuous flow catalytic splitting

通过筛选实验确定了树脂ESQ-3为PPL的最佳固定化载体,并确定了最佳固定化条件和固定化酶PPL@ESQ-3拆分四氢呋喃-2-甲酸丁酯(2-THFAD)的最适条件,将此固定化条件应用于连续流反应器系统并进行条件优化。实验结果表明:在该条件下,59 min即可将60 mmol 2-THFAD完全拆分得到(S)-四氢呋喃-2-甲酸丁酯((S)-2-THFAD,ee_(s)≥99%),催化效率达到3.347μmol/(min·g),催化效果远胜于间歇式反应;(S)-2-THFAD直接由Novozym 435水解得(S)-2-THFA(ee_(p)≥99%),比旋度[α]_(D)^(21)=3.542(2.0mol/L,甲醇)。PPL@ESQ-3连续流反应体系表现出了优秀的催化能力,具有适用于工业化生产(S)-2-THFA的应用潜力。

Through screening experiments,the resin ESQ-3 was selected as the optimal immobilization carrier for PPL@ESQ-3,and the best immobilization condition was identified,and the best conditions of resolution of butyl tetrahydrofuran-2-carboxylate(2-THFAD)via immobilized enzyme PPL@ESQ-3 were determined.These conditions were then applied to the continuous flow reactor system and optimized.Under these conditions,60 mmol 2-THFAD was completely split to yield butyl(S)-tetrahydrofuran-2-carboxylate((S)-2-THFAD,ee_(s)≥99%)in 59 min,and the catalytic efficiency reached 3.347μmol/(min·g),which was much better than that of the intermittent reaction.The(S)-2-THFAD was directly hydrolyzed by Novozym 435 to obtain(S)-2-THFA(ee_(p)≥99%)with a specific rotation of[α]_(D)^(21)=3.542(2.0 mol/L,methanol).The PPL@ESQ-3 continuous flow reaction system exhibited excellent catalytic efficiency,providing a reference for the industrial production of(S)-2-THFA.