Multivalency as a chemical organization and action principle

Haag, Rainer

doi:10.3762/bjoc.11.94

Cited by 22 publications

(12 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…STR has a number of advantages as a tool for orienting proteins, since its symmetrical tetravalency offers many possibilities for surface tethering, protein tethering, and molecular orientation . Owing to its multivalency, strong and reversible chemical interactions between two surfaces is established, and plays an important role in the self‐organization of matter .…”

Section: Resultsmentioning

confidence: 99%

Glycated Albumin Measurement Using an Electrochemical Aptasensor for Screening and Monitoring of Diabetes Mellitus

et al. 2019

View full text Add to dashboard Cite

Glycated albumin (GHSA) is a medium‐term glycaemic control marker of diabetes, which can be used as an alternative to or together with glycated haemoglobin (HbA1c). Currently available methods for the measurement of GHSA are limited in clinical practice because they involve slow and cumbersome processes of sample preparation, proteolytic digestion, and thermal incubation, and they suffer from limited analytical performance, and/or a lack of normalization to total albumin (HSA) levels. In this paper, we developed a simple electrochemical biosensor to measure GHSA values based on two DNA aptamers that specifically bind to GHSA and HSA. We used square wave voltammetry (SWV) to measure binding of the target proteins to their specific biotinylated aptamers, which had been immobilised on separate streptavidin (STR)‐modified screen‐printed carbon electrodes (SPCEs), in the presence of the redox mediator ferricyanide (Fe(CN)63−). This electrochemical aptasensing system had a detection limit of 3 ng/ml for GHSA and 0.2 μg/ml for HSA. The results exhibited high selectivity for GHSA over other molecules present in the blood. The developed sensor was able to measure the amount of GHSA in plasma samples. A statistically significant difference was observed in the elevated plasma GHSA levels in diabetic versus non‐diabetic patients. Moreover, the trends in these GHSA levels were consistent with those obtained using the HbA1c test. The sensing system reported herein could be applied as a point‐of‐care‐testing (POCT) device for measurements of clinically relevant GHSA values.

show abstract

Section: Resultsmentioning

confidence: 99%

Glycated Albumin Measurement Using an Electrochemical Aptasensor for Screening and Monitoring of Diabetes Mellitus

et al. 2019

View full text Add to dashboard Cite

show abstract

“…In recent years, supramolecular chemistry concepts have been extended to molecular recognition directed at surfaces, − allowing access to sophisticated and ingenuous tailor-made design of novel selective receptors and/or adsorbents from molecular/nanoscale material to bulk scale technologies via bottom-up and top-down approaches. − Thus, deliberate surface functionalization provides an exciting route to engineer supramolecular solid materials with distinctive adsorption performance, − leading to novel possibilities in diverse fields related to molecular and/or metallic sensing, selective adsorption process, and/or separation of a complex mixture of molecules, such as multistep adsorption processes owing to a tunable surface in each adsorption step via layer-by-layer formation , as well as enantiomeric mixed separation based on supramolecular recognition modes. , This alternative provides the following additional advantages over traditional adsorbents: (a) Such surfaces can be tuned to discriminate molecular and/or metallic adsorption components, and as a consequence, the possibility of incorporating either acidic or basic sites on the surface. − (b) It is possible to achieve high adsorption capacity even with a lack of intrinsic porosity, simply directed by supramolecular surface recognition. − (c) This alternative provides interesting chemical groups that are able to drive a selective adsorption process via complementary classical hierarchical supramolecular synthons between the substrate–adsorbate, which may be controlled by a careful choice of the interaction strength and the combination of multiple interactions (multivalency) into a single material. In these surfaces, the adsorption capacity is favored by cooperative effects, leading to a greater affinity of the adsorbate on the interface. − …”

Section: Introductionmentioning

confidence: 99%

Insights into Selective Removal by Dye Adsorption on Hydrophobic vs Multivalent Hydrophilic Functionalized MWCNTs

Arévalo-Fester

Briceño

2023

ACS Omega

View full text Add to dashboard Cite

Hydrophilic functionalized carbon nanotubes (MWCNT-COOH) were developed via hydrothermal glucosecoated carbonization, mixing MWCNTs with glucose in different weight ratios. Methyl violet (MV), methylene blue (MB), alizarin yellow (AY), and methyl orange (MO) were used as dye models for adsorption studies. Comparative dye adsorption capacity onto the pristine (MWCNT-raw) and functionalized (MWCNT-COOH-11) CNTs was evaluated in aqueous solution. These results revealed that MWCNT-raw is capable of adsorbing either anionic or cationic dyes. In contrast, an induced selective cation dye adsorption capacity is significantly enhanced on multivalent hydrophilic MWCNT-COOH, in comparison to a pristine surface. This ability can be tuned to the selective adsorption of cations over anionic dyes or between anionic mixtures from binary systems. An insight into adsorbate−adsorbent interactions shows that hierarchical supramolecular interactions dominate the adsorption processes, which is ascribed to the chemical modification by switching from a hydrophobic to a hydrophilic surface, dye charge, temperature, and potential matching multivalent acceptor/donor capacity between chemical groups in the adsorbent interface. The dye adsorption isotherm and thermodynamics on both surfaces were also studied. Changes in the Gibbs free energy (ΔG°), enthalpy (ΔH°), and entropy (ΔS°) were evaluated. Thermodynamic parameters were endothermic on MWCNT-raw, whereas the adsorption process on MWCNT-COOH-11 revealed that adsorption processes were spontaneous and exothermic, accompanied by a significant reduction of entropy values as a consequence of a multivalent effect. This approach provides an eco-friendly, low-cost alternative for the preparation of supramolecular nanoadsorbents with unprecedented properties to achieve remarkable selective adsorption independent of the presence of intrinsic porosity.

show abstract

“…The recognition process that nature has evolved to enhance the binding strength and specificity is called multivalency. This effect enables high binding affinities via simultaneous recognition of one or several glycans by GBPs, which have multiple and spatially well-defined glycan binding sites (Fasting et al, 2012;Haag, 2015). For a strong multivalent interaction, not only the type(s) of sugar(s), but also their spatial orientation, their accessibility, and the carrier scaffold are important, to achieve optimum distance with the binding pockets of the multivalent receptor.…”

Section: Introductionmentioning

confidence: 99%

Probing Multivalent Carbohydrate-Protein Interactions With On-Chip Synthesized Glycopeptides Using Different Functionalized Surfaces

et al. 2021

View full text Add to dashboard Cite

Multivalent ligand–protein interactions are a commonly employed approach by nature in many biological processes. Single glycan–protein interactions are often weak, but their affinity and specificity can be drastically enhanced by engaging multiple binding sites. Microarray technology allows for quick, parallel screening of such interactions. Yet, current glycan microarray methodologies usually neglect defined multivalent presentation. Our laser-based array technology allows for a flexible, cost-efficient, and rapid in situ chemical synthesis of peptide scaffolds directly on functionalized glass slides. Using copper(I)-catalyzed azide–alkyne cycloaddition, different monomer sugar azides were attached to the scaffolds, resulting in spatially defined multivalent glycopeptides on the solid support. Studying their interaction with several different lectins showed that not only the spatially defined sugar presentation, but also the surface functionalization and wettability, as well as accessibility and flexibility, play an essential role in such interactions. Therefore, different commercially available functionalized glass slides were equipped with a polyethylene glycol (PEG) linker to demonstrate its effect on glycan–lectin interactions. Moreover, different monomer sugar azides with and without an additional PEG-spacer were attached to the peptide scaffold to increase flexibility and thereby improve binding affinity. A variety of fluorescently labeled lectins were probed, indicating that different lectin–glycan pairs require different surface functionalization and spacers for enhanced binding. This approach allows for rapid screening and evaluation of spacing-, density-, ligand and surface-dependent parameters, to find optimal lectin binders.

show abstract

Multivalency as a chemical organization and action principle

Cited by 22 publications

References 24 publications

Glycated Albumin Measurement Using an Electrochemical Aptasensor for Screening and Monitoring of Diabetes Mellitus

Glycated Albumin Measurement Using an Electrochemical Aptasensor for Screening and Monitoring of Diabetes Mellitus

Insights into Selective Removal by Dye Adsorption on Hydrophobic vs Multivalent Hydrophilic Functionalized MWCNTs

Probing Multivalent Carbohydrate-Protein Interactions With On-Chip Synthesized Glycopeptides Using Different Functionalized Surfaces

Contact Info

Product

Resources

About