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

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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.

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Zhong, L. J., Jiang, B., & Tang, K. (2023). Efficient resolution of 4-chlormandelic acid enantiomers using lipase@UiO-67(Zr) zirconium–organic frameworks in organic solvent. Chirality, 35(5), 323–333. https://doi.org/10.1002/chir.23542

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