Phenylboronic acid functionalized C3N4 facultative hydrophilic materials for enhanced enrichment of glycopeptides

Yong, Zhang; Jing, Hongyu; Wen, Tao; Wang, Yao; Zhao, Yang; Wang, Xiangke; Qian, Xiaohong; Ying, Wantao

doi:10.1016/j.talanta.2018.09.016

Cited by 39 publications

(28 citation statements)

References 32 publications

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“…Without an enrichment step, many N/O-glycopeptides at medium and low abundances could not be identified because of the signal inhibition from the non-glycopeptide matrix. Thus, the number of intact glycopeptides identified was limited ( 40 , 41 ). Therefore, we integrated intact glycopeptides before and after enrichment into an analytical strategy to achieve a sequential analysis of the intact N/O-glycopeptides of gp120.…”

Section: Resultsmentioning

confidence: 99%

Sequential Analysis of the N/O-Glycosylation of Heavily Glycosylated HIV-1 gp120 Using EThcD-sceHCD-MS/MS

et al. 2021

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Deciphering the glycosylation of the viral envelope (Env) glycoprotein is critical for evaluating viral escape from the host’s immune response and developing vaccines and antiviral drugs. However, it is still challenging to precisely decode the site-specific glycosylation characteristics of the highly glycosylated Env proteins, although glycoproteomics have made significant advances in mass spectrometry techniques and data analysis tools. Here, we present a hybrid dissociation technique, EThcD-sceHCD, by combining electron transfer/higher-energy collisional dissociation (EThcD) and stepped collision energy/higher-energy collisional dissociation (sceHCD) into a sequential glycoproteomic workflow. Following this scheme, we characterized site-specific N/O-glycosylation of the human immunodeficiency virus type 1 (HIV-1) Env protein gp120. The EThcD-sceHCD method increased the number of identified glycopeptides when compared with EThcD, while producing more comprehensive fragment ions than sceHCD for site-specific glycosylation analysis, especially for accurate O-glycosite assignment. Finally, eighteen N-glycosites and five O-glycosites with attached glycans were assigned unambiguously from heavily glycosylated gp120. These results indicate that our workflow can achieve improved performance for analysis of the N/O-glycosylation of a highly glycosylated protein containing numerous potential glycosites in one process. Knowledge of the glycosylation landscape of the Env glycoprotein will be useful for understanding of HIV-1 infection and development of vaccines and drugs.

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Section: Resultsmentioning

confidence: 99%

Sequential Analysis of the N/O-Glycosylation of Heavily Glycosylated HIV-1 gp120 Using EThcD-sceHCD-MS/MS

et al. 2021

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“…Indeed, glycans contain cis 1,2 and 1,3 diols that can conjugate with boronic acid, enabling a selective but reversible covalent glycopeptide enrichment platform ( 342 ). Boronic acid–based methods have shown potential as an unbiased large-scale glycoproteomic enrichment strategy ( 343 , 344 , 345 , 346 , 347 , 348 ), but glycan–boronic acid interactions are relatively weak. This presents a disadvantage for enriching many low-abundance glycopeptides that may be outcompeted during the enrichment process.…”

Section: Chemical Coupling Strategiesmentioning

confidence: 99%

A Pragmatic Guide to Enrichment Strategies for Mass Spectrometry–Based Glycoproteomics

Riley

Bertozzi

Pitteri

2021

Molecular & Cellular Proteomics

156

158

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Glycosylation is a prevalent, yet heterogeneous modification with a broad range of implications in molecular biology. This heterogeneity precludes enrichment strategies that can be universally beneficial for all glycan classes. Thus, choice of enrichment strategy has profound implications on experimental outcomes. Here we review common enrichment strategies used in modern mass spectrometry (MS)-based glycoproteomic experiments, including lectins and other affinity chromatographies, hydrophilic interaction chromatography (HILIC) and its derivatives, porous graphitic carbon (PGC), reversible and irreversible chemical coupling strategies, and chemical biology tools that often leverage bioorthogonal handles. Interest in glycoproteomics continues to surge as MS instrumentation and software improve, so this review aims to help equip researchers with necessary information to choose appropriate enrichment strategies that best complement these efforts.

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“…[6] In recent years, with the development of adsorption materials, the adsorption method has been regarded as a high efficiency separation method. [7] The adsorption materials commonly used in current research involve MOFs, [8] silica-based materials, [9,10] carbon-based materials, [11,12] magnetic composite [13][14][15] and macroporous adsorption resin (MAR), COFs, [16,17] molecularly imprinted polymers (MIPs), [18][19][20][21][22][23][24] and other organic polymers. [25][26][27][28][29] Organic polymer adsorbents have become universal adsorbent materials with varieties of attractive merits, for example adjustable monomer components, relatively low-cost, structure diversity, and facile functionalization.…”

Section: Doi: 101002/macp202100145mentioning

confidence: 99%

Preparation of P(EGDMA‐co‐VPBA) Adsorbent and Its Application in the Separation of Steviol Glycosides

Chen

Wang

et al. 2021

Macro Chemistry & Physics

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The poly (ethylene glycol dimethacrylate-co-vinylphenylboronic acid) P(EGDMA-co-VPBA) adsorbents are prepared via reversible addition-fragmentation chain transfer (RAFT) precipitation polymerization with 4-vinylphenylboronic acid (VPBA) as the functional monomer, and used for selective adsorption of steviol glycosides (SGs). The boron content and pore structure of the P(EGDMA-co-VPBA) adsorbent are adjusted by changing the polymerization conditions. The adsorption results show that the pore structure of the P(EGDMA-co-VPBA) affects the adsorption capacity to SGs, the presence of boric acid functional groups shows favorable adsorption selectivity for stevioside (STV), and the adsorption selectivity is proportional to the content of boric acid in P(EGDMA-co-VPBA) adsorbents. The adsorption performance of P(EGDMA-co-VPBA) toward SGs is the best when the ratio of monomer to cross-linker is 1:50 and the solvent is acetonitrile. In the SG solution (6.0 mg mL −1 , C STV /C RA = 1:1), the adsorption capacities and adsorption selectivity ( STV/RA ) of P(EGDMA-co-VPBA) to SGs are 113.20 mg g -1 and 4.99, respectively. The adsorption kinetics and isotherm data obey pseudo-second-order kinetic model and Langmuir isotherm model, respectively. The boric acid copolymers with VPBA as the monomer prepared by the one-step method can become a promising material for efficient separation and purification of SGs.

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Phenylboronic acid functionalized C3N4 facultative hydrophilic materials for enhanced enrichment of glycopeptides

Cited by 39 publications

References 32 publications

Sequential Analysis of the N/O-Glycosylation of Heavily Glycosylated HIV-1 gp120 Using EThcD-sceHCD-MS/MS

Sequential Analysis of the N/O-Glycosylation of Heavily Glycosylated HIV-1 gp120 Using EThcD-sceHCD-MS/MS

A Pragmatic Guide to Enrichment Strategies for Mass Spectrometry–Based Glycoproteomics

Preparation of P(EGDMA‐co‐VPBA) Adsorbent and Its Application in the Separation of Steviol Glycosides

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