Efficient resolution of 4‐chlormandelic acid enantiomers using lipase@UiO‐67(Zr) zirconium–organic frameworks in organic solvent

Abstract

A new biocatalyst PCL@UiO‐67(Zr) was successfully synthesized by immobilized lipases on metal–organic frameworks (MOFs) materials. Compare with free lipases, zirconium foundation organic framework material UiO‐67(Zr) modification on immobilized lipases Pseudomonas cepacia lipase (PCL) great boosts their enantioselectivity in the kinetic resolution racemic 4‐chloro‐mandelic acid (4‐ClMA) on the organic solvent. The acquired bio‐composite PCL@UiO‐67(Zr) was fully characterized by powder X‐ray diffraction (PXRD), Fourier transform infrared (FT‐IR) spectroscopy, N2 adsorption–desorption isotherm and aperture distribution map, and scanning electron microscopy (SEM). The catalytic performance of PCL@UiO‐67(Zr), such as temperature, reaction time, and lipase quantity, were deeply explored. The experiment results showed resolution racemic 4‐ClMA optimum conditions that 20 mmol/L of (R, S)‐4‐chloromandelic acid, 120 mmol/L vinyl acetate, 30‐mg immobilized lipases PCL@UiO‐67(Zr), 2 mL of MTBE, 500 rpm, and under the 55°C reaction 18 h. In this optimum conditions, c and eep could reach up to 47.6% and 98.7%, respectively.

Recent trends in metal‐organic frameworks mediated lipase immobilization: A state‐of‐the‐art review

“…PFL@NH 2 -Ni-MOF was found to retain 50.18% of its original activity after 10 cycles (Fan et al, 2023). Zhong et al (2023) FOOD SAFETY AND HEALTH of ZIF-8@CALB, ZIF@CALB could be recovered using centrifugation at 800 r • min −1 before being reused in the subsequent cycle (Xu et al, 2023). Because of the high recyclability of the High internal phase Pickering emulsion (Pickering HIPE), the hydrolysis equilibrium conversion rate of p-NPP remained over 40% throughout all eight cycles (Xu et al, 2023).…”

“…Zhong et al. (2023) looked at the reusability of Pseudomonas cepacia lipase (PCL)@UiO‐67(Zr) for improving enantioselectivity in the kinetic resolution of racemic 4‐chloro‐mandelic acid (4‐ClMA) on organic solvents. Several cycles of 4‐ClMA enantiomer decomposition were performed to analyze the reusability of PCL@UiO‐66 (Zr).…”

“…The catalytic reaction's conversion rate steadily decreased throughout the course of the five recycling cycles of PCL@UiO‐66(Zr), although the product's enantiomeric excess showed no change. A maximum of 50% residual activity was seen after five usage cycles (Zhong et al., 2023). As evidenced in the case of ZIF‐8@CALB, ZIF@CALB could be recovered using centrifugation at 800 r · min −1 before being reused in the subsequent cycle (Xu et al., 2023).…”