Synthesis and Characterization of Boronate Affinity Three-Dimensionally Ordered Macroporous Materials

Overview

Journal Polymers (Basel)

Publisher MDPI

Date 2024 Jun 19

PMID 38891485

Authors

Zhipeng Li

Luxia Zhang

Xiangyu Han

Qinchen An

Mengying Chen

Zichang Song

Linyi Dong

Xianhua Wang

Yang Yu

Affiliations

Soon will be listed here.

Abstract

Sample pretreatment is a key step for qualitative and quantitative analysis of trace substances in complex samples. Cis-dihydroxyl (cis-diol) group-containing substances exist widely in biological samples and can be selectively bound by boronate affinity adsorbents. Based on this, in this article, we proposed a simple method for the preparation of novel spherical three-dimensionally ordered macropore (3DOM) materials based on a combination of the boronate affinity technique and colloidal crystal template method. The prepared 3DOM materials were characterized using Fourier transform-infrared spectroscopy, scanning electron microscopy, X-ray photoelectron spectroscopy, and thermo-gravimetric analysis, and results showed that they possessed the characteristics of a high specific surface area, high porosity, and more boronic acid recognition sites. The adsorption performance evaluation results showed that the maximum adsorption capacity of the boron affinity 3DOMs on ovalbumin (OVA) could reach to 438.79 mg/g. Kinetic and isothermal adsorption experiments indicated that the boronate affinity 3DOM material exhibited a high affinity and selectivity towards OVA and adenosine. Sodium dodecyl sulfate-polyacrylamide gel electrophoresis analysis of the proteins in egg whites was conducted and proved that the glycoprotein in the egg whites could be separated and enriched with a good performance. Therefore, a novel boronate affinity 3DOM material a with highly ordered and interconnected pore structure was prepared and could be applied in the separation and enrichment of molecules with cis-diol groups from complex samples with a good selectivity, efficiency, and high throughput.

References

Ren L, Liu Z, Dong M, Ye M, Zou H . Synthesis and characterization of a new boronate affinity monolithic capillary for specific capture of cis-diol-containing compounds. J Chromatogr A. 2009; 1216(23):4768-74. DOI: 10.1016/j.chroma.2009.04.036. View

Schedl A, Howell I, Watkins J, Schmidt H . Gradient Photonic Materials Based on One-Dimensional Polymer Photonic Crystals. Macromol Rapid Commun. 2020; 41(8):e2000069. DOI: 10.1002/marc.202000069. View

Hoang Thi T, Cao V, Nguyen T, Hoang D, Ngo V, Nguyen D . Functionalized mesoporous silica nanoparticles and biomedical applications. Mater Sci Eng C Mater Biol Appl. 2019; 99:631-656. DOI: 10.1016/j.msec.2019.01.129. View

Gunasekara R, Zhao Y . A General Method for Selective Recognition of Monosaccharides and Oligosaccharides in Water. J Am Chem Soc. 2016; 139(2):829-835. PMC: 5243169. DOI: 10.1021/jacs.6b10773. View

El-Safty S . Synthesis, characterization and catalytic activity of highly ordered hexagonal and cubic composite monoliths. J Colloid Interface Sci. 2008; 319(2):477-88. DOI: 10.1016/j.jcis.2007.12.010. View

Chen M, Lu Y, Ma Q, Guo L, Feng Y . Boronate affinity monolith for highly selective enrichment of glycopeptides and glycoproteins. Analyst. 2009; 134(10):2158-64. DOI: 10.1039/b909581k. View

Li D, Chen Y, Liu Z . Boronate affinity materials for separation and molecular recognition: structure, properties and applications. Chem Soc Rev. 2015; 44(22):8097-123. DOI: 10.1039/c5cs00013k. View

Hua C, Chen K, Guo X . Boronic acid-functionalized spherical polymer brushes for efficient and selective enrichment of glycoproteins. J Mater Chem B. 2021; 9(36):7557-7565. DOI: 10.1039/d1tb00835h. View

Li Z, Barnes J, Bosoy A, Stoddart J, Zink J . Mesoporous silica nanoparticles in biomedical applications. Chem Soc Rev. 2012; 41(7):2590-605. DOI: 10.1039/c1cs15246g. View

10.

Xue X, Lu R, Liu M, Li Y, Li J, Wang L . A facile and general approach for the preparation of boronic acid-functionalized magnetic nanoparticles for the selective enrichment of glycoproteins. Analyst. 2018; 144(2):641-648. DOI: 10.1039/c8an01704b. View

11.

Yao J, Wang J, Sun N, Deng C . One-step functionalization of magnetic nanoparticles with 4-mercaptophenylboronic acid for a highly efficient analysis of N-glycopeptides. Nanoscale. 2017; 9(41):16024-16029. DOI: 10.1039/c7nr04206j. View

12.

Li D, Li Y, Li X, Bie Z, Pan X, Zhang Q . A high boronate avidity monolithic capillary for the selective enrichment of trace glycoproteins. J Chromatogr A. 2015; 1384:88-96. DOI: 10.1016/j.chroma.2015.01.050. View

13.

Wang M, Ye F, Wang H, Admassu H, Feng Y, Hua X . Phenylboronic Acid Functionalized Adsorbents for Selective and Reversible Adsorption of Lactulose from Syrup Mixtures. J Agric Food Chem. 2018; 66(35):9269-9281. DOI: 10.1021/acs.jafc.8b02152. View

14.

Fu J, Xin Q, Wu X, Chen Z, Yan Y, Liu S . Selective adsorption and separation of organic dyes from aqueous solution on polydopamine microspheres. J Colloid Interface Sci. 2015; 461:292-304. DOI: 10.1016/j.jcis.2015.09.017. View

15.

Sadakane M, Sasaki K, Nakamura H, Yamamoto T, Ninomiya W, Ueda W . Important property of polymer spheres for the preparation of three-dimensionally ordered macroporous (3DOM) metal oxides by the ethylene glycol method: the glass-transition temperature. Langmuir. 2012; 28(51):17766-70. DOI: 10.1021/la303921u. View

16.

Ren X, Wang H, Li S, He X, Li W, Zhang Y . Preparation of glycan-oriented imprinted polymer coating Gd-doped silicon nanoparticles for targeting cancer Tn antigens and dual-modal cell imaging via boronate-affinity surface imprinting. Talanta. 2020; 223(Pt 1):121706. DOI: 10.1016/j.talanta.2020.121706. View

17.

Guo C, Liu Y, Li Y . Adverse effects of amorphous silica nanoparticles: Focus on human cardiovascular health. J Hazard Mater. 2020; 406:124626. DOI: 10.1016/j.jhazmat.2020.124626. View

18.

Sun X, Ma R, Chen J, Shi Y . Synthesis of magnetic molecularly imprinted nanoparticles with multiple recognition sites for the simultaneous and selective capture of two glycoproteins. J Mater Chem B. 2020; 6(4):688-696. DOI: 10.1039/c7tb03001k. View

19.

Zhang X, Li L, Wen S, Luo H, Yang C . Design and synthesis of multistructured three-dimensionally ordered macroporous composite bismuth oxide/zirconia: Photocatalytic degradation and hydrogen production. J Colloid Interface Sci. 2017; 499:159-169. DOI: 10.1016/j.jcis.2017.03.100. View

20.

Ji X, Li Q, Yu H, Hu X, Luo Y, Li B . Three-dimensional ordered macroporous ZIF-8 nanoparticle-derived nitrogen-doped hierarchical porous carbons for high-performance lithium-sulfur batteries. RSC Adv. 2022; 10(69):41983-41992. PMC: 9057854. DOI: 10.1039/d0ra07114e. View