New “clickable” polymeric coating for glycan microarrays

Zilio, Caterina; Bernardi, Anna; Palmioli, Alessandro; Salina, Matteo; Tagliabue, Giovanni; Buscaglia, Marco; Consonni, Roberto; Chiari, Marcella

doi:10.1016/j.snb.2015.03.079

Cited by 30 publications

(25 citation statements)

References 49 publications

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“…The copper(I)‐catalyzed alkyne‐azide cycloaddition (CuAAC) has previously been exploited to fabricate glycopolymers or to install glycans or glycoconjugates on a solid support . Here, we used the CuAAC to attach a small collection of azide‐functionalized saccharides onto the peptide tetramers (Figure ) to form neo‐glycopeptides.…”

Section: Resultsmentioning

confidence: 99%

On‐Chip Neo‐Glycopeptide Synthesis for Multivalent Glycan Presentation

Mende

Tsouka

Heidepriem

et al. 2020

Chemistry A European J

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Single glycan-protein interactions are often weak, such that glycan binding partnerscommonly utilizemultiple, spatially defined binding sites to enhance binding avidity and specificity.C urrent array technologiesu sually neglect defined multivalent display.L aser-based array synthesis technology allows for flexible and rapid on-surface synthesis of different peptides. By combining this technique with click chemistry,n eo-glycopeptides werep roduced directly on a functionalized glass slide in the microarray format. Density and spatial distribution of carbohydrates can be tuned, resulting in well-defined glycan structures for multivalent display.T he two lectins concanavalin Aa nd langerin were probedw ith different glycanso nm ultivalent scaffolds, revealing strong spacing-, density-, and ligand-dependent binding. In addition, we could also measuret he surfaced issociation constant.T his approach allows for ar apid generation, screening, and optimization of am ultitudeo fm ultivalent scaffoldsfor glycan binding.

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Section: Resultsmentioning

confidence: 99%

On‐Chip Neo‐Glycopeptide Synthesis for Multivalent Glycan Presentation

Mende

Tsouka

Heidepriem

et al. 2020

Chemistry A European J

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“…Although the azidoethyl functionalized glycomimetics could, in principle, be immobilized directly by surface‐based cycloaddition, we chose to extend the short linker with an additional hetero‐bi‐functional spacer prior to printing the library, to improve ligand accessibility. This set‐up presents the additional advantage of allowing the glycomimetics to be printed alongside existing glycan libraries, which are typically functionalized with aminoterminated linkers .…”

Section: Resultsmentioning

confidence: 99%

On‐Chip Screening of a Glycomimetic Library with C‐Type Lectins Reveals Structural Features Responsible for Preferential Binding of Dectin‐2 over DC‐SIGN/R and Langerin

Medve

Achilli

Serna

et al. 2018

Chemistry A European J

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A library of mannose‐ and fucose‐based glycomimetics was synthesized and screened in a microarray format against a set of C‐type lectin receptors (CLRs) that included DC‐SIGN, DC‐SIGNR, langerin, and dectin‐2. Glycomimetic ligands able to interact with dectin‐2 were identified for the first time. Comparative analysis of binding profiles allowed their selectivity against other CLRs to be probed.

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“…As an alternative to traditional 2D-epoxysilane coatings, NHS-based reactive polymers that form a tridimensional matrix when hydrated are widely used in the microarray research field. An example is the copoly(DMA-NAS-MAPS) [ 40 ]—commercially known as MCP-2 - and the related family of polymers obtained from the latter by post polymerization modification (PPM) [ 54 , 55 , 69 ]. These polymers have the ability to easily form thin film layers on most materials by utilizing a combination of physical and chemical adsorption, which is particularly efficient on silica substrates.…”

Section: Popular Functionalization Methodsmentioning

confidence: 99%

“…Trimethoxysilane moieties confer to the polymers the ability to form stable bonds with the oxide groups on the surface, while anchoring of the bioreceptors is possible through binding of the active succinimidyl esters groups with the free amine groups on the molecules, achieving covalent immobilization through an amide bond. PPM allows to introduce functional groups such as azide groups [ 54 , 55 , 69 ], as shown in Figure 2 .…”

Section: Popular Functionalization Methodsmentioning

confidence: 99%

“…Commonly, peptide arrays are either synthesized directly on the solid support utilized for the measurements by light-directed synthesis [ 97 ] or they can be spotted and immobilized on a polymer-coated surface via amide coupling or epoxide ring opening [ 94 ]. However, an efficient method to immobilize peptides in an oriented fashion is through click chemistry [ 54 , 55 , 98 ]. The term ‘click’ is used to indicate chemical reactions that show high conversion yield in short reaction times [ 99 ].…”

Section: Microarray Types and Specific Immobilization Strategiesmentioning

confidence: 99%

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The Role of Surface Chemistry in the Efficacy of Protein and DNA Microarrays for Label-Free Detection: An Overview

et al. 2021

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The importance of microarrays in diagnostics and medicine has drastically increased in the last few years. Nevertheless, the efficiency of a microarray-based assay intrinsically depends on the density and functionality of the biorecognition elements immobilized onto each sensor spot. Recently, researchers have put effort into developing new functionalization strategies and technologies which provide efficient immobilization and stability of any sort of molecule. Here, we present an overview of the most widely used methods of surface functionalization of microarray substrates, as well as the most recent advances in the field, and compare their performance in terms of optimal immobilization of the bioreceptor molecules. We focus on label-free microarrays and, in particular, we aim to describe the impact of surface chemistry on two types of microarray-based sensors: microarrays for single particle imaging and for label-free measurements of binding kinetics. Both protein and DNA microarrays are taken into consideration, and the effect of different polymeric coatings on the molecules’ functionalities is critically analyzed.

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New “clickable” polymeric coating for glycan microarrays

Cited by 30 publications

References 49 publications

On‐Chip Neo‐Glycopeptide Synthesis for Multivalent Glycan Presentation

On‐Chip Neo‐Glycopeptide Synthesis for Multivalent Glycan Presentation

On‐Chip Screening of a Glycomimetic Library with C‐Type Lectins Reveals Structural Features Responsible for Preferential Binding of Dectin‐2 over DC‐SIGN/R and Langerin

The Role of Surface Chemistry in the Efficacy of Protein and DNA Microarrays for Label-Free Detection: An Overview

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