A high boronate avidity monolithic capillary for the selective enrichment of trace glycoproteins

Li, Daojin; Li, Yang; Li, Xinglin; Bie, Zijun; Pan, Xianghua; Zhang, Qian; Liu, Zhen

doi:10.1016/j.chroma.2015.01.050

Cited by 72 publications

(31 citation statements)

References 61 publications

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“…Recently, numerous boronate affinity materials based on Wulff‐type boronic acids or a new strategy “teamed boronate affinity” have been reported to capture cis ‐diol containing molecules at lower pH . Moreover, a kind of boronic acid named 2,4‐difluoro‐3‐formylphenyl‐boronic acid with high affinity at lower pH has been reported . Considering the steric interference on reaction with amino groups of PEI and enrichment of 1,2‐ cis ‐diol compounds caused by fluorinated substituents, we chose simple boronate ligands.…”

Section: Resultsmentioning

confidence: 99%

Facile synthesis of Fe₃ O₄ @polyethyleneimine modified with 4-formylphenylboronic acid for the highly selective extraction of major catecholamines from human urine

Qian

Shi

et al. 2015

J. Sep. Science

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The levels of catecholamines, especially dopamine, epinephrine and norepinephrine in urine and plasma have been used to assist the diagnosis and treatment of psychosis. Due to their low endogenous concentrations, the determination of the three major catecholamines is very difficult. Boronate adsorbents are often employed to extract these cis-diol compounds from complex matrices. In this work, a novel type of magnetic nanoparticles modified with 4-formylphenylboronic named Fe3O4@PEI-FPBA was synthesized by a facile two-step approach. The abundant amino groups of polyethyleneimine provided the rich binding sites for boronate ligands. Herein, the adsorption capacity of Fe3O4@PEI-FPBA is greatly improved with a value of 3.45 mg/g towards epinephrine, which is much larger than that of analogous material without polyethyleneimine. The magnetic nanoparticles also exhibited high magnetization (72.25 emu/g) and specific selectivity towards the catecholamines. Finally, a liquid chromatography tandem mass spectrometry method based on Fe3O4@PEI-FPBA nanoparticles was successfully used to determine the three catecholamines from human urine samples. The linearity, limit of quantitation, recovery and precision of the method were satisfactory. Based on the method, it is found that the levels of dopamine, epinephrine and norepinephrine in depressive patients are higher than those in healthy controls.

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Section: Resultsmentioning

confidence: 99%

Facile synthesis of Fe₃ O₄ @polyethyleneimine modified with 4-formylphenylboronic acid for the highly selective extraction of major catecholamines from human urine

Qian

Shi

et al. 2015

J. Sep. Science

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“…These monoliths exhibited various binding properties including binding pH, binding capacity, binding selectivity and binding affinity. For example, branched PEI was modified onto a poly(GMA‐ co ‐MBAA) monolith, further immobilizing 2,4‐difluoro‐3‐formyl‐phenylboronic acid to fabricate a high affinity monolith with binding constants of 10 −6 ‐10 −7 M and low binding pH (≥6.5) . Bifunctional PEI could not only increase the number of boronic acid ligands, but also assist synergistic multivalent binding toward glycoproteins, as shown in Figure A.…”

Section: Application Of Monolithic Materials For Enrichment and Fractmentioning

confidence: 99%

Section: Application Of Monolithic Materials For Enrichment and Fractmentioning

confidence: 99%

Challenges and Advances in the Fabrication of Monolithic Bioseparation Materials and their Applications in Proteomics Research

Wang

et al. 2019

Advanced Materials

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High‐performance liquid chromatography integrated with tandem mass spectrometry (HPLC–MS/MS) has become a powerful technique for proteomics research. Its performance heavily depends on the separation efficiency of HPLC, which in turn depends on the chromatographic material. As the “heart” of the HPLC system, the chromatographic material is required to achieve excellent column efficiency and fast analysis. Monolithic materials, fabricated as continuous supports with interconnected skeletal structure and flow‐through pores, are regarded as an alternative to particle‐packed columns. Such materials are featured with easy preparation, fast mass transfer, high porosity, low back pressure, and miniaturization, and are next‐generation separation materials for high‐throughput proteins and peptides analysis. Herein, the recent progress regarding the fabrication of various monolithic materials is reviewed. Special emphasis is placed on studies of the fabrication of monolithic capillary columns and their applications in separation of biomolecules by capillary liquid chromatography (cLC). The applications of monolithic materials in the digestion, enrichment, and separation of phosphopeptides and glycopeptides from biological samples are also considered. Finally, advances in comprehensive 2D HPLC separations using monolithic columns are also shown.

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“…There are several formats that can be adopted by supporting materials which is mainly reliant on different applications. Some of these formats including mesoporous materials [30], nanoparticles [31,32], monoliths [33][34][35][36][37] and molecularly implemented polymers [38,39]. There has been rapid development of the boronate affinity monolithic columns which can be significantly attributed to the merit of both the boronate affinity and monolithic columns.…”

Section: Introductionmentioning

confidence: 99%

Organic Boronate Affinity Sorbent for Capture of cis-Diol Containing Compounds Eman Alzahrani

Alzahrani

2019

Asian J. Chem.

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Boronate affinity chromatography (BAC) is argued to be a critical tool in specific capture and separation of cis-diol containing compounds. In present study, organic boronate affinity monolith poly(3-acrylamido phenylboronic acid-co-ethylene dimethacrylate) (AAPBA-co-EDMA) is prepared through one-step in situ polymerization procedure within a micropipette through the application of a pre-polymerization mixture which contains functional monomer (3-acrylamido phenylboronic acid), cross-linker (ethylene dimethacrylate), porogenic solvent (methanol with poly ethylene glycol) and initiator (2,2-dimethoxy-2-phenyl-acetophenone). Following the optimization of time exposure to UV lamp with 365 nm, the macroporous organic boronate monolith was selected. Several approaches including SEM and BET analysis, FT-IR spectroscopy and measuring contact angle were applied in the characterization of the morphology of the monolith. Several cis-diol compounds that include catechol and galactose are applied in the assessment of the boronate affinity of the organic monolithic material. Additionally, the capture of glucose from urine sample is also conducted. The basic principle of the approach is that boronic acid forms covalent bond with cis-diols in basic solutions whereas the ester bonds are dissociated under acidic media. By using the study results, monolith demonstrate good selectivity towards cis-diol containing compounds. Due to the hydrophilic property of monolith, the affinity chromatography monolith can be performed for several cis-diol compounds including glycoproteins and nucleosides. Also, fabrication of the organic boronate monolithic in microfluidic equipment is essential in facilitating the extraction of boronate affinity using small-volume samples.

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A high boronate avidity monolithic capillary for the selective enrichment of trace glycoproteins

Cited by 72 publications

References 61 publications

Facile synthesis of Fe₃ O₄ @polyethyleneimine modified with 4-formylphenylboronic acid for the highly selective extraction of major catecholamines from human urine

Facile synthesis of Fe₃ O₄ @polyethyleneimine modified with 4-formylphenylboronic acid for the highly selective extraction of major catecholamines from human urine

Challenges and Advances in the Fabrication of Monolithic Bioseparation Materials and their Applications in Proteomics Research

Organic Boronate Affinity Sorbent for Capture of cis-Diol Containing Compounds Eman Alzahrani

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A high boronate avidity monolithic capillary for the selective enrichment of trace glycoproteins

Cited by 72 publications

References 61 publications

Facile synthesis of Fe3 O4 @polyethyleneimine modified with 4-formylphenylboronic acid for the highly selective extraction of major catecholamines from human urine

Facile synthesis of Fe3 O4 @polyethyleneimine modified with 4-formylphenylboronic acid for the highly selective extraction of major catecholamines from human urine

Challenges and Advances in the Fabrication of Monolithic Bioseparation Materials and their Applications in Proteomics Research

Organic Boronate Affinity Sorbent for Capture of cis-Diol Containing Compounds Eman Alzahrani

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Facile synthesis of Fe₃ O₄ @polyethyleneimine modified with 4-formylphenylboronic acid for the highly selective extraction of major catecholamines from human urine

Facile synthesis of Fe₃ O₄ @polyethyleneimine modified with 4-formylphenylboronic acid for the highly selective extraction of major catecholamines from human urine