ArticleJournal of the American Chemical Society2010
Synthesis of glycopolymers for microarray applications via ligation of reducing sugars to a poly(acryloyl hydrazide) scaffold.
Article in Journal of the American Chemical Society, 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 44 papers.
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Who cites it
44 citing papers in PubMed, 155 citations in OpenAlex.
- Peering Through the Polymer: Tracking Small Molecules to Improve Polymer Development.Macromolecules · 2026Article
- Glycoengineering strategies for constructing defined Mucin O-glycans.Frontiers in molecular biosciences · 2026Review
- A Glycopolymer Sensor Array That Differentiates Lectins and Bacteria.Biomacromolecules · 2024Article
- Sugar-Coated: Can Multivalent Glycoconjugates Improve upon Nature's Design?Journal of the American Chemical Society · 2024Review
- Glycosaminoglycan microarrays for studying glycosaminoglycan-protein systems.Carbohydrate polymers · 2024Review
- Synthesis and Characterization of α,ω-End Orthogonally Functionalizable Glycopolymers from Native Glycans.Polymer chemistry · 2024Article
- Serum antibody screening using glycan arrays.Chemical Society reviews · 2024Review
- Hydrazinolysis Products of Selected Sugar Lactones-Crystal Structure and Microbiological Activity.International journal of molecular sciences · 2023Article
- Programmable synthesis of well-defined, glycosylated iron(ii) supramolecular assemblies with multivalent protein-binding capabilities.Chemical science · 2023Article
- Polymer-tethered glyconanoparticle colourimetric biosensors for lectin binding: structural and experimental parameters to ensure a robust output.RSC advances · 2022Article
- Glycopolymer-Based Materials: Synthesis, Properties, and Biosensing Applications.Topics in current chemistry (Cham) · 2022Review
- Enzymatic elaboration of oxime-linked glycoconjugates in solution and on liposomes.Journal of materials chemistry. B · 2022Article
- Investigation of the Binding of Lectins with Polymer Glycoconjugates and the Glycoconjugates Containing Silver Nanoparticles by Means of Optical Spectroscopy and Light Scattering.Polymer science. Series A, Chemistry, physics · 2022Article
- Review
- Glycan Array Technology.Advances in biochemical engineering/biotechnology · 2021Article
- Synthetic linear glycopolymers and their biological applications.Journal of carbohydrate chemistry · 2021Article
- Synthetic Carbohydrate Chemistry and Translational Medicine.The Journal of organic chemistry · 2020Article
- Biomolecular Densely Grafted Brush Polymers: Oligonucleotides, Oligosaccharides and Oligopeptides.Angewandte Chemie (International ed. in English) · 2020Review
- On-Chip Neo-Glycopeptide Synthesis for Multivalent Glycan Presentation.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- Catalyst-free, aza-Michael polymerization of hydrazides: polymerizability, kinetics, and mechanistic origin of an α-effect.Polymer chemistry · 2019Article
Corrections and comments
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Authors and funding
2 authors at 2 institutions in 1 country.
Funding
Abstract
In this paper, we report on a general synthetic strategy for the assembly of glycopolymers that capitalizes on the intrinsic reactivity of reducing glycans toward hydrazides to form stable cyclic N-glycosides. We developed a poly(acryloyl hydrazide) (PAH) scaffold to which we conjugated a variety of reducing glycans ranging in structure from simple mono- and disaccharides to considerably more complex human milk and blood oligosaccharides. The conjugation proceeds under mild conditions with excellent ligation efficiencies and in a stereoselective manner, providing glycopolymers with pendant glycans accommodated mostly in their cyclic beta-glycosidic form. Utilizing a biotin-terminated PAH scaffold prepared via RAFT polymerization, we quickly assembled a panel of glycopolymers that we microarrayed on streptavidin-coated glass. We then demonstrated that in these microarrays, the glycopolymer ligands bind lectins according to the structures of their pendant glycans. Importantly, glycopolymers containing biologically relevant branched oligosaccharides, such as sialyl Lewis(x), as well as sulfated glycosaminoglycan-like epitopes can be readily prepared using our methodology.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.