Alkaline Modification of a Metal–Enzyme–Surfactant Nanocomposite to Enhance the Production of L-α-glycerylphosphorylcholine

Hui Li,Kequan Chen,Yan Ni,Pingkai Ouyang,Ganlu Li,Yuanyuan Lu,Xin Wang,Xun Cao,Qiuhao Lu,Weimin Tan

doi:10.3390/catal9030237

Hui Li, Kequan Chen + Show 8 more

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https://doi.org/10.3390/catal9030237

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Abstract

Microenvironment modification within nanoconfinement can maximize the catalytic activity of enzymes. Phospholipase A1 (PLA1) has been used as the biocatalyst to produce high value L-α-glycerylphosphorylcholine (L-α-GPC) through hydrolysis of phosphatidylcholine (PC). We successfully developed a simple co-precipitation method to encapsulate PLA1 in a metal–surfactant nanocomposite (MSNC), then modified it using alkalescent 2-Methylimidazole (2-Melm) to promote catalytic efficiency in biphasic systems. The generated 2-Melm@PLA1/MSNC showed higher catalytic activity than PLA1/MSNC and free PLA1. Scanning electron microscopy and transmission electron microscopy showed a typical spherical structure of 2-Melm@PLA1/MSNC at about 50 nm, which was smaller than that of 2-Melm@MSNC. Energy disperse spectroscopy, N2 adsorption isotherms, Fourier transform infrared spectrum, and high-resolution X-ray photoelectron spectroscopy proved that 2-Melm successfully modified PLA1/MSNC. The generated 2-Melm@PLA1/MSNC showed a high catalytic rate per unit enzyme mass of 1.58 μmol mg-1 min-1 for the formation of L-α-GPC. The 2-Melm@PLA1/MSNC also showed high thermal stability, pH stability, and reusability in a water–hexane biphasic system. The integration of alkaline and amphiphilic properties of a nanocomposite encapsulating PLA1 resulted in highly efficient sequenced reactions of acyl migration and enzymatic hydrolysis at the interface of a biphasic system, which cannot be achieved by free enzyme.

Highlights

L-α-glycerylphosphorylcholine (L-α-GPC) is an important derivative of phosphatidylcholine (PC) and a promising candidate to treat Alzheimer’s disease [1,2]
If biphasic enzymatic can be achieved with achieved with PCthe solubilized in the organic phase and the enzyme catalysis connected with a neighboring solubilized in the organic phase and the enzyme connected with a neighboring alkaline alkaline microenvironment
(v/v) organic solvents was investigated in the production of L-α-GPC

Summary

Introduction

L-α-glycerylphosphorylcholine (L-α-GPC) is an important derivative of phosphatidylcholine (PC) and a promising candidate to treat Alzheimer’s disease [1,2]. The slow 30 h reaction time for the preparation of L-α-GPC via phospholipase A1 (PLA1 )-catalyzed hydrolysis of PC in n-hexane–water biphasic mediais not suitable for industrial applications [4]. REVIEW of the acyl sn-2 position to the sn-1 position result in low productivity of L-α-GPC, limiting the application of PLA1 in industry [6]. Alkaline pH environment environment can the acyl migration hydrolysis. It would be can benefit both thetoacyl migration and hydrolysis process [7]. It wouldcatalysis be a promising a promising route increase the productivity of L-α-GPC if biphasic enzymatic can be route to increase productivity of L-α-GPC if biphasic enzymatic can be achieved with achieved with PCthe solubilized in the organic phase and the enzyme catalysis connected with a neighboring

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