手性 4-氯扁桃酸对映异构体在有机溶剂中用脂肪酶@UiO-67（Zr）锆基金属有机骨架高效拆分。
Efficient resolution of 4-chlormandelic acid enantiomers using lipase@UiO-67(Zr) zirconium-organic frameworks in organic solvent.
机构信息
Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang, Hunan, China.
出版信息
Chirality. 2023 May;35(5):323-333. doi: 10.1002/chir.23542. Epub 2023 Feb 5.
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, N 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 ee could reach up to 47.6% and 98.7%, respectively.
一种新型的生物催化剂 PCL@UiO-67（Zr）通过将脂肪酶固定在金属有机骨架（MOFs）材料上成功合成。与游离脂肪酶相比，锆基金属有机骨架材料 UiO-67（Zr）修饰固定化脂肪酶假单胞菌脂肪酶（PCL）极大地提高了它们在有机溶剂中对消旋 4-氯扁桃酸（4-ClMA）动力学拆分的对映选择性。获得的生物复合材料 PCL@UiO-67（Zr）通过粉末 X 射线衍射（PXRD）、傅里叶变换红外（FT-IR）光谱、N 吸附-解吸等温线和孔径分布图以及扫描电子显微镜（SEM）进行了全面表征。深入探讨了 PCL@UiO-67（Zr）的催化性能，如温度、反应时间和脂肪酶用量。实验结果表明，拆分消旋 4-ClMA 的最佳条件为（R，S）-4-氯扁桃酸 20mmol/L、醋酸乙烯酯 120mmol/L、固定化脂肪酶 PCL@UiO-67（Zr）30mg、MTBE2mL、500rpm、反应温度 55°C 18h。在这些最佳条件下，c 和 ee 分别可达 47.6%和 98.7%。
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