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Preparation of Chitosan Molecularly Imprinted Polymers and the Recognition Mechanism for Adsorption of Alpha-Lipoic Acid

by Long Xu 1,2, Ze-Xin Zhao 3, Yun-An Huang 4 and Qiu-Jin Zhu 1,5,*
1
School of Liquor and Food Engineering, Guizhou University, Guiyang 550025, China
2
School of Food Science and Engineering, South China University of Technology, Guangzhou 510640, China
3
School of Bioscience and Bioengineering, South China University of Technology, Guangzhou 510006, China
4
Department of Food Engineering, Guizhou Vocational College of Foodstuff Engineering, Guiyang 551400, China
5
Key Laboratory of Agricultural and Animal Products Store and Processing of Guizhou Province, Guiyang 550025, China
*
Author to whom correspondence should be addressed.
Molecules 2020, 25(2), 312; https://doi.org/10.3390/molecules25020312
Received: 18 December 2019 / Revised: 4 January 2020 / Accepted: 10 January 2020 / Published: 13 January 2020
Two effective molecularly imprinted polymers for the adsorption of alpha-lipoic acid (ALA) were synthesized by the cross-linking of chitosan with epichlorohydrin (ECH) and glutaraldehyde (GLU), respectively, in the presence of ALA as template molecules. Investigations on the molar ratios of ALA and chitosan (–NH2) in the preparation of chitosan molecularly imprinted polymers (MIPs) were carried out with a factor of ALA rebinding capabilities. The surface morphology and chemical properties of the polymers were characterized. The optimized MIPs crosslinked by ECH (MIPs–ECH) and MIPs crosslinked by GLU (MIPs–GLU) had adsorption capabilities of 12.09 mg/g and 19.72 mg/g for ALA, respectively. The adsorption behaviors of two kinds of chitosan MIPs including adsorption kinetics and isotherms were investigated in detail. Adsorption and kinetic binding experiments showed that the prepared MIPs–ECH and MIPs–GLU had selective adsorption and excellent affinity for ALA. In addition, the possible binding models between ALA and chitosan oligosaccharide were predicted by molecular dynamics simulation. View Full-Text
Keywords: alpha-lipoic acid; chitosan; molecular dynamics; molecularly imprinted polymers; molecular dynamics alpha-lipoic acid; chitosan; molecular dynamics; molecularly imprinted polymers; molecular dynamics
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Xu, L.; Zhao, Z.-X.; Huang, Y.-A.; Zhu, Q.-J. Preparation of Chitosan Molecularly Imprinted Polymers and the Recognition Mechanism for Adsorption of Alpha-Lipoic Acid. Molecules 2020, 25, 312.

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