Boronate affinity-based surface molecularly imprinted polymers using glucose as fragment template for excellent recognition of glucosides.
Rapid and efficient extraction of bioactive glycosides from complex natural origins poses a difficult challenge, and then is often inherent bottleneck for their highly utilization. Herein, we propose a strategy to fabricate boronate affinity based surface molecularly imprinted polymers (MIPs) for excellent recognition of glucosides. d-glucose was used as fragment template. Boronic acid, dynamic covalent binding with d-glucose under different pH conditions, was selected as functional monomer to improve specificity. Fe3O4solid core for surface imprinting using tetraethyl orthosilicate (TEOS) as crosslinker could control imprinted shell thickness for favorable adsorption capacity and satisfactory mass transfer rate, improve hydrophilicity, separate easily by a magnet. Model adsorption studies showed that the resulting MIPs show specific recognition of glucosides. The equilibrium data fitted well to Langmuir equation and the adsorption process could be described by pseudo-second order model. Furthermore, the MIPs were successfully applied for selective extraction of three flavonoid glucosides (daidzin, glycitin, and genistin) from soybean. Results indicated that selective extraction of glucosides from complex aqueous media based on the prepared MIPs is simple, rapid, efficient and specific. Moreover, this method opens up a universal route for imprinting saccharide with cis-diol group for glycosides recognition.
Key Laboratory of Hunan Forest Products and Chemical Industry Engineering, Jishou University, Zhangjiajie 427000, PR China; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, PR China.
Mijun
M
Peng
School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, PR China.
Haiyan
H
Xiang
College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, PR China.
Xin
X
Hu
College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, PR China. Electronic address: shuyshi@gmail.com.
Shuyun
S
Shi
College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, PR China.
Xiaoqing
X
Chen
D000345:Affinity Labels; D000465:Algorithms; D001897:Boronic Acids / Q000737:chemistry*; D005290:Ferric Compounds / Q000737:chemistry; D005947:Glucose / Q000737:chemistry*; D005960:Glucosides / Q000032:analysis*; D006863:Hydrogen-Ion Concentration; D007202:Indicators and Reagents; D054802:Molecular Imprinting; D011108:Polymers / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry; D052616:Solid Phase Extraction; D013025:Glycine max / Q000737:chemistry; D013499:Surface Properties; D013816:Thermodynamics
D000345:Affinity Labels; D001897:Boronic Acids; D005290:Ferric Compounds; D005960:Glucosides; D007202:Indicators and Reagents; D011108:Polymers; D012821:Silanes; C000499:ferric oxide; C040733:tetraethoxysilane; D005947:Glucose
Boronic acid; Glucoside; Segment template; Selective extraction; Surface molecularly imprinted polymers