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Introducing affinity and selectivity into galectin-targeting nanoparticles with fluorinated glycan ligands

Introducing affinity and selectivity into galectin-targeting nanoparticles with fluorinated glycan ligands
Introducing affinity and selectivity into galectin-targeting nanoparticles with fluorinated glycan ligands
Galectins are potential biomarkers and therapeutic targets. However, galectins display broad affinity towards β-galactosides meaning glycan-based (nano)biosensors lack the required selectivity and affinity. Using a polymer-stabilized nanoparticle biosensing platform, we herein demonstrate that the specificity of immobilised lacto-N-biose towards galectins can be ‘turned on/off’ by using site-specific glycan fluorination and in some cases reversal of specificity can be achieved. The panel of fluoro-glycans were obtained by a chemoenzymatic approach, exploiting BiGalK and BiGalHexNAcP enzymes from Bifidobacterium infantis which are shown to tolerate fluorinated glycans, introducing structural diversity which would be very laborious by chemical methods alone. These results demonstrate that integrating non-natural, fluorinated glycans into nanomaterials can encode unprecedented selectivity with potential applications in biosensing.
1478-6524
905-910
Richards, Sarah-Jane
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Keenan, Tessa
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Vendeville, Jean-Baptiste
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Wheatley, David
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Chidwick, Harriet
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Budhadev, Darshita
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Council, Claire
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Webster, Claire S.
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Ledru, Helene
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Baker, Alexander
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Walker, Marc
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Galan, M. Carmen
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Linclau, Bruno
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Fascione, Martin A.
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Gibson, Matthew I.
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Richards, Sarah-Jane
1c594c5c-5f2c-4aff-88bf-4d572795021f
Keenan, Tessa
2480c679-d88c-421b-b697-188a5fa60bcd
Vendeville, Jean-Baptiste
2cc41dac-e337-4dc1-828c-048005d515b5
Wheatley, David
259931a5-d5a7-4400-80c9-2a7e8d161a74
Chidwick, Harriet
d2f573d5-98bf-4ffd-bd2b-a11329814258
Budhadev, Darshita
5449c13c-602d-4dcd-9cca-e3c4dc953cdb
Council, Claire
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Webster, Claire S.
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Ledru, Helene
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Baker, Alexander
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Walker, Marc
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Galan, M. Carmen
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Linclau, Bruno
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Fascione, Martin A.
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Gibson, Matthew I.
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Richards, Sarah-Jane, Keenan, Tessa, Vendeville, Jean-Baptiste, Wheatley, David, Chidwick, Harriet, Budhadev, Darshita, Council, Claire, Webster, Claire S., Ledru, Helene, Baker, Alexander, Walker, Marc, Galan, M. Carmen, Linclau, Bruno, Fascione, Martin A. and Gibson, Matthew I. (2020) Introducing affinity and selectivity into galectin-targeting nanoparticles with fluorinated glycan ligands. Chemical Science, 12 (3), 905-910. (doi:10.1039/D0SC05360K).

Record type: Article

Abstract

Galectins are potential biomarkers and therapeutic targets. However, galectins display broad affinity towards β-galactosides meaning glycan-based (nano)biosensors lack the required selectivity and affinity. Using a polymer-stabilized nanoparticle biosensing platform, we herein demonstrate that the specificity of immobilised lacto-N-biose towards galectins can be ‘turned on/off’ by using site-specific glycan fluorination and in some cases reversal of specificity can be achieved. The panel of fluoro-glycans were obtained by a chemoenzymatic approach, exploiting BiGalK and BiGalHexNAcP enzymes from Bifidobacterium infantis which are shown to tolerate fluorinated glycans, introducing structural diversity which would be very laborious by chemical methods alone. These results demonstrate that integrating non-natural, fluorinated glycans into nanomaterials can encode unprecedented selectivity with potential applications in biosensing.

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Accepted/In Press date: 14 November 2020
e-pub ahead of print date: 16 November 2020

Identifiers

Local EPrints ID: 445176
URI: http://eprints.soton.ac.uk/id/eprint/445176
ISSN: 1478-6524
PURE UUID: f8312163-d93e-4774-adf7-a4674354ad62
ORCID for Bruno Linclau: ORCID iD orcid.org/0000-0001-8762-0170

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Date deposited: 24 Nov 2020 17:33
Last modified: 22 Oct 2021 01:36

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Contributors

Author: Sarah-Jane Richards
Author: Tessa Keenan
Author: Jean-Baptiste Vendeville
Author: David Wheatley
Author: Harriet Chidwick
Author: Darshita Budhadev
Author: Claire Council
Author: Claire S. Webster
Author: Helene Ledru
Author: Alexander Baker
Author: Marc Walker
Author: M. Carmen Galan
Author: Bruno Linclau ORCID iD
Author: Martin A. Fascione
Author: Matthew I. Gibson

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