Biomimetic Tweezers for N-Glycans: Selective Recognition of the Core GlcNAc 2 Disaccharide of the Sialylglycopeptide SGP

In recent years, glycomics have shown how pervasive the role of carbohydrates in biological systems is and how chemical tools are essential to investigate glycan function and modulate carbohydrate-mediated processes. Biomimetic receptors for carbohydrates can carry out this task but, although signif...

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Veröffentlicht in:Chemistry : a European journal 2023-03, Vol.29 (18), p.e202203591
Hauptverfasser: Milanesi, Francesco, Unione, Luca, Ardá, Ana, Nativi, Cristina, Jiménez-Barbero, Jesús, Roelens, Stefano, Francesconi, Oscar
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container_issue 18
container_start_page e202203591
container_title Chemistry : a European journal
container_volume 29
creator Milanesi, Francesco
Unione, Luca
Ardá, Ana
Nativi, Cristina
Jiménez-Barbero, Jesús
Roelens, Stefano
Francesconi, Oscar
description In recent years, glycomics have shown how pervasive the role of carbohydrates in biological systems is and how chemical tools are essential to investigate glycan function and modulate carbohydrate-mediated processes. Biomimetic receptors for carbohydrates can carry out this task but, although significant affinities and selectivities toward simple saccharides have been achieved, targeting complex glycoconjugates remains a goal yet unattained. In this work we report the unprecedented recognition of a complex biantennary sialylglycopeptide (SGP) by a tweezers-shaped biomimetic receptor, which selectively binds to the core GlcNAc disaccharide of the N-glycan with an affinity of 170 μM. Because of the simple structure and the remarkable binding ability, this biomimetic receptor can represent a versatile tool for glycoscience, opening the way to useful applications.
doi_str_mv 10.1002/chem.202203591
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subjects Biomimetics
Carbohydrates - chemistry
Disaccharides
Glycomics
Polysaccharides - chemistry
title Biomimetic Tweezers for N-Glycans: Selective Recognition of the Core GlcNAc 2 Disaccharide of the Sialylglycopeptide SGP
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