A ‘glyco-fluorine’ code revealing differential recognition by glycan binding partners
Biosensing or diagnostics using glycan sequences as targets is limited by glycan cross-reactivities. As binding sites of different proteins that all recognise a given glycan will not be identical, we introduce application of a library of synthetic analogues of a single glycan ligand as a powerful approach to obtain fingerprint binding profiles. We report the enzymatic synthesis of a 150-member library of fluorinated Lewisx analogues (‘glycofluoroforms’) using naturally occurring enzymes and fluorinated monosaccharide building blocks, and the incorporation of a subset into lipid-linked glycan probes or into glyconanoparticles for probing protein binding both in solid-phase high-throughput glycan microarray screening analyses and in solution-phase nanoparticle-based interaction studies. These fluorinated Lewisx analogues, which NMR studies showed to have very similar 3D structures compared to the nonfluorinated Lewisx, gave variously increased or decreased binding with a set of proteins, the different proteins having different preferences and tolerances for binding..
Medienart: |
Preprint |
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Erscheinungsjahr: |
2023 |
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Erschienen: |
2023 |
Enthalten in: |
chemRxiv.org - (2023) vom: 10. Juli Zur Gesamtaufnahme - year:2023 |
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Sprache: |
Englisch |
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Beteiligte Personen: |
Hollingsworth, Kristian [VerfasserIn] |
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Links: |
Volltext [kostenfrei] |
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Themen: |
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doi: |
10.26434/chemrxiv-2023-4hn6k |
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funding: |
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Förderinstitution / Projekttitel: |
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PPN (Katalog-ID): |
XCH040156095 |
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700 | 1 | |a Wheatley, David E. |4 aut | |
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700 | 1 | |a Keenan, Tessa |4 aut | |
700 | 1 | |a Ledru, Helene |4 aut | |
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700 | 1 | |a Kun, Huang |4 aut | |
700 | 1 | |a Parmeggiani, Fabio |4 aut | |
700 | 1 | |a Marchesi, Andrea |4 aut | |
700 | 1 | |a Chai, Wengang |4 aut | |
700 | 1 | |a McBerney, Ryan |4 aut | |
700 | 1 | |a Kaminski, Tomasz P. |4 aut | |
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700 | 1 | |a Turnbull, W. Bruce |4 aut | |
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