Discrimination between sialic acid linkage modes using sialyllactose-imprinted polymers

Mavliutova, Liliia; Aldeguer, Bruna Munoz; Wiklander, Jesper G.; Wierzbicka, Celina; Huynh, Chau Minh; Nicholls, Ian A.; Irgum, Knut; Sellergren, Börje

doi:10.1039/d1ra02274a

Cited by 12 publications

(14 citation statements)

References 44 publications

(53 reference statements)

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“…MIPs targeting other PTMs such as sulfated protein fragments [68] and glycopeptides (glyco-MIPs) have also been described [69,70]. The MIPs having affinity for sulfated protein fragments featured neutral binding sites for pY and was additionally shown to have affinity for sulfotyrosin and a sulfotyrosine-containing peptide [68].…”

Section: A Scarce Number Of Publications Describes Mip Enrichment Of ...mentioning

confidence: 99%

“…By sequential elution, the MIPs could be used to fractionate phosphorylated and sulfated peptides. Glyco‐MIPs have been applied for capture of glycopeptides in digests of the glycosylated model proteins Tf and fetuin [69] and for capture of both intact horseradish peroxidase (HRP) and alpha 2‐Heremans‐Schmid glycoprotein (AHSG) as well as for capture of glycopeptides in digests of HRP and ASHG [70]. The glyco‐MIPs targeting Tf and fetuin showed promising results with low affinity towards the non‐glycosylated albumin and high affinity towards Tf and fetuin [69].…”

Section: Mips In Determination Of Protein Modificationsmentioning

confidence: 99%

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The utility of molecularly imprinted polymers for mass spectrometric protein and proteomics analysis

Halvorsen

Reubsaet

2022

Proteomics

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Selective and efficient sample clean‐up is important in mass spectrometric protein‐ and proteomics analyses from biological matrices. Molecularly imprinted polymers (MIPs), polymers prepared to have tailor‐made cavities for capture of target analytes may by such represent an interesting alternative for selective clean‐up. The present review aims to give an overview of the utility of MIPs for protein capture from biological matrices prior to mass spectrometry (MS) analysis. The application of MIPs in depletion of abundant proteins, in protein and proteotypic peptide capture as well as in capture of post‐translational modifications (PTMs) is described and discussed. In addition, an overview of available MIP formats and their advantages and challenges is given, together with an overview of the mass spectrometric techniques used in protein analysis after MIP capture. Overall, the present literature demonstrates that for many applications MIPs for sample clean‐up in mass spectrometric protein and proteomics analysis from biological matrices is still not fully matured. MIPs for proteotypic peptide capture is the most mature approach and a method for routine use may be available within the next few years.

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Section: A Scarce Number Of Publications Describes Mip Enrichment Of ...mentioning

confidence: 99%

Section: Mips In Determination Of Protein Modificationsmentioning

confidence: 99%

The utility of molecularly imprinted polymers for mass spectrometric protein and proteomics analysis

Halvorsen

Reubsaet

2022

Proteomics

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“…Moreover, SA has been previously reported exhibiting anomalously high binding constants with common boronic acids in comparison to other monosaccharides in neutral pH. [37][38][39] The eATRP mechanism is introduced into the precipitation polymerization system, replacing the initiator used in traditional polymerization (such as AIBN) with an ATRP initiator system (forming alkyl halides and transition metal complexes). [40] Not only e-ATRPP has achieved the preparation of spherical nano-MIP particles, but reduced the catalyst dosage to ppm level using electric regulation.…”

Section: Preparation Of Mipmentioning

confidence: 99%

Molecularly Imprinted Nanoparticles Synthesized by Electrochemically Mediated Atom Transfer Radical Precipitation Polymerization

2022

Macro Chemistry & Physics

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Nanometer molecularly imprinted polymers (nano‐MIPs) spherical particles with specific recognition of sialic acid (SA) are synthesized by electrochemically mediated atomic transfer radical polymerization combined with the precipitation method. SA is used as template molecules,4‐vinylphenylboronicacid as functional monomer, and ethylene glycol dimethacrylate as the crosslinking agent. The successful synthesis of spherical nano‐MIPs is verified by Fourier transform infrared spectroscopy, scanning electron microscope, and Malvern particle size instruments. The effects of the potential adjustment on the morphology, size, and particle size distribution of MIP particles are further investigated. By adjusting the potential for polymerization, nanoparticles with average sizes of 160.32, 275.87, and 331.99 nm are obtained. The recognition performance of nano‐MIPs for SA is characterized by a UV–vis spectrophotometer and the satisfactory imprinting factor is 1.54.

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“…Being of non-biological origin, engineered MIPs are extremely robust, resist denaturing solvents, are stable at high temperatures, and can be reproduced at a low cost [11]. Indeed, MIPs have been successfully applied as artificial recognition elements in targeting glycans such as SA and glycosaminoglycans (GAGs) [10,[12][13][14][15][16]. We, and others, used monosaccharide SA as a template and developed core-shell SA-imprinted particles with a defined size, which can be further applied as imaging agents for cell surface glycans [17][18][19][20][21][22].…”

Section: Introductionmentioning

confidence: 99%

Fluorescent Molecularly Imprinted Polymer Layers against Sialic Acid on Silica-Coated Polystyrene Cores—Assessment of the Binding Behavior to Cancer Cells

Beyer

Kimani

Zhang

et al. 2022

Cancers

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Sialic acid (SA) is a monosaccharide usually linked to the terminus of glycan chains on the cell surface. It plays a crucial role in many biological processes, and hypersialylation is a common feature in cancer. Lectins are widely used to analyze the cell surface expression of SA. However, these protein molecules are usually expensive and easily denatured, which calls for the development of alternative glycan-specific receptors and cell imaging technologies. In this study, SA-imprinted fluorescent core-shell molecularly imprinted polymer particles (SA-MIPs) were employed to recognize SA on the cell surface of cancer cell lines. The SA-MIPs improved suspensibility and scattering properties compared with previously used core-shell SA-MIPs. Although SA-imprinting was performed using SA without preference for the α2,3- and α2,6-SA forms, we screened the cancer cell lines analyzed using the lectins Maackia Amurensis Lectin I (MAL I, α2,3-SA) and Sambucus Nigra Lectin (SNA, α2,6-SA). Our results show that the selected cancer cell lines in this study presented a varied binding behavior with the SA-MIPs. The binding pattern of the lectins was also demonstrated. Moreover, two different pentavalent SA conjugates were used to inhibit the binding of the SA-MIPs to breast, skin, and lung cancer cell lines, demonstrating the specificity of the SA-MIPs in both flow cytometry and confocal fluorescence microscopy. We concluded that the synthesized SA-MIPs might be a powerful future tool in the diagnostic analysis of various cancer cells.

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Discrimination between sialic acid linkage modes using sialyllactose-imprinted polymers

Abstract: 2,6′- and 2,3′-sialyllactose imprinted polymers (MIPs) capable of discriminating between two modes of sialic acid linkages in glycans are reported.

Cited by 12 publications

References 44 publications

The utility of molecularly imprinted polymers for mass spectrometric protein and proteomics analysis

The utility of molecularly imprinted polymers for mass spectrometric protein and proteomics analysis

Molecularly Imprinted Nanoparticles Synthesized by Electrochemically Mediated Atom Transfer Radical Precipitation Polymerization

Fluorescent Molecularly Imprinted Polymer Layers against Sialic Acid on Silica-Coated Polystyrene Cores—Assessment of the Binding Behavior to Cancer Cells

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